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Easy Agile Podcast Ep.8 Gerald Cadden Strategic Advisor & SAFe Program Consultant at Scaled Agile Inc.

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Sean Blake

Gerald shared that companies often face the same challenges over & over again when it comes to implementing agile, but the real challenge and most crucial is overcoming a fixed mindset.

"Gerald helps massive companies work better together while keeping teams focused on people and on the customer. I'll be revisiting this episode."

Gerald also highlights the difference between consultants & coaches, and the value of having good mentors + more

I loved this episode and know you will too!

Be sure to subscribe, enjoy the episode 🎧

Transcript

Sean Blake:

Hello, and welcome to this episode of the Easy Agile Podcast. Sean Blake here with you today. And we've got a great guest for you it's Gerald Cadden a Strategic Advisor and SAFe Program Consultant Trainer at Scaled Agile, Inc. Gerald is an experienced business, an IT professional, Strategic Advisor and Scaled Agile Program Consultant Trainer SPCT at Scaled Agile. Thanks, Gerald. Welcome to the Easy Agile Podcast. It's really great to have you on as a guest today, and thank you for spending a bit of time with us and sharing your expertise with our audience on the Easy Agile Podcast.

Sean Blake:

So I'm really interested and I'm interested in this story that... For all the guests that we have at the podcast, but can you tell me a little bit about your career today? I find that people find their way to these Agile roles or the Agile industry through so many diverse types of jobs in the past. Some people used to be plumbers or tradies, or they worked in finance or in banking. How did you find your way into working at somewhere like Scaled Agile?

Gerald Cadden:

Good morning, Sean. Thanks for having me here guys. I'm very happy to be here with you guys today. Career things are always an interesting question. I'm 53 and so when I look back I wonder how do I get to where I am? And you can often look at just a series of fortunate events. And I worked in retail shoe stores and then I decided to do something in my life. Did an IT diploma then did a degree and I started working in the IT side. I pretty much started as a developer because that was where the money was and so that's where you wanted to go. I didn't stay as a developer long. Okay. All right. I was a terrible developer so I wasn't good at it. It was frustrating.

Gerald Cadden:

I moved into some pre-sales work and that led me to doing business analysis and I really liked the BA work because I got to work with people and see changes. I could work with the developers, still got to work really directly with the customer which was much more interesting for me. So I spent a lot of time in BA doing the development work, doing business process reengineering my transitioned over to rational unified process. When it was around spent countless hours writing use cases doing your mail diagrams, convincing people on how to make the changes on those. And then Agile came along and I had to make a complete brain switch. So all of this stuff that I'd learned and depended on as a BA suddenly disappeared because Agile didn't require that as an upfront way of working. It required that to be in the background if you wanted it and it was more a collaboration.

Gerald Cadden:

So about 2004, 2005 started working with Agile a lot more by this time I was living in the U.S. So that's where I got my agile experience, stayed there for a long time. Got great experience and then I moved over to working with SAFe around 2011. The catalyst for that as I was working for the large financial firm in New York with a team there. And we were redesigning a large methodology for them to implement Agile at scale. Went to a seminar in 2011 at an Agile conference saw Dean Leffingwell presentation on SAFe and just looked up and went, "Well we can stop working on our methodology. It's done."

Gerald Cadden:

So hardly after that meeting I ran outside and tackled Dean Leffingwell because I wanted him to look at my diagrams and everything and give me some affirmation that I was doing the right thing. Dean is got a very frank face and he pulled his frank face and he looked at me and just said, "You know what? Just use SAFe?" And I'm like, "Yeah, we will." And so I started my SAFe journey around that time and we implemented that financial company and I've been on that journey ever since.

Sean Blake:

So take us back 10 years ago to 2011. And you're working at this financial company, you've heard of this concept of SAFe really for the first time you started to implement it. How did the people at that company respond to you bringing in this new way of thinking this new framework? It sounded you already had the diagrams on the frameworks and the concepts forming in your mind did you find that an easy process? I think I already know the answer, but how complex was that to try and introduce SAFe for the first time into an organization of that magnitude?

Gerald Cadden:

Yeah, this is a very large financial firm, a very old financial firm so very traditional ways of working. So what's interesting is the same challenges SAFe comes up against today they're present before SAFe even began. And so the same challenges of the past management approaches trying to move to faster ways of working was still there. So as we were furiously drawing diagrams in Visio, trying to create models for people to understand it was hard to create a continuum of knowledge and education that would get people to move from the mindset they had to the mindset we wanted them to have. And it was an evolving journey for myself and the team that I was working with. I work with a really great guy and his name is Algona, a very, very smart man.

Gerald Cadden:

And so the two of us we're always scratching our heads as to how to get the management to change their minds. And we focused on education, but it was still a big challenge. I finished on the project as they started with SAFe. I moved to different management role in the company that we continued the work there. Michael Stump he used to work for Scaled Agile I think he works now at a different company, but he continued a lot of that work and did a really good job and they did implement SAFe. They made changes, but they faced all the same challenges. The management mindset overcoming moving away from the silos to a more network structured organization. Just the tooling, just the simple things was still a challenge and there's still a challenge today. So the nature of the organization is still evolving even in the modern day Agile world.

Sean Blake:

You mentioned there that part of the challenge is around mindset and education. Have you found any shortcuts into how you change a team's mindset? The way they approach their work, the way that they approach working with other teams in that organization? I assume the factor of success has a lot to do with, has the team changed their mindset on the way they were working before and now committed to this new way of working? And can you talk to us a little bit about how do you go about changing a team's mindset?

Gerald Cadden:

Maybe I'll change the direction of your question here, because what I've found is usually you don't have to work too hard to change the mindset of a team. Most of the teams are really eager to try new things and be innovative. You only come across some people in teams who may be their career path has got them to a certain point where they're happy with the way the world is and they don't want to change. The mindset you really need to change is around that leadership space and that's still true today. So the teams will readily adapt if management can create the environment that allows them to do it and if they can be empowered. But it's really... If you want to enable the team it's getting the leadership around them to change their mindset, to change the structures that are constraining the teams from doing the best job they can.

Gerald Cadden:

And so that for me was the big discovery as you went along and it's still true today. As Agile has been evolving I've noticed that people don't always put leadership at the top of the list of challenges but for me it's always been at that top of the list. A lot of people want to look at leadership and say things about them unflattering things, but you have to remember these are human beings. And the best way to come to leadership is to really begin with a conversation, help them understand. They know the challenges, but we need to help them understand what's causing the issues that are creating those challenges.

Gerald Cadden:

As you work with them and educate them you can to open their minds up a little more. Does that mean they'll actually change? Not necessarily. Political motivations, ideologies other things constrained leadership from moving. But conversations and education I think are the way to really approach leadership. And getting to know them as a person, take an interest in their challenges, take an interest in them as an individual. So create that social bond is an important thing. As a consultant that was always hard to do because as a consultant you're always seen as an external force and it's hard to build that somewhat social relationship with that leadership and build that trust.

Sean Blake:

Yeah, that's so true. Isn't it. I remember on an Agile transformation that I was on previously, how Agile coach really would spend just as much time with the leadership team as they would with us the Agile team. And it seems strange that the coach was spending so much time trying to really coach the leadership team on how they should think about this new way of working, but you put it in the right context there it's so important that they create that environment for their people and for their teams to feel safe in trying something new. Yeah, that's really important.

Gerald Cadden:

I think if you looked at how Agile evolves, when you look at the creation of the Agile manifesto and its principles and then the following frameworks like ScrumXP, et cetera it evolved from a team perspective. So everybody made the assumption that we needed to create these things for the teams to follow, but as people worked with teams they found that it wasn't the teams at all the teams adapt, but the management and the structures of the organizations are not adapting. And so that's really where it went.

Gerald Cadden:

I can't recall the number of countless Scrum implementations you worked on and you just hit that ceiling of organizational challenges. And it was always very frustrating for the teams. I think there's a an opposite side to that too is that too many in the Agile world just look at the teams as the center of the world and you can't approach it from that way either the teams are very important to delivering value to the customers, but it's the organization as a whole that delivers value. And I think you really have to sit back and just say, "The teams are part of that how do we change the organization inclusive of the teams?"

Sean Blake:

Okay. That's really interesting. Gerald, you've spoken a bit about teams and mindset, when you go into an organization, a big auto manufacturer or a big airline or a financial services company and they're asking for your help, or they're asking for your training, how do you assess where that organization is up to? What's their level of maturity from an Agile point of view? Do you have organizations that are coming to you who have in their mind that they're ready to go SAFe and then you turn up on day one and it turns out no one has any real idea about what that type of commitment looks like?

Gerald Cadden:

Yeah, it's a good question. Because I think as I look back at the history of this, in 2011, 2012 when SAFe really got going, as you went forward I mean, there was no concept of where to begin. Consultants were just figuring it out for themselves and like most consulting or most methodologies they got engaged in an IT space and at the team level. And people would try to grow from the team level upwards. And at some point we need to know I've struggled a lot with this because I was just trying to figure out where it is that. So my consulting hat was always on to sit down, talk to people about their challenges, find a way to help figure out how to solve the challenges whether it was going to be Scrum or SAFe or whatever is going to be right.

Gerald Cadden:

Those are just tools in the toolbox. But when Scaled Agile as I was working with... Excuse me, as I was working with SAFe, Scaled Agile brought out the implementation roadmap. It produced so much more clarity that came later in my time with SAFe and I wish it had come earlier because it really began to help me clarify that initial thing that we call getting over the tipping point. How to work with the organization you're talking to, work with the right people, understand their challenges, help them understand what causes those problems, which is the more traditional ways of working the traditional management mindset, help them connect SAFe as a way to overcome those challenges and begin to show them. If you looked at the roadmap it's this contiguous step-by-step thing, but what you find in reality is there are gaps between those steps and in those gaps is the time you as a transitional team are having lots of conversation with the management.

Gerald Cadden:

If you put them through a training class they're not going to come out of the class going, "Oh, wow that's it. We know what to do." It takes follow-up conversation. You have to have one-on-ones one on many conversations, cover topics of gains so you can remove the assumptions or sorry the misassumptions. So it's a lot of that kind of work that the roadmap its there for those who are implementing SAFe today use it. It is one of the most helpful tools you'll have.

Sean Blake:

Awesome. Yeah. I think just acknowledging the difference between the tools in the toolbox and then the other fact that you're dealing with humans and you're dealing with attitudes and motivations and behaviors and habits there's two very different things there really. It sounds you need to take them all together on that journey.

Gerald Cadden:

Yeah. A side to that we train so many SPCs like SAFe program consultants. We train them, training them out of classes all the time with us and our partners. The thing that you can, you can teach them about the framework, but you can't necessarily teach them how to be a good consultant or a good... I want to say I use the term consultant and coach, right?

Sean Blake:

Yes.

Gerald Cadden:

Sometimes I like to say a good consultant can be a good coach, but a good coach can't necessarily be a good consultant because there's another world of knowledge you need to have like how do you sit down and talk to executives? How do you learn the patients and the kinds of questions you need to ask, how do you learn to build those relationships and understand how to work the politics? So there are things outside the knowledge of an SPC that they need to gain. So young people coming in and running to do this SPC course I want to prepare you for everything, but it gives you the foundations.

Sean Blake:

So when you're in a organization or you're coaching people to go back to their organization how do you teach them those coaching skills so that when they come in and they've got to learn the politics, they've got to identify the red flags, they've got to manage the dependencies, they've got to bring new teams onto the train. How do you go about equipping that more human and communications of the toolbox really?

Gerald Cadden:

I think you can obviously teach the fundamentals of the framework by running through the training courses. But mentoring for me is the way to go. Every time I teach a training class I make it very clear to people when they go back and they're starting a transformation don't go this alone. Find experienced people that have done this and the experience shouldn't just be with SAFe their experience should be having worked with large organizations having experience with the portfolio level if necessary. Simply because there are skills that people develop over years of their career if they don't have at the beginning.

Gerald Cadden:

I mean, if I look back at some of the horrific things I had said in meetings and in front of executives my boss would put his hands up in front of his face because I was young and impulsive and immature and I see that today. So when I first came to the U.S I worked with some younger BAs and they would say things in a meetings and you quickly have to dance around some things to, "We didn't really want to say that right now." So I think mentoring is the skill. We can teach you the tactical skills, but teaching you the political skills, the human skills is something that takes mentoring and time.

Sean Blake:

Mentoring so important in that context. Isn't it?

Gerald Cadden:

Yeah.

Sean Blake:

Okay. So let's rewind 12 months ago to March 2020, a month that's probably burned into a lot of people's mind is the month that COVID changed our lives for the foreseeable future. I know that Easy Agile had a lot of content out there, articles about how to do remote PI Planning, how to help your virtual teams work better together and we didn't know that COVID was coming we just saw this trend happening in the workforce and we had this content available.

Sean Blake:

And then I was checking out our website analytics and we had this huge spike in what I assume were people in these companies trying to work out for the first time, how to do PI Planning virtually, how to keep very literally their release trains on the tracks in a time where people were either leaving the state, working from home for the first time, it's really like someone dropped the bomb in the middle of these release trains and people scrambling on how we are we going to do this virtually now? Did you have a lot of questions at the time on how are we going to do this? And how have you seen companies respond to those challenges?

Gerald Cadden:

Yeah. I remember being in Boulder, Colorado in January of 2020 and I just come back from vacation in Australia and that's when COVID was coming around and you were hearing about things in January, 2020. I was talking with my colleagues and we were wondering how bad this is going to be within two months the world was falling apart. And for us I think a good way to tell that story is to look at what Scaled Agile did. We knew our business that it was very reliant on our partner success and it still is today. And so as we began to see the physical world of PI Planning and training, as we began to see that completely falling apart the company had to quickly adapt.

Gerald Cadden:

We already had a set of priorities set for the PI and we implement Scaled Agile internally in the company. At the time we're running the company as a train itself because it's 170 all people. So they had to reprioritize the different epics, we pushed a new features and it was all about what do we need to change now to keep our partners afloat by getting them online and a really good team at Scaled Agile in a really cross-company effort to get short-term online materials created to keep the partners upright so they could keep teaching. They could find ways to do this, to do PI Planning, to do they're inspecting adapts all online. And so we pushed out a lot of material just simply in the form of PowerPoint slides that they could then incorporate into tools like Mural, Al tool. SAFe collaborate we went about developing this and we've been maturing that over time.

Gerald Cadden:

And so now we're in a world where we have a lot more stability. We saw a big dip like everybody else, but the question is, are you going to come out of that dip? And so what we did notice within probably even the second quarter of that year where the tail end of it we saw it starting to come up again, which our partners starting to teach more online. So the numbers told us that the materials we're producing were working. So for us it was just a great affirmation that organizing yourself the way we did organize yourself, the quick way we could adapt saved us. So Scaled Agile could have gone the way of a lot of companies and not being able to survive because our partners wouldn't have survived. We had the ability to adapt. So it's a great success story from my perspective.

Sean Blake:

Well, that's great. We're all glad you're still around to tell the story.

Gerald Cadden:

Yes we are.

Sean Blake:

And Gerald, whether you're reflecting on companies you've worked with in the past, or maybe even that internal Scaled Agile example you just touched on. Are there specific meetings or ceremonies or checking points that are really important as part of the Agile release train process? What are the things that really for you are mandatory or the most important elements that company should really hold onto during that really set up stage of trying to move towards the Scaled Agile approach?

Gerald Cadden:

So I interpret your question correctly. I think for me when you're implementing the really important things to focus on as a team first of all is the PI Planning. That is the number one thing. It's the first one people want to change because it's two days long and everybody has to come and it can cost companies a quite a significant sum of money to run that every 10 to 12 weeks. And so you will run very quickly as I had in the past in the car company you run very quickly into the financial controller who wants to understand why you're spending $40,000 a quarter on a big two-day meeting. And so they lie, they start questioning every item on the bill, but that's the most significant one.

Gerald Cadden:

PI Planning is significant. The inspect and adapt is the other one simply because at the end if you remove that feedback cycle, what we call closing the loop if you remove that then we have no opportunities to improve. So those two events themselves create the bookends what we get started with and how we close the loop, but there are smaller events that happen in between the team events are obviously all important. But more significant for me is the constant, the event for the product management team or program management team how are you going to filter them, excuse me.

Gerald Cadden:

Who are going to need to get together on a regular basis to ensure that then we call this the Sync. So this is the ART Sync or the POPM Sync. You need to make sure those are happening because those are these more dynamic feedback loops and ensure the progress of good architectural requirements or good features coming through so that when you get to PI Planning the teams have significant things to work on. So if you had to give me my top three events, PI Planning, inspect and adapt, and the ART Sync and product POPM Sync.

Sean Blake:

Awesome. I know there's always that temptation for teams to find the shortcuts and define the workarounds where they don't have to do certain meetings or certain check-ins, but in terms of communication it must be terribly important for these teams to make sure they're still communicating and they don't use the framework as an excuse to stop meeting together and to stop collaborating.

Gerald Cadden:

Yeah. I mean, I went through when I started implementing at the large car company in the U.S I decided to rip the bandaid off. They had several teams working on projects and they weren't doing well, when I looked at the challenges and decided we're going to implement SAFe some of the management they were, "Are you crazy? Why would you do this?" But they trusted me. And so we did rip the bandaid off and we formed them all into a not. We launched set up. And I remember at the end of the PIs some of the management have had a lot of doubts that were coming up after they sat through the PI and they said they just couldn't believe how great that was.

Gerald Cadden:

Even though the first PI was a little chaotic they understood the work and the collaboration, the alignment, just the discussions that took place were far more powerful for them. And teams were happier, they were walking out to a different environment. So it changed the mood a great deal. So I think the teams their ability to be heard in one of the most significant places is during PI Planning, they get that chance to be heard. They get that chance to participate rather than just be at the end where they're told what to do.

Sean Blake:

Mm-hmm (affirmative). So it really empowers the team.

Gerald Cadden:

Yeah. Absolutely.

Sean Blake:

That's great. So as a company moves out of the implementation phase and becomes a little bit more used to the way of doing things what's the best way for them to go about communicating that progress to the wider organization and then really evangelizing this way of working to try and get more teams on board and more Agile release trains set up so that it's really a whole company approach.

Gerald Cadden:

Yeah. A good question. So I think first of all the system demo that we do. So the regular system demos that take place, this is an event where you can invite people to. So when you get to the end of the program increment, the 10, 12, or the eight, 10 or 12 weeks and you're doing your PI system demo that's a chance for you to invite people that may be in the organization who are next on the list and they're going to be doing this, or they're curious, or if you have external suppliers who you're trying to get on board as part of the training have them come. Have them come to these events so they can just participate. They can see what goes on and it takes away some of the fear of what that stuff is. It gives them work much.

Gerald Cadden:

So the system demo whether you do it during the PI, but definitely the PI system demo and you want that one. So more ad hoc things and one of the things that I've seen organizations really fail to do is when they're having success the leadership around the train need to go out and I hate the term evangelize, but go out and show the successes. Get out and talk about this at the next company meeting present where they were and where they are now. But as part of that don't share just the metrics that show greater delivery of value show the human metrics, show how the team went from maybe a certain level of disgruntlement to maybe feeling happier and getting better feedback, show with how the business and technology have come closer together because they're able to collaborate and actually produce value together rather than being at odds because the system makes them at odds.

Sean Blake:

Awesome. Gerald is there anything else you'd like to share with our audience before we wrap up the episode? Any tips or words of encouragement, or perhaps some advice for those who are considering scaling up their Agile teams.

Gerald Cadden:

I think that the one piece of advice again, I'll reiterate back to the earlier point I made is as you are going through the implementation process and you're starting to launch your train and train your teams figure out how you're going to support them when you launch. Putting people through an SPC class or through all the other classes they won't come out safe geniuses. They'll have knowledge and they'll have the enthusiasm and have some trepidation as well, but you need good coaching. So figure out as you're beginning the implementation pattern where you're designing the teams et cetera, figure out what your coaching pattern is going to be. Hire the people with the knowledge and the experience work with a partner for the knowledge and experience. They shouldn't stay there forever if you work with consultants.

Gerald Cadden:

Their job should be to come in and empower you not to stay there permanently, but without that coaching and coaching over a couple of PIs your teams tend to run into problems and go backwards. So to keep that momentum moving forward for me it's figure out the coaching pattern. The only other one I would say too is make sure that you get good collaboration between product and the people who are going to be the product management role on architecture, get rid of the grievances, have them work together because those can stifle you. Get in and talk about the environments before you launch. You don't want funny problems when you, "Oh, the architecture is terrible." Okay. Let's talk about that before we launch." So just a couple of things that I think are really important things to focus on before you launch the train.

Sean Blake:

Awesome. I really appreciate that Gerald. I've actually learned a lot in our chat around. It's the same challenges that you had 10 years ago it's the same challenges that we have today. The really the COVID is the challenge of how do you focus on the mindset change. We've talked about the teams are eager to change. There might be a few grumbly voices along the way, but really it's about leadership providing a welcoming and safe environment to foster that change and the difference between being a coach and a consultant, the importance of mentoring. Wow we actually covered a lot of ground didn't we?

Gerald Cadden:

I may get some hate mail for that comment, but...

Sean Blake:

Oh, we'll see. Time will tell. Thanks so much Gerald for joining us on the Easy Agile Podcast. And we appreciate you sharing your expertise with us and the audience for the podcast. Thanks for having you.

Gerald Cadden:

Happy to do it anytime. Thanks for having me here today.

Sean Blake:

Thanks Gerald.

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    Cool. Thanks Jared. Thanks for having me one as well. So yeah, my name's Jess Belliveau. I work for Apptio as an infrastructure engineer. Yeah, Jordan?

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    I'm Jordan Simonovski. I work as a systems engineer in the observability team at Atlassian. I'm a bit of a jack of all trades, tech wise. But yeah, working on building out some pretty beefy systems to handle all of our data at Atlassian at the moment. So, that's fun.

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    Hello everyone. I'm Angad. I'm working for Easy Agile as a software dev. Nothing fancy like you guys.

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    Yeah, yeah. That's it, we'll wrap up!

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    Podcast over! Tell us about observability.

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    Yeah okay, I'll, yeah. Well, I thought first I'd do a little thing of why observability, why we talk about this and sort of for people listening, how we got here. We had a little chat before we started recording to try and feel out something that might interest a broader audience that maybe people don't know a lot about. And there's a lot of movements in the broad IT scope, I guess, that you could talk about. There's so many different things now that are just blowing up. Observability is something that's been a hot topic for a couple of years now. And it's something that's a core part of my job and Jordan's job as well. So it's something easy for us to talk about and it's something that you can give an introduction to without getting too technical. So we don't want to get down. This is something that you can go really deep into the weeds, so we picked it as something that hopefully we can explain to you both at a level that might interest the people at home listening as well.

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    Jordan and I figured out these four bullet points that we wanted to cover, and maybe I can do the little overview of that, and then I can make Jordan cover the first bullet point, just throw him straight under the bus.

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    Okay!

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    So we thought we'd try and describe to you, first of all, what is observability. Because that's a pretty, the term doesn't give you much of what it is. It gives you a little hint, but it'll be good to base line set what are we talking about when we say what is observability. And then why would a development team want observability? Why would a company want observability? Sort of high level, what sort of benefits you get out of it and who may need it, which is a big thing. You can get caught up in these industry hot buzz words and commit to stuff that you might not need, or that sort of stuff.

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    We thought we'd talk about some easy wins that you get with observability. So some of the real basic stuff you can try and get, and what advantages you get from it. And then we just thought because we're no going to try and get too deep, we could just give a few pointers to some websites and some YouTube talks for further reading that people want to do, and go from there. So yeah, Jordan you want to-

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    Jess Belliveau:

    Yeah. I hopefully, hopefully. We'll see how this goes! And I guess if you guys have questions as well, that's something we should, if there's stuff that you think we don't cover or that you want to know more, ask away.

    Jordan Simonovski:

    I guess to start with observability, it's a topic I get really excited about, because as someone that's been involved in the dev ops and SRE space for so long, observability's come along and promises to close the loop or close a feedback loop on software delivery. And it feels like it's something we don't really have at the moment. And I get that observability maybe sounds new and shiny, but I think the term itself exists to maybe differentiate itself from what's currently out there. A lot of us working in tech know about monitoring and the loading and things like that. And I think they serve their own purpose and they're not in any way obsolete either. Things like traditional monitoring tools. But observability's come along as a way to understand, I think, the overwhelmingly complex systems that we're building at the moment. A lot of companies are probably moving towards some kind of complicated distributed systems architecture, microservices, other buzz words.

    Jordan Simonovski:

    But even for things like a traditional kind of monolith. Observability really serves to help us ask new questions from our systems. So the way it tends to get explained is monitoring exits for our known unknowns. With seniority comes the ability to predict, almost, in what way your systems will fail. So you'll know. The longer you're in the industry, you know this, like a Java server fails in x, y, z amount of ways, so we should probably monitor our JVM heap, or whatever it is.

    Jared Kells:

    I was going to say that!

    Jordan Simonovski:

    I'll try not to get too much into-

    Jared Kells:

    Runs out of memory!

    Jordan Simonovski:

    Yeah. So that's something that you're expecting to fail at some point. And that's something that you can consider a known unknown. But then, the promise of observability is that we should be shipping enough data to be able to ask new questions. So the way it tends to get talked about, you see, it's an unknown unknown of our system, that we want to find out about and ask new questions from. And that's where I think observability gets introduced, to answer these questions. Is that a good enough answer? You want me to go any further into detail about this stuff? I can talk all day about this.

    Jared Kells:

    Is it like a [crosstalk 00:08:05]. So just to repeat it back to you, see if I've understood. Is it kind of like if I've got a, traditionally with a Java app, I might log memories. It's because I know JVM's run out of memory and that's a thing that I monitor, but observability is more broad, like going almost over the top with what you monitor and log so that you can-

    Jordan Simonovski:

    Yeah. And I wouldn't necessarily say it's going over the top. I think it's maybe adding a bit more context to your data. So if any of you have worked with traces before, observability is very similar to the way traces work and just builds on top of the premise of traces, I guess. So you're creating these events, and these events are different transactions that could be happening in your applications, usually submitting some kind of request. And with that request, you can add a whole bunch of context to it. You can add which server this might be running on, which time zone. All of these additional and all the exciters. You can throw in user agency into there if you want to. The idea of observability is that you're not necessarily constrained by high cardinality data. High cardinality data being data sets that can change quite largely, in terms of the kinds of data they represent, or the combinations of data sets that you could have.

    Jordan Simonovski:

    So if you want shipping metrics on something, on a per user basis and you want to look at how different users are affected by things, that would be considered a high cardinality metric. And a lot of the time it's not something that traditional monitoring companies or metric providers can really give you as a service. That's where you'll start paying insanely huge bills on things like Datadog or whatever it is, because they're now being considered new metrics. Whereas observability, we try and store our data and query it in a way that we can store pretty vast data sets and say, "Cool. We have errors coming from these kinds of users." And you can start to build up correlations on certain things there. You can find out that users from a particular time zone or a particular device would only be experiencing that error. And from there, you can start building up, I think, better ways of understanding how a particular change might have broken things. Or some particular edge cases that you otherwise couldn't pick up on with something like CPU or memory monitoring.

    Angad Sethi:

    Would it be fair to say-

    Jared Kells:

    Yeah. It's [crosstalk 00:11:02].

    Angad Sethi:

    Oh, sorry Jared.

    Jared Kells:

    No you can-

    Angad Sethi:

    Would it be fair to say that, so, observability is basically a set of principles or a way to find the unknown unknowns?

    Jordan Simonovski:

    Yeah.

    Angad Sethi:

    Oh.

    Jess Belliveau:

    And better equip you to find, one of the things I find is a lot of people think, you get caught up in thinking observability is a thing that you can deploy and have and tick a box, but I like your choice of word of it being a set of principles or best practices. It's sort of giving you some guidance around these, having good logging coming out of your application. So structured logs. So you're always getting the same log format that you can look at. Tracing, which Jordan talked a little bit about. So giving you that ability to follow how a user is interacting with all the different microservices and possibly seeing where things are going wrong, and metrics as well. So the good thing with metrics is we're turning things a bit around and trying to make an application, instead of doing, and I don't want to get too technical, black box monitoring, where we're on the outside, trying to peer in with probes and checks like that. But the idea with metrics is the application is actually emitting these metrics to inform us what state it is in, thereby making it more observable.

    Jess Belliveau:

    Yeah, I like your choice of words there, Angad, that it's like these practices, this sort of guide of where to go, which probably leads into this next point of why would a team want to implement it. If you want to start again, Jordan?

    Jordan Simonovski:

    Yeah, I can start. And I'll give you a bit more time to speak as well, Jess in this one. I won't rant as much.

    Jess Belliveau:

    Oh, I didn't sign up for that!

    Jordan Simonovski:

    I think why teams would want it is because, it really depends on your organization and, I guess, the size of the teams you're working in. Most of the time, I would probably say you don't want to build observability yourself in house. It is something that you can, observability capabilities themselves, you won't achieve it just by buying a thing, like you can't buy dev ops, you can't buy Agile, you can't buy observability either.

    Jared Kells:

    Hang on, hang on. It says on my run sheet to promote Easy Agile, so that sounds like a good segue-

    Jess Belliveau:

    Unless you want to buy it. If you do want to buy Agile, the [crosstalk 00:13:55] in the marketplace.

    Jared Kells:

    Yeah, sorry, sorry, yeah! Go on.

    Jordan Simonovski:

    You can buy tools that make your life a lot easier, and there are a lot of things out there already which do stuff for people and do surface really interesting data that people might want to look at. I think there are a couple of start ups like LightStep and Honeycomb, which give you a really intuitive way of understanding your data in production. But why you would need this kind of stuff is that you want to know the state of your systems at any given point in time, and to build, I guess, good operational hygiene and good production excellence, I guess as Liz Fong-Jones would put it, is you need to be able to close that feedback loop. We have a whole bunch of tools already. So we have CICD systems in place. We have feature flags now, which help us, I guess, decouple deployments from releases. You can deploy code without actually releasing code, and you can actually give that power to your PM's now if you want to, with feature flags, which is great.

    Jordan Simonovski:

    But what you can also do now is completely close this loop, and as you're deploying an application, you can say, "I want to canary this deployment. I want to deploy this to 10% of my users, maybe users who are opted in for Beta releases or something of our application, and you can actually look at how that's performing before you release it to a wider audience. So it does make deployments a lot safer. It does give you a better understanding of how you're affecting users as well. And there are a whole bunch of tools that you can use to determine this stuff as well. So if you're looking at how a lot of companies are doing SRE at the moment, or understanding what reliable looks like for their applications, you have things like SLO's in place as well. And SLO's-

    Jared Kells:

    What's an SLO?

    Jordan Simonovski:

    They're all tied to user experiences. So you're saying, "Can my user perform this particular interaction?" And if you can effectively measure that and know how users are being affected by the changes you're making, you can easily make decisions around whether or not you continue shipping features or if you drop everything and work on reliability to make sure your users aren't affected. So it's this very user centric approach to doing things. I think in terms of closing the loop, observability gives us that data to say, "Yes, this is how users are being affected. This is how, I guess the 99th percentile of our users are fine, but we have 1% who are having adverse issues with our application." And you can really pinpoint stuff from there and say, "Cool. Users with this particular browser or this particular, or where we've deployed this app to," let's say if you have a global deployment of some kind, you've deployed to an island first, because you don't really care what happens to them. You can say, "Oh, we've actually broken stuff for them." And you can roll it back before you impact 100% of your users.

    Jared Kells:

    Yeah. I liked what you said about the test. I forgot the acronym, but actually testing the end user behavior. That's kind of exciting to me, because we have all these metrics that are a bit useless. They're cool, "Oh, it's using 1% CPU like it always is, now I don't really care," but can a user open up the app and drag an issue around? It's like-

    Jess Belliveau:

    Yeah, that's a really great example, right?

    Jared Kells:

    That's what I really care about.

    Jess Belliveau:

    The 1% CPU thing, you could look at a CPU usage graph and see a deployment, and the CPU usage doesn't change. Is everything healthy or not? You don't know, whereas if you're getting that deeper level info of the user interactions, you could be using 1% CPU to serve HTTP500 errors to the 80% of the customer base, sort of thing.

    Angad Sethi:

    How do you do that? The SLO's bit, how do you know a user can log in and drag an issue?

    Jordan Simonovski:

    Yeah. I think that would come with good instrumenting-

    Angad Sethi:

    Good question?

    Jordan Simonovski:

    Yeah, it comes down to actually keeping observability in mind when you are developing new features, the same way you would think about logging a particular thing in your code as you're writing, or writing test for your code, as you're writing code as well. You want to think about how you can instrument something and how you can understand how this particular feature is working in production. Because I think as a lot of Agile and dev ops principles are telling us now is that we do want our applications in production. And as developers, our responsibilities don't end when we deploy something. Our responsibility as a developer ends when we've provided value to the business. And you need a way of understanding that you're actually doing that. And that's where, I guess, you do nee do think about observability with a lot of this stuff, and actually measuring your success metrics. So if you do know that your application is successful if your user can log in and drag stuff around, then that's exactly what you want to measure.

    Jared Kells:

    I think that we have to build-

    Jordan Simonovski:

    Yeah?

    Jared Kells:

    Oh, sorry Jordan.

    Jordan Simonovski:

    No, you go.

    Jared Kells:

    I was just going to say we have to build our apps with integration testing in mind already. So doing browser based tests around new features. So it would be about building features with that and the same thing in mind but for testing and production.

    Jess Belliveau:

    Yeah and the actual how, the actual writing code part, there's this really great project, the open telemetry project, which provides all these sort of API's and SDK's that developers can consume, and it's vendor agnostic. So when you talk about the how, like, "How do I do this? How do I instrument things?" Or, "How do I emit metrics?" They provide all these helpful libraries and includes that you can have, because the last thing you want to do is have to roll this custom solution, because you're then just adding to your technical debt. You're trying to make things easier, but you're then relying on, "Well I need to keep Jared Kells employed, because he wrote our log in engine and no one else knows how it works.

    Jess Belliveau:

    And then the other thing that comes to mind with something like open telemetry as well, and we talked a bit about Datadog. So Datadog is a SaaS vendor that specializes in observability. And you would push your metrics and your logs and your traces to them and they give you a UI to display. If you choose something that's vendor agnostic, let's just use the example of Easy Agile. Let's say they start Datadog and then in six months time, we don't want to use Datadog anymore, we want to use SignalFx or whatever the Splunk one is now.

    Jordan Simonovski:

    I think NorthX.

    Jess Belliveau:

    Yeah. You can change your end point, push your same metrics and all that sort of stuff, maybe with a few little tweaks, but the idea is you don't want to tie in to a single thing.

    Jordan Simonovski:

    Your data structures remain the same.

    Jess Belliveau:

    Yeah. So that you could almost do it seamlessly without the developers knowing. There's even companies in the past that I think have pushed to multiple vendors. So you could be consuming vendor A and then you want to do a proof of concept with vendor B to see what the experience is like and you just push your data there as well.

    Jared Kells:

    Yeah. I think our coupling to Datadog will be I all the dashboards and stuff that we've made. It's not so much the data.

    Jess Belliveau:

    Yeah. That's sort of the big up sell, right. It's how you interact. That's where they want to get their hooks in, is making it easier for you to interpret that data and manipulate it to meet your needs and that sort of stuff.

    Jordan Simonovski:

    Observability suggests dashboards, right?

    Jess Belliveau:

    Yeah, perhaps. You used this term as well, Jordan, "production excellence." And when we talk about who needs observability, I was thinking a bit about that while you were talking. And for me, production excellence, or in Apptio we call it production readiness, operational readiness and that sort of stuff is like we want to deploy something to production like what sort of best practices do we want to have in place before we do that? And I think observability is a real great idea, because it's helping you in the future. You don't know what problems you're going to have down the line, but you're equipping your teams to be able to respond to those problems easily. Whereas, we've all probably been there, we've deployed code of production and we have no observability, we have a huge outage. What went wrong? Well, no one knows, but we know this is the fix, and it's hard to learn from that, or you have to learn from that I guess, and protect the user against future stuff, yeah.

    Jess Belliveau:

    When I think easy wins for observability, the first thing that really comes to mind is this whole idea of structured logging, which is really this idea that your application is you're logging, first of all. Quite important as a baseline starting point, but then you have a structured log format which lets you programmatically pass the logs as well. If you go back in time, maybe logging just looked like plain text with a line, with a timestamp, an error message. Whatever the developer decided to write to the standard out, or to the error file or something like that. Now I think there's a general move to having JSON, an actual formatted blob with that known structure so you can look into it. Tracing's probably not an easy win. That's a little bit harder. You can implement it with open telemetry and libraries and stuff. Requires a bit more understanding of your code base, I guess, and where you want tracing to fire, and that sort of stuff, parsing context through, things like that.

    Jordan Simonovski:

    I think Atlassian, when you probably just want to know that everything is okay. At a fairly superficial level. Maybe you just want to do some kind of up time on a trend. And then as, I guess, your code might get more complex or your product gets a bit more complex, you can start adding things in there. But I think actually knowing or surfacing the things you know might break. Those would probably be your quickest wins.

    Jess Belliveau:

    Well, let's mention some things for further reading. If you want to go get the whole picture of the whole, real observability started to get a lot of movement out of the Google SRE book from a few years ago. The Google SRE stuff covers the whole gamut of their soak reliability engineering practice, and observability is a portion of that, there's some great chapters on that. O'Reilly has an observability book, I think, just dedicated to observability now.

    Jordan Simonovski:

    I think that's still in early release, if people want to google chapters.

    Jess Belliveau:

    The open telemetry stuff, we'll drop a link to that I think that's really handy to know.

    Angad Sethi:

    From [inaudible 00:26:12], which is my perspective, as a developer, say I wanted to introduce cornflake use Datadog at Easy Agile. Not very familiar, I'm not very comfortable with it. I know how to navigate, but what's a quick way for me to get started on introducing observability? Sorry to lock my direct job or at my workplace.

    Jordan Simonovski:

    I would lean, I could be biased here. Jess correct me or give your opinion on this, I would lean heavily towards SLO's for this. And you can have a quick read in the SRE-

    Jess Belliveau:

    What does SLO stand for, Jordan?

    Jordan Simonovski:

    Okay, sorry. Buzz words! SLO is a service level objective, not to be confused with service level agreement. An agreement itself is contractual and you can pay people money if you do breach those. An SLO is something you set in your team and you have a target of reliability, because we are getting to the point where we understand that all systems at any point in time are in some kind of degraded state. And yeah, reliability isn't necessarily binary, it's not unreliable or reliable. Most of the time, it's mostly reliable and this gives us a better shared language, I guess. And you can have a read in the SRE handbook by Google, which is free online, which gives you a pretty good understanding of Datadog.

    Jordan Simonovski:

    I think the last time I used it had a SLO offering. But I think like I was mentioning earlier, you set an SLO on particular functionalities or features of your application. You're saying, "My user can do this 99% of the time," or whatever other reliability target you might want to set. I wouldn't recommend five nines of reliability. You'll probably burn yourself out trying to get there. And you have this target set for yourself. And you know exactly what you're measuring, you're measuring particular types of functionality. And you know when you do breach these, users are being affected. And that's where you can actually start thinking about observability. You can think about, "What other features are we implementing that we can start to measure?" Or, "What user facing things are we implementing that we can start to measure?"

    Jordan Simonovski:

    Other things you could probably look at are, I think they're all covered in the book anyway, data freshness in a way. You want to make sure the data users are being displayed is relatively fresh. You don't want them looking at stale data, so you can look at measuring things like that as well. But you can pretty much break it down into most functionalities of a website. It's no longer like a ping check, that you're just saying, "Yes, HTTP, okay. My application is fine." You're saying, "My users are actually being affected by things not working." And you can start measuring things from there. And that should give you a better understanding, or a better idea, at least, of where to start with what you want to measure and ow you want to measure it. That would be my opinion on where to get started with this if you do want to introduce it.

    Jared Kells:

    We're going to talk a little bit about state and how with some of these, like our very front end heavy applications that we're building, so the applications we build just basically run inside the browser and the traditional state as you would think about it, is just pulling a very simple API that writes some things into the database with some authentication, and that sort of stuff. So in terms of reliability of the services, it's really reliable. Those tiny API's just never have problems, because it's just so simple. And well, they've got plenty of monitoring around it. But all our state is actually, when you say, "Observe the state of the system," for the most part, that's state in a browser. And how do we get observability into that?

    Jess Belliveau:

    A big thing is really, there's not one thing fits all as well. When we talk about the SLO stuff as well, it's understanding what is important to not so much maybe your company but your team as well. If you're delivering this product, what's important to you specifically? So one SLO that might work for me at Apptio probably isn't going to work for Easy Agile. This is really pushing my knowledge, as well, of front end stuff, but when we say we want to observe the state as well, we don't necessarily mean specifically just the state. You could want to understand with each one of those API's when it's firing, what the request response time is for that API firing. So that might be an important metric. So you can start to see if one of those APIs is introducing latency, and so your user experience is degraded. Like, "Hey when we were on release three, when users were interacting with our service here, it would respond in this percentile latency. We've done a release and since then, now we're seeing it's now in this percentile. Have we degraded performance performance?" Users might not be complaining, but that could be something that the team then can look into, add to a sprint. Hey, I'm using Agile terms now. Watch out!

    Jared Kells:

    That's a really good example, Jess. Performance issues for us are typically not an API that's performing poorly. It's something in this very complicated front end application is not running in the same order as it used to, or there's some complex interaction we didn't think of, so it's requesting more data than expected. The APIs are returning. They're never slow, for the most part, but we have performance regressions that we may not know about without seeing them or investigating them. The observability is really at the individual user's browser level. That makes sense? I want to know how long did it take for this particular interaction to happen.

    Jess Belliveau:

    Yeah. I've never done that sort of side of things. As well, the other thing I guess, you could potentially be impacted in as well as then, you're dealing with end user manifestations as well. You could perceive-

    Jared Kells:

    Yeah sure.

    Jess Belliveau:

    ... Greater performance on their laptop or something, or their ISP or that sort of stuff. It'd be really hard to make sure you're not getting noise from that sort of thing as well.

    Jordan Simonovski:

    Yeah. There are tools like Sentry, I guess, which do exist to give you a bit more of an understanding what's happening on your front end. The way Sentry tends to work with JavaScript, is you'll upload a minified map of your JS to Sentry, deploy your code and then if something does break or work in a fairly unexpected way, that tends to get surfaced with Sentry will tell you exactly which line this kind of stuff is happening on, and it's a really cool tool for that company stuff. I don't know if it'd give you the right type of insights, I think, in terms of performance or-

    Jared Kells:

    Yeah, we use a similar tool and it does work for crashes and that sort of thing. And on the observability front, we log actions like state mutations in side the front end, not the actual state change, but just labels that represent that you updated an issue summary or you clicked this button, that sort of thing, and we send those with our crash reports. And it's super helpful having that sort of observability. So I think I know what you guys are talking about. But I'm just [crosstalk 00:35:25], yeah.

    Jess Belliveau:

    Yeah, that's almost like, I guess, a form of tracing. For me and Jordan, when we talk about tracing, we might be thinking about 12 different microservices sitting in AWS that are all interacting, whereas you're more shifting that. That's sort of all stuff in the browser interacting and just having that history of this is what the user did and how they've ended up-

    Jared Kells:

    In that state.

    Jess Belliveau:

    In that state, yeah.

    Jordan Simonovski:

    I guess even if you don't have a lot of microservices, if you're talking about particular, like you're saying for the most part your API requests are fine but sometimes you have particularly large payloads-

    Jared Kells:

    We actually have to monitor, I don't know, maybe you can help with this, we actually should be monitoring maybe who we're integrating with. It's actually much more likely that we'll have a performance issue on a Xero API rather than... We don't see it, the browser sees it as well, which is-

    Jordan Simonovski:

    Yeah, and tracing does solve all of those regressions for you. Most tracing libraries, like if you're running Node apps or whatever on your backend. I can just tell you about Node, because I probably have the most experience writing Node stuff. You pretty much just drop in Didi trace, which is a Datadog library for tracing into your backend and your hook itself into all of, I think, the common libraries that you'll tend to work with, I think. Like if you're working for express or for a lot of just HADP libraries, as well as a few AWS services, it will kind of hook itself into that. And you can actually pinpoint. It will kind of show you on this pretty cool service map exactly which services you're interacting with and where you might be experiencing a regression. And I think traces do serve to surface that information, which is cool. So that could be something worth investigating.

    Jess Belliveau:

    It's funny. This is a little bit unrelated to observability, but you've just made me think a bit more about how you're saying you're reliant on third party providers as well. And something I think that's really important that sometimes gets missed is so many of us today are relying on third party providers, like AWS is a huge thing. A lot of people writing apps that require AWS services. And I think a lot of the time, people just assume AWS or Jira or whatever, is 100% up time, always available. And they don't write their code in such a way that deals with failures. And I think it's super important. So many times now I've seen people using the AWS API and they don't implement exponential back off. And so they're basically trying to hit the AWS API, it fails or they might get throttled, for example, and then they just go into a fail state and throw an error to the user. But you could potentially improve that user experience, have a retry mechanism automatically built in and that sort of stuff. It doesn't really tie into the observability thing, but it's something.

    Jared Kells:

    And the users don't care, right? No one cares if it's an AWS problem. It's your problem, right, your app is too slow.

    Jess Belliveau:

    Well, they're using your app. Exactly right. It reflects on you sort of thing, so it's in your interest to guard against an upstream failure, or at least inform the user when it's that case. Yeah.

    Jared Kells:

    Well, I think we're going to have to call it, this podcast, because it was an hour ago. We had instructed max 45 minutes.

    Jess Belliveau:

    We could just keep going. We might need a part two! Maybe we can request [cross talk 00:39:21].

    Jared Kells:

    Maybe! Yeah.

    Jess Belliveau:

    Or we'll just start our own podcast! Yeah.

    Angad Sethi:

    So what were your biggest learnings today, given it's been Angad and I are just learning about observability, Angad what was your biggest learning today about observability? My biggest learning was that observability does not equal Datadog. No, sorry! It was just very fascinating to learn about quantifying the known unknowns. I don't know if that's a good takeaway, but...

    Jess Belliveau:

    Any takeaway is a good takeaway! What about you, Jared?

    Jared Kells:

    I think, because I we were going to talk about state management, and part of it was how we have this ability, at the moment to, the way our front ends are architected, we can capture the state of the app and get a customer to send us their state, basically. And we can load it into our app and just see exactly how it was, just the way our state's designed. But what might be even cooler is to build maybe some observability into that front end for support. I'm thinking instead of just having, we have this button to send us out your support information that sends us a bunch of the state, but instead of console logging to the browser log, we could be console logging, logging in our front end somewhere that when they click, "send support information," our customers should be sending us the actions that they performed.

    Jared Kells:

    Like, "Hey there's a bug, send us your support information." It doesn't have to be a third party service collecting this observability stuff. We could just build into our... So that's what I'm thinking about.

    Jess Belliveau:

    Yeah, for sure. It'll probably be a lot less intrusive, as well, as some of the third party stuff that I've seen around.

    Jared Kells:

    Yeah. It's pretty hard with some of these integrations, especially if you're developing apps that get run behind a firewall.

    Jess Belliveau:

    Yeah

    Jared Kells:

    You can't just talk to some of these third parties. So yeah, it's cool though. It's really interesting.

    Jess Belliveau:

    Well, I hope someone out there listening has learned something, and Jordan and I will send some links through, and we can add them, hopefully, to the show notes or something so people can do some more reading and...

    Jared Kells:

    All thanks!

    Jess Belliveau:

    Thanks for having us, yeah.

    Jared Kells:

    Thanks all for your time, and thanks everybody for listening.

    Jordan Simonovski:

    Thanks everyone.

    Angad Sethi:

    That was [inaudible 00:41:55].

    Jess Belliveau:

    Tune in next week!

  • Podcast

    Easy Agile Podcast Ep.18 Top qualities of an agile leader and team

    "It was great to chat with Alana and learn from her experience" - Sean Blake

    In this episode, I was joined by Alana Mai Mitchell. Alana is a results coach, author, podcast host, and Senior Product Development Manager at one of Australia's largest banks where she works with Agile teams every day.

    She has over 13 years experience in digital financial services and coaching. She's spoken live on Channel 10 here in the Australian media and has had her mental health story featured in publications, like The Daily Mail and Mamma Mia. She's the author of a book, Being Brave, and she's the host of the Eastern Influenced Corporate Leader Podcast.

    We covered a lot of ground in today's episode. We talked about:

    • The importance of putting your hand up and telling your manager when you want to be challenged more and to be exposed to new opportunities.
    • Building trust with your team and disclosing some vulnerabilities about yourself.
    • Alana's mental health journey over the course of six years, and that journey continues today. What she's learned and what we can learn from her experience to better look after our teams and people in our community.
    • Servant leadership and being a generous leader.
    • The importance of authenticity and direct communication.

    I hope you enjoyed today's episode as much as I did.

    Transcript

    Sean Blake:

    Hello, welcome to the Easy Agile Podcast. My name's Sean Blake and I'll be your host today. Today, we have a really interesting guest and a fantastic episode ahead for you. Our guest today is Alana Mai Mitchell. Alana is a results coach, author, podcast host, and Senior Product Development Manager at one of Australia's largest banks where she works with Agile teams every day. She has over 13 years experience in digital financial services and coaching. She's spoken live on Channel 10 here in the Australian media and has had her mental health story featured in publications, like The Daily Mail and Mamma Mia. She's the author of a book, Being Brave, and she's the host of the Eastern Influenced Corporate Leader Podcast.

    Sean Blake:

    We covered a lot of ground in today's episode. We talked about communication styles. We talked about the importance of putting your hand up and telling your manager when you want to be challenged more and to be exposed to new opportunities. We talked about the importance of building trust with your team and disclosing some vulnerabilities about yourself. We covered Alana's mental health journey over the course of six years, and that journey continues today. What she's learned and what we can learn from her experience to better look after our teams and people in our community. We talked about going first in servant leadership and being a generous leader. The importance of authenticity and direct communication. I hope you enjoyed today's episode as much as I did. Let's get started. Alana, thanks so much for joining us on the Easy Agile Podcast today. It's great to have you here.

    Alana Mai Mitchell:

    Thanks so much, Sean.

    Sean Blake:

    Before we jump into our conversation, Alana, I'm just going to do an acknowledgement to country. We'd like to acknowledge the traditional custodians of the land from which we're recording today, the Watiwati people of the Tharawal speaking nation, and pay our respects to elders past, present and emerging. We extend that same respect to all Aboriginal and Torres Strait Island peoples who are tuning in today.

    Sean Blake:

    Well, Alana, there's so much to talk about today. The background is, we used to be colleagues in the financial services industry. We bumped into each other again out of the blue at Agile Australia '21 Conference, just at the end of last year, which was a great conference. We thought we'd have you on the podcast because you've got so many different stories to tell, but I thought maybe we could start this episode by talking about your career journey and how working with Agile Teams has weaved into your career trajectory.

    Alana Mai Mitchell:

    Yeah, sure. Agile really came into the forefront right back in 2013. I always remember my first Agile training. We had a team day, where I was working at the time. We had an external facilitator come in because the Agile framework was something totally new to financial services at that time. We played Lego. We had each of our wider team was divided into smaller teams, like scrum teams, all this new terminology. Then we were building island and we had an island each and the product owner was feeding user stories in from the customer. Partway through we were building, I think, a rocket launcher and then no, we didn't want to rocket launcher anymore.

    Alana Mai Mitchell:

    We wanted to tweak it. We had to adapt to things on the fly. I always remember that experience because it was so transformative, just having such a direct and collaborative way of working with people on a project. To this day, of all the Agile trainings and experiences that I've gone through, it's always the ones that are really interactive that I've remembered the most and gained the most and taught them, like learnt them myself as a participant and then taught them to other people as well.

    Sean Blake:

    Along the way, do you think, you've been through all these training sessions and you've been working with teams on the ground. What have you found from Agile, which is a big topic, but what have you found to be the most transformative and the most helpful from the way that these teams used to do things to the way that they do them now?

    Alana Mai Mitchell:

    I would say communication. What I found was, because I had the contrast with both, I've worked in Water Force style projects and Agile projects as well. I think the biggest part is the amount of effort and rigor that we would go through reviewing requirements and have those be delivered into technology. Then it go quiet and you not hear from technology until they come back with something and they're like, "I've got a baby." You're like, "What kind?" The difference with Agile is that you are able to co-create them.

    Alana Mai Mitchell:

    You're creating with your customer or your end user, if you're working with an internal user, and then you are also working with technology and finding out what kind of constraints technology has or what kind of ideas they have as well. You have that ability to communicate with the dev. Sometimes your devs are on-shore, often cases they're offshore. We're all remote now, so it doesn't make as much difference as it did when we were in the office. You can really just pull away a lot of the process that gets in between people and have conversations. That's what I really think is the most transformative part.

    Sean Blake:

    Great. Yeah, so that communication. Do you feel like the communication throughout COVID and working remotely has been more challenging? Are you one of those people that find those face-to-face communication skills, you really prefer the face-to-face or has remote been okay for you? Because I know some people have struggled. Some people have found it easier to be on Zoom all the time.

    Alana Mai Mitchell:

    Well, I mean, when I go in the office and we have that brief time where we were back in the office, I had a smile on my face the whole time. Because I just love seeing people and I'd go around and walk over to my team and say, "Hey, how are you going?" Just catch up with them. I think the one piece that's missing for me in the remote working whilst there's greater flexibility, you can do multiple things at the same time. You focus a lot of your work. You can get a lot more done quicker. I do find that informal relationship building, you need to actually schedule in time or pick up the phone out of the blue and connect with someone.

    Alana Mai Mitchell:

    Whereas in the office, I would just find that because people were there and I don't know, you might be having lunch at the same time or going downstairs for something at the same time or even the corridor conversations that happen after the meeting where you can just chase someone or ask someone a question or they chase you and you just get things done. It's just different. I'd say it's more, the catch ups are more scheduled and formal, I find in a remote work setting.

    Sean Blake:

    I feel the same way. I feel the small talk and the talk about the weekend on Zoom is much harder for me and much more tiring to try and sustain that than in person. It becomes more naturally. I really have to make a big effort, especially on one-to-ones with people in the team when I'm trying to check in on their health and wellbeing and how they're going at work. I just find that much more exhausting than what I do in person. I think it's just those nonverbal communication skills and you can see people's body language easier when you're in the office.

    Sean Blake:

    Someone's slumped at their chair for six hours out of a seven-hour work day. Then you're like, "Oh, something's wrong." If you know that you've got to get on Zoom and try and pretend to be happy and that everything's okay, then you can fake it a little bit easier. Of course, there's loads of benefits to remote work, as you say. That human element personally, I find it's much more challenging to replicate using digital tools. Maybe there'll be more innovation that comes, but the time will tell on that.

    Alana Mai Mitchell:

    Yeah. On that, I wanted to add some of my friends in the technology space. Talking about the metaverse and how at the moment you and I are having this conversation through screens. I'm in my space, in my house, and you can see my painting in the background and I can see that you've got a podcast set up. One of my friends was talking about how, he's an architect, and so he was thinking about how we create digital spaces. When we meet digitally, if we were meeting as our avatar, what kind of space would facilitate better conversation? That blew my mind when he was talking about that. I was like, "Oh, I hadn't even thought of that." Absolutely, you could meet in a virtual space because we're doing what we've got with the tools that we have today, but the tools can change.

    Sean Blake:

    I guess it's almost certain they will change. I can't see that Zoom will be the market leader forever. I'm sure there'll be things that come along very soon that will try and replicate some of those physical experiences that we miss so much of being in the office and having those social experiences together. Alana, I'm wondering about the teams that you work with now or in the past, those Agile teams, do you have any tips for people who are new to Agile teams or maybe they're coming in?

    Sean Blake:

    They want to improve their communication, whether they're remote or in office, and improve their organization's Agile maturity, but they're just finding it a bit of a struggle. Do you have any tips for people who are just, they're butting their heads up against the wall and they can't seem to make progress with some of those patterns and habits that you talked about, like taking requirements away and not knowing what's happening for so many months or years before you hear something back from technology? How do you actually start to influence that culture and behavior, if you're new to Agile?

    Alana Mai Mitchell:

    I'm going to take a slightly different approach on that to answer your question. Because the thing that came to mind for me was when I in Outward Bound, which is a remote wilderness organization in 2012 in the US. I was instructing there. One of the frameworks that they use is William Glass' Choice Theory. Choice Theory talks about that we have five needs, and I'll put myself on the spot. Well, I'll mention some of them, because I can't remember all of them. There's like need for fun. Some people have a high fun need. Then there's like need for power, like feeling powerful. There's like, love and belonging, is another important need. There's two others, which I can't recall right now. I think when you are coming out of a situation, from a perspective, you've tried a couple of times when you're approaching it, and not getting anywhere, I would have a look at what needs am I, myself looking to get met out of this communication.

    Alana Mai Mitchell:

    Then on the flip-side, what needs is my communication partner or the team that I'm working with? What is the most important need for them? As we were talking about remote working, like the fun need. People love to have fun and you can actually have fun at work. It doesn't need to be separate. Thinking about like, if you have a high fun need, and you also notice your team has that as well. How can you address that in your communication style or bring out some kind of activities that can bring that to life? I would always go back to what are my needs and what are the needs of other people that I'm working with? Because when you're working with different teams, they have different agendas, they have different goals. If you can figure out what you have in common, it's a lot easier to bring another team or people in those team on the journey, once you figured out what the common ground is.

    Sean Blake:

    That's great advice. Think about it from their point of view, rather than just what you need and your own agenda and try and adapt to your approach to them. That's really good. I saw this quote recently, Alana, which reminded me a little bit about your mental health journey, which we'll talk about more in a moment. The quote was about, when you're looking for a new role or a new job, you shouldn't just look for a great company to work for. You should look for a great manager to work for, because the influence and your experience as an employee, working for a manager, is often so much more important than and influential than just picking a great or a well-known company to work for. Have you found that to be true in your own career?

    Alana Mai Mitchell:

    Oh, yeah. I have found that some really phenomenal leaders. In a previous organization that I was working in, I like to keep learning and growing all the time. In previous roles, sometimes I get bored. It happens. That's really valuable to organizations because I'm constantly looking at where to improve things. I had a time where my manager was focused on other things and learning and development wasn't as important. Then I had a lady named Christina come in and Christina was like fire. She was just, "This is what we got to do." Open to change, really clear communicator, she's from the US. She's really direct in a compassionate way and she's really progressive as well. I found because of her influence in the organization.

    Alana Mai Mitchell:

    Also, through my willingness to put my hand up and say, "I'm willing to participate." Which is, for the people who are tuning in, it's not just about the leader creating the opportunities for you and saying, "Hey, present to this general manager forum or executive general manager forum." Or whatever it is. It's also about you saying, "Hey, I'm willing and I'd love to." And communicating what you are after. We met on that path and I had some of the most, stronger success working with Christina. I was fortunate at that the culture was also really great. The immediate team culture needed to shift as well, which is part of why Christina came on board, and the company culture is really good.

    Alana Mai Mitchell:

    I would say on the point on like manager over culture is that when you are someone who is progressive and you're wanting to shape the culture for the better, you're going to find cultures that need a little attention or need a little work or things that aren't quite as performing as well as they are. With the sales perspective, opportunity plus. If you go to a culture and everything's amazing, you're sure you can make it a little bit more amazing. Really, when you have the support of your manager, who's, you see these initiatives and they're going to say, "Okay, go for it. I've got this GM forum coming up that you can present at, or let's find your sponsor. Let's find your mentor." That the two of you working as a team can be at the forefront of the new culture, which impacts the rest of the culture.

    Sean Blake:

    Interesting. I don't know if I've ever been in a culture that's perfect and overachieving and too good, but absolutely you can get too comfortable and complacent in roles and you can almost just be a little bit shy from putting your hand up for those opportunities. Do you think there's many cultures out there that are too good? How do you assess the quality of a culture before you accept the role and start working in that team?

    Alana Mai Mitchell:

    Oh, good question. I always asked, what's the vision and how does it relate to this role? I want to hear it from the hiring manager before I join a company. What I'm looking for is I'm asking that question to multiple people. I'm looking for a congruence, about the hiring manager sees a similar story as to what their peer, who's maybe interviewing in the second interview or their leader in the third interview. I'm looking for those things to match up, because that's telling me there's consistency. It's just, I'm getting the same story. That they're also communicating well. That would be a sign to me. Yeah, that's about what I do.

    Sean Blake:

    That's good. Good tip. Alana, you have a quote on your website, which talks about your mental health journey. It says, "I have totally recovered from five mental health breakdowns across six years, where doctors once talk would me, I would be homeless." That sounds like a lot of hardship and a lot of sweat and tears and pain over many years. Do you want to walk us through a little bit of that journey and what you've learned about yourself through those experiences?

    Alana Mai Mitchell:

    Oh, yeah. Thanks for pulling that out from the site, Sean. In 2013, I started to notice that things weren't right. I wasn't feeling myself. I sought help from a counselor, career counselor. Because I thought, "Is it my career?" I said, "Am I not in the right job?" I spoke to a psychiatrist and a psychologist and they did a little bit of an investigation, but no one really got to what was going on. Then I made some quick decisions in my career, which I look back on and I think, "Wow, I really was in the throes of it and not thinking clearly at all when I made those choices." I found myself, about November 2014, in between roles. As someone who was previously really ambitious, like high-achiever, chronic high-achiever without having a role and a career prospect at the moment back then was a big deal.

    Alana Mai Mitchell:

    I had what was called a psychotic episode. Essentially, that was like me, believing deluded thoughts and not having a really strong grip on reality, having some story going on in my head that wasn't true at all. It ended up because I was taken by ambulance to hospital. Then still at that point, people didn't really know what was going on. I was a in mental health ward and came out from that, started on medication, which improved things. I thought, and this is part of why I had the multiple psychotic episodes, is that I thought that the stress of being in between jobs or stressful situations at work, I thought they were the triggers for the psychotic episodes.

    Alana Mai Mitchell:

    I would take the medication for a while, get better temporarily, think everything was normal, stop the medication. Then six months later I would have another breakdown. Then that happened over six years and I realized towards the fifth and final, so that was when I was running a coaching business that had a few clients at the start and then we didn't have any clients at all. I essentially ran out of money and got into debt. Then when the doctor learned about my financial situation, he said, "You're going to be homeless." I was so offended. I was like, "How dare you." I was like, "No, I will not. I will not." I look back now and I'm so thankful for him sharing that with me, because he provided me with a choice. Something to push against and choose another way. He activated my will, from me going from being offended to being thankful, where I'm at today.

    Alana Mai Mitchell:

    I charted my way out of that. Now, I have well-managed schizophrenia and I take medication. I'll be taking medication for the rest of my life. It's part of who I am. I don't experience like, some people have a lot of appreciation for, because I know that they're in their mental health journey. It's not all smooth sailing, even after they have an answer of a diagnosis. It still can be challenging in there's up days and down days. For me, I'm consistent. It's been now coming up to four years since the doctor and I had that conversation in the hospital. Life is just incredible since then.

    Sean Blake:

    That's great. I'm so happy to hear that. Thank you for sharing your story with our audience. I think it's really important, isn't it? To be vulnerable and to share the truth about things that have happened in the past. Do you think that there's something that we can learn? With the people that you work with now, do you have a clearer understanding or are you looking for signs of people in your life who might be struggling with some of the similar issues and what can we do as people in our own communities and working with teams to look out for each other and to better support each other with some of these mental health issues front of mind so that we can be more supportive?

    Alana Mai Mitchell:

    I always listen for and check in with how the team is doing and it's not just, you ask how are you, and you're listening for more than what they say. If they say they're good, how are they saying it? We had that conversation before about the remote working and it's different. To come to the, are you okay, and we have the, are you okay days. Someone asked me in the office where we were actually working together. They're like, "Are you okay, Alana?" I couldn't answer her. It's not always as simple as getting a no, sometimes it's, you don't get a response. Then the alarm does go off. I really think taking in all the points of interaction that you have with someone and aligning to, is that consistent with how do they were, is there something different, check in with them, how is it going? If you're having a conversation, great. If they're sharing with you, even better.

    Alana Mai Mitchell:

    If they're not, you can always just check in with yourself and being like, "Is it something you need?" As to, why are they not sharing or is that something that's going on with them as well? The other piece I wanted to tie it, bring it back to the Agile leadership piece and from the conference that Agile Australia that we were at. I really see that building trust with teams is so key. We're in this remote working environment or hybrid working environment, depending on what office you're in. It really is important to build trust with your team. One of the quickest ways you can do that is by sharing vulnerably with what you have to share. I don't mean going for exposure and putting yourself in vulnerable situations where you are uncomfortable with what you share.

    Alana Mai Mitchell:

    It's disclosure, so it's something that you're 100% comfortable within yourself, and you've accepted it within yourself and you share that with your team in openness. When you do that, you see that your team also, they hear it and they mirror it as well. You go first and they share. The mental health example, I shared that on LinkedIn. I've shared it in situations with my team. Then I've been invited to talks and I've had people approach me. It really builds without having to go through a lot of, I ask this thing of this person, do they deliver it above and beyond expectations when I ask for it? How many times do you need to go through that process before you trust someone versus you, coming out and creating an environment of trust through of vulnerability? I do caveat that it's like not oversharing, it's sharing what you're comfortable with at that point in time, and that might change as you go on.

    Sean Blake:

    Interesting. Does this apply to leaders as well? I know that you've spoken about being a generous leader in the past, and that reminds me of servant leadership, which is another kind of Agile phrase that you hear come up quite a lot. This idea of going first, disclosing what you're comfortable with to your team, even as a leader, showing vulnerability is really important. I know in my experience, if you can share some of the honest and harsh realities of what it's like to be in your position, then your team are more empathetic with the challenges that you have.


    Sean Blake:

    Because a lot of people assume that when you are in a position of leadership and responsibility, then things are easier because you can just delegate or you've got budget to solve some of these problems, but it's not actually the reality of it. The reality of it is you struggle with things just like anyone else. By sharing and disclosing things with people at all levels of the organization, then that helps to build empathy and a bit more care and support no matter what level you're at. Are there other things or habits or qualities of a generous leader or a servant leader that you've seen or that you try and model or encourage?

    Alana Mai Mitchell:

    The big one that stands out for me is authenticity. Really knowing yourself, knowing what your leadership style is, knowing what your challenges are, what your strengths are, what you're working on and being authentic about that. When you feel something, sharing what you feel, not having to feel like you need to say it a different way or sugarcoat it, being able to speak your mind in a way that's direct and compassionate. We're not going for like arrogance, and we're not going for wishy washy. We're going for direct and compassionate, then share what's in your heart, so authenticity. Those are the leaders that you, I'm so glad you brought up empathy because when you're vulnerable, empathetic, and authentic, those are the leaders that really stand out for you and me.

    Sean Blake:

    That's great advice. Authenticity, direct communication, build empathy. All right, thanks for sharing that.

    Alana Mai Mitchell:

    You're welcome.

    Sean Blake:

    Alana, how did you decide that you wanted to write a book about some of your experiences and can you tell us about how your book, Being Brave, has changed your life and how you think about sharing your story?

    Alana Mai Mitchell:

    I naturally have a lot of things going on. I love projects. I love it, that's why I'm in projects. Because I love setting a goal and reaching it. The company I was working at had done a number of workshops and I got to a point where I didn't have as many activities going on. I was like, "Oh, that's really interesting. I don't have as much stuff going on." This was just at the start of the pandemic in 2020. A friend, a really dear friend of mine said, "Try meditation. Try meditation daily." I meditated each day and I had been surrounded, my network is very much of a coaching network. I know a lot of coaches and they had written their own books as well. I was on the radar and I was meditating and I got the idea to write a personal memoir about my story.

    Alana Mai Mitchell:

    It's really interesting that even in through that process of doing a lot of personal development work and going through the process of writing the story, there were still some things in that, that I wasn't quite comfortable owning yet. It's been, since I wrote the book that I've accepted that. In a book, if people read it, I talk about psychotic episodes. I don't talk about schizophrenia because it was all later when I was asked to do a media thing about schizophrenia, that I was like, "Okay, yep. Time to own that." I feel like the book at a point in time had me accept all that had happened with unconditional love and then to still, modeling that piece of going for disclosure and not exposure. Still, I had my fragility on what I wasn't ready to disclose yet. Since then, that had progressed further.

    Sean Blake:

    That's awesome. That therapy you're sitting down to write the story actually helped flesh out the story itself and you came to terms with some of those things that happened. What has been the reception to the book?

    Alana Mai Mitchell:

    Most people, when they pick up the book, it's a short book, so some people even call it a booklet, because it's 11,000 words. It's short. They say, "Wow, I read that in an hour and a half, in one sitting. I couldn't put it down." someone had said, "It's the story of the famous rising from the ashes." They can take a lot of inspiration from it. The point of the book and a lot of what we're talking about vulnerability is going first as the leader. You set an example that others can follow in, so that will flow into their lives as well. The book is set out with a story and a few questions at the end that people can go through for their own insight.

    Sean Blake:

    Great, awesome. Alana, is there anything else you'd like to share with our audience before we start wrapping up the episode today?

    Alana Mai Mitchell:

    I did, because I know this is about Agile more so, and that's a really important topic to your audience. I did write and have a think about after that conference we went to, Agile Australia, about what is beyond the Spotify model? Because the Spotify model is very, word is spoken about it at the moment with the crews and the tribes and squads of course, and the chapter lead models and all that they have, which I'm sure everyone tuned in would be really familiar with. I started to think about, what are the things that are relevant beyond the Spotify model? What's next? If your organization is at a point where you've already at your job at some of that, and you're looking for what's next. I did write an article about that. It's on LinkedIn, and I'll give it to you. If you want to, you can put it in the show notes.

    Sean Blake:

    That's awesome. We will definitely do that. Where can people go to find out more about you? Where can they buy your book or visit your website?

    Alana Mai Mitchell:

    My site is www.alanamaimitchell.com. On there is more about my story. There's a few things about coaching, which may be relevant. I'm not coaching at the moment, I'm more focused on my career in financial services. Then the book is on Amazon and it's in English and also in Spanish. There's the audio book and also the print book and the eBook.


    Sean Blake:

    Awesome. Well, Alana, thanks for disclosing what you've disclosed today and sharing your story with us. I've learned a lot about your experiences, and I've got a lot to think about, to reflect on, how to be a more generous leader. Thanks for spending time with us and being part of the Easy Agile Podcast.

    Alana Mai Mitchell:

    You're so welcome. Thanks for having me on the show, Sean.

    Sean Blake:

    Thanks, Alana.

  • Podcast

    Easy Agile Podcast Ep.32 Why Your Retrospectives Keep Failing (and How to Finally Fix Them)

    In this insightful episode, we dive deep into one of the most common frustrations in engineering and dev teams: retrospectives that fail to drive meaningful change. Join Jaclyn Smith, Senior Product Manager at Easy Agile, and Shane Raubenheimer, Agile Technical Consultant at Adaptavist, as they unpack why retrospectives often become checkbox exercises and share practical strategies for transforming them into powerful engines of continuous improvement.

    Want to put these insights into practice? We hosted a live, hands-on retro action workshop to show you exactly how to transform your retrospectives with practical tools and techniques you can implement immediately.

    Key topics covered:

    • Common retrospective anti-patterns and why teams become disengaged
    • The critical importance of treating action items as "first-class citizens"
    • How to surface recurring themes and environmental issues beyond team control
    • Practical strategies for breaking down overwhelming improvement initiatives
    • The need for leadership buy-in and organizational support for retrospective outcomes
    • Moving from "doing agile" to "being agile" through effective reflection and action

    This conversation is packed with insights for making your retrospectives more impactful and driving real organizational change.

    About our guests

    Jaclyn Smith is a Senior Product Manager at Easy Agile, where she leads the Easy Agile TeamRhythm product that helps teams realize the full benefits of their practices. With over five years of experience as both an in-house and consulting agile coach, Jaclyn has worked across diverse industries helping teams improve their ways of working. At Easy Agile, she focuses on empowering teams to break down work effectively, estimate accurately, and most importantly, take meaningful action to continuously improve their delivery and collaboration.

    Shane Raubenheimer is an Agile Technical Consultant at Adaptavist, a global family of companies that combines teamwork, technology, and processes to help businesses excel. Adaptavist specializes in agile consulting, helping organizations deliver customer value through agile health checks, coaching, assessments, and implementing agile at scale. Shane brings extensive experience working across multiple industries—from petrochemical to IT, digital television, and food industries—applying agile philosophy to solve complex organizational challenges. His expertise spans both the technical and cultural aspects of agile transformation.

    Transcript

    This transcript has been lightly edited for clarity and readability while maintaining the authentic conversation flow.

    Opening and introductions

    Jaclyn Smith: Hi everyone, and welcome back to the Easy Agile Podcast. Today I'm talking to Shane Raubenheimer, who's with us from Adaptavist. Today we're talking about why your retrospectives keep failing and how to finally fix them. Shane, you and I have spent a fair amount of time together exploring the topic of retros, haven't we? Do you want to tell us a little bit about yourself first?

    Shane Raubenheimer: Yeah, hello everyone. I'm Shane Raubenheimer from Adaptavist. I am an agile coach and technical consultant, and along with Jaclyn, we've had loads of conversations around why retros don't work and how they just become tick-box exercises. Hopefully we're going to demystify some of that today.

    Jaclyn Smith: Excellent. What's your background, Shane? What kind of companies have you worked with?

    Shane Raubenheimer: I've been privileged enough to work across multiple industries—everything from petrochemical to IT, to digital television, food industry. All different types of applied work, but with the agile philosophy.

    Jaclyn Smith: Excellent, a big broad range. I should introduce myself as well. My name is Jaclyn. I am a Senior Product Manager here at Easy Agile, and I look after our Team Rhythm product, which helps teams realize the benefits of being agile. I stumbled there because our whole purpose at Easy Agile is to enable our customers to realize the benefits of being agile.

    My product focuses on team and teamwork, and teamwork happens at every level as we know. So helping our customers break down work and estimate work, reflect—which is what we're talking about today—and most importantly, take action to improve their ways of working. I am an agile coach by trade as well as a product manager, and spent about five years in a heap of different industries, both as a consultant like you Shane, and as an in-house coach as well.

    The core problem: When retrospectives become checkbox exercises

    Jaclyn Smith: All right, let's jump in. My first question for you Shane—I hear a lot that teams get a bit bored with retros, or they face recurring issues in their retrospectives. Is that your experience? Tell me about what you've seen.

    Shane Raubenheimer: Absolutely. I think often what should be a positive rollup and action of a sequence of work turns out to normally become a checkbox exercise. There's a lot of latency in the things that get uncovered and discussed, and they just tend to perpetually roll over. It almost becomes a checkbox exercise from what I've seen, rather than the mechanism to actively change what is happening within the team—but more importantly, from influences outside the team.

    I think that's where retros fail, because often the team does not have the capability to do any kind of upward or downstream problem solving. They tend to just mull about different ways to ease the issues within the team by pivoting the issues rather than solving them.

    I think that's where retros fail, because often the team does not have the capability to do any kind of upward or downstream problem solving. They tend to just mull about different ways to ease the issues within the team by pivoting the issues rather than solving them.

    Jaclyn Smith: Yeah, I would agree. Something that I see regularly too is because they become that checkbox, teams get really bored of them. They do them because they're part of their sprint, part of their work, but they're not engaged in them anymore. It's just this thing that they have to do.

    It also can promote a tendency to just look at what's recently happened and within their sphere of influence to solve. Whereas I think a lot of the issues that sometimes pop up are things that leadership need to help teams resolve, or they need help to solve. It can end up with them really focusing on "Oh well, there's this one bit in how we do our code reviews, we've got control over that, we'll try to fix that." Or as you say, the same recurring issues come up and they don't seem to get fixed—they're just the same complaints every time.

    Shane Raubenheimer: Absolutely. You find ways that you put a band-aid on them just so you can get through to the next phase. I think the problem with that is the impact that broader issues have on teams is never completely solvable within that space, and it's no one else's mandate necessarily to do it. When an issue is relatable to a team, exposing why it's not a team-specific issue and it's more environmental or potentially process-driven—that's the bit that I feel keeps getting missed.

    When an issue is relatable to a team, exposing why it's not a team-specific issue and it's more environmental or potentially process-driven—that's the bit that I feel keeps getting missed.

    The pressure problem and overwhelming solutions

    Jaclyn Smith: Yeah, I think so too. The other thing you just sparked for me—the recurring issue—I think that also happens when the team are under pressure and they don't feel like they have the time to solve the problems. They just need to get into the next sprint, they need to get the next bit of work done. Or maybe that thing that they need to solve is actually a larger thing—it's not something small that they can just change.

    They need to rethink things like testing strategies. If that's not working for you, and it's not just about fixing a few flaky tests, but you need to re-look at how you're approaching testing—it seems overwhelming and a bit too big.

    Shane Raubenheimer: Absolutely. Often environmental issues are ignored in favor of what you've been mandated to do. You almost retrofit the thing as best you can because it's an environmental issue. But finding ways to expose that as a broader-based issue—I think that should be the only output, especially if it's environmental and not team-based.

    The problem of forgotten action items

    Jaclyn Smith: Something I've also seen recently is that teams will come up with great ideas of things that they could do. As I said before, sometimes they're under pressure and they don't feel they have the capacity to make those changes. Sometimes those actions get talked about, everyone thinks it's a wonderful idea, and then they just get forgotten about. Teams end up with this big long backlog of wonderful experiments and things that they could have tried that have just been out of sight, out of mind. Have you seen much of that yourself?

    Shane Raubenheimer: Plenty. Yes, and often teams err on the side of what's expected of them rather than innovate or optimize. I think that's really where explaining the retrospective concept to people outside fully-stacked or insular teams is the point here. You need, very much like in change management, somebody outside the constructs of teams to almost champion that directive—the same way as you would do lobbying for money or transformation. It needs to be taken more seriously and incorporated into not just teams being mini-factories supporting a whole.

    You transform at a company level, you change-manage at a company level. So you should action retrospective influences in the same way. Naturally you get team-level ones, and that's normally where retrospectives do go well because it's the art of the possible and what you're mandated to do. I think bridging the gap between what we can fix ourselves and who can help us expose it is a big thing.

    I see so much great work going to waste because it simply isn't part of the day job, or should be but isn't.

    You transform at a company level, you change-manage at a company level. So you should action retrospective influences in the same way.

    Making action items first-class citizens

    Jaclyn Smith: Yeah, absolutely. I know particularly in the pre-Covid times when we were doing a lot of retros in person, or mostly in person with stickies on walls, I also found even if we took a snapshot of the action column, it would still end up on a Confluence board or something somewhere and get forgotten about. Then the next retro comes around and you sort of feel like you're starting fresh and just looking at the last sprint again. You're like, "Oh yeah, someone raised that last retro, but we still didn't do anything about that."

    Shane Raubenheimer: I think Product Owners, Scrum Masters, or any versions of those kinds of roles need to treat environmental change or anti-pattern change as seriously as they treat grooming work—the actual work itself. Because it doesn't matter how good you are if the impediments that are outside of your control are not managed or treated with the same kind of importance as the actual work you're doing. That'll never change, it'll just perpetuate. Sooner or later you hit critical mass. There's no scenario where your predictability or velocity gets better if these things are inherent to an environment you can't control.

    Product Owners, Scrum Masters, or any versions of those kinds of roles need to treat environmental change or anti-pattern change as seriously as they treat grooming work—the actual work itself.

    Jaclyn Smith: Yeah, that's true. We've talked about action items being first-class citizens and how we help teams do that for that exact reason. Because a retro is helpful to build relationships and empathy amongst the team for what's happening for each of them and feel a sense of community within their team. But the real change comes from these incremental changes that are made—the conversations that spark the important things to do to make those changes to improve how the team works.

    That action component is really the critical part, or maybe one of two critical parts of a retro. I feel like sometimes it's the forgotten child of the retro. Everyone focuses a lot on engaging people in getting their ideas out, and there's not as much time spent on the action items and what's going to be done or changed as a result.

    Beyond team-level retrospectives

    Shane Raubenheimer: Absolutely, consistently. I think it's symptomatic potentially of how retros are perceived. They're perceived as an inward-facing, insular reevaluation of what a team is doing. But I've always thought, in the same way you have the concept of team of teams, or if you're in a scaled environment like PI planning, I feel retrospectives need the same treatment or need to be invited to the VIP section to become part of that.

    Because retrospectives—yes, they're insular or introspective—but they need to be exposed at the same kind of level as things like managing your releases or training or QA, and they're not.

    Jaclyn Smith: Yeah, I think like a lot of things, they've fallen foul of the sometimes contentious "agile" word. People tend to think, "Oh retros, it's just one of those agile ceremonies or agile things that you do." The purpose of them can get really lost in that, and how useful they can be in creating change. At the end of the day, it's about improving the business outcomes. That's why all of these things are in place—you want to improve how well you work together so that you can get to the outcome quicker.

    At the end of the day, it's about improving the business outcomes. That's why all of these things are in place—you want to improve how well you work together so that you can get to the outcome quicker.

    Shane Raubenheimer: Absolutely. Outcome being the operative word, not successfully deploying code or...

    Jaclyn Smith: Or ticking the retro box, successfully having a retro.

    Shane Raubenheimer: Yeah, exactly. Being doing agile instead of being agile, right?

    Expanding the scope of retrospectives

    Jaclyn Smith: One hundred percent. It also strikes me that there is still a tendency for retros to be only at a team level and only a reflection of the most recent period of time. So particularly if a team are doing Scrum or some version of Scrum with sprints, to look back over just the most recent period. I think sometimes the two things—the intent of a retro but also the prime directive of the retro—gets lost.

    In terms of intent, you can run a retro about anything. Think about a post-mortem when you have an incident and everyone gets together to discuss what happened and how we prevent that in the future. I think people forget that you can have a retro and look at your system of work, and even hone in on something like "How are we estimating? Are we doing that well? Do we need to improve how we're doing that?" Take one portion of what you're working on and interrogate it.

    You can run a retro about anything. I think people forget that you can have a retro and look at your system of work, and even hone in on something like "How are we estimating? Are we doing that well? Do we need to improve how we're doing that?" Take one portion of what you're working on and interrogate it.

    Understanding anti-patterns

    Shane Raubenheimer: Absolutely. You just default to "what looks good, what can we change, what did we do, what should we stop or start doing?" That's great and all, but without some kind of trended analysis over a period of time, you might just be resurfacing issues that have been there all along. I think that's where the concept or the lack of understanding of anti-patterns comes in, because you're measuring something that's happened again rather than measuring or quantifying why is it happening at all.

    I think that's the big mistake of retros—it's almost like an iterative band-aid.

    I think that's the big mistake of retros—it's almost like an iterative band-aid.

    Jaclyn Smith: Yeah. Tell me a little bit more about some of the anti-patterns that you have seen or how they come into play.

    Shane Raubenheimer: One of them we've just touched on—I think the buzzword for it is the cargo cult culture for agile. That's just cookie-cutting agile, doing agile because you have to instead of being agile. Literally making things like your stand-up or your review or even planning just becomes "okay, well we've got to do this, so we've ticked the box and we're following through."

    Not understanding the boundaries of what your method is—whether you like playing "wagile" or whether you're waterfall sometimes, agile at other times, and you mistake that variability as your agility. But instead, you don't actually have an identity. You're course-correcting blindly based on what's proportionate to what kind of fire you've got in your way.

    Another big anti-pattern is not understanding the concept of what a team culture means and why it's important to have a team goal or a working agreement for your team. Almost your internal contracting. We do it as employees, right?

    I think a lot of other anti-patterns come in where something's exposed within a team process, and because it's not interrogated or cross-referenced across your broader base of teams, it's not even recognized as a symptom. It is just a static issue. For me, that's a real anti-pattern in a lot of ways—lack of directive around what to do with retrospectives externally as well as internally. That's simply not a thing.

    A lot of other anti-patterns come in where something's exposed within a team process, and because it's not interrogated or cross-referenced across your broader base of teams, it's not even recognized as a symptom. It is just a static issue. For me, that's a real anti-pattern in a lot of ways—lack of directive around what to do with retrospectives externally as well as internally.

    Jaclyn Smith: Yeah, I think that's a good call-out for anyone watching or listening. If you're not familiar with anti-patterns, they're common but ineffective responses to recurring problems. They may seem helpful initially to solve an immediate problem, but they ultimately lead to negative outcomes.

    Shane, what you just spoke about there with retrospectives—an example of that is that the team feel disengaged with retrospectives and they're not getting anything useful out of it, or change isn't resulting from the retrospectives. So the solution is to not hold them as frequently, or to stop doing them, or not do them at different levels or at different times. That's a really good example of an anti-pattern. It does appear to fix the problem, but longer term it causes more problems than it solves.

    Another one that I see is with breaking down work. The idea that spending time together to understand and gain a shared understanding of the work and the outcome that you need takes a lot of time, and breaking down that work and getting aligned on how that work is going to break down on paper can look like quite an investment. But it's also saving time at the other end, reducing risk, reducing duplication and rework to get a better outcome quicker. You shift the time spent—development contracts because you've spent a little bit more time discovering and understanding what you're doing.

    A common anti-pattern that I see there is "we spent way too long looking at this, so we're going to not do discovery in the same way anymore," or "one person's going to look at that and break it down."

    The budget analogy

    Shane Raubenheimer: I always liken it to your budget. The retrospective is always the nice shiny holiday—it's always the first to go.

    I always liken it to your budget. The retrospective is always the nice shiny holiday—it's always the first to go.

    Jaclyn Smith: It's the contractor.

    Shane Raubenheimer: Yeah. It's almost like exposing stuff that everybody allegedly knows to each other is almost seen as counterintuitive because "we're just talking about stuff we all know." It often gets conflated into "okay, we'll just do that in planning." But the reality is the concept of planning and how you amend what you've done in the retrospective—that's a huge anti-pattern because flattening those structures from a ceremonies perspective is what teams tend to do because of your point of "well, we're running out of daylight for doing actual development."

    But it's hitting your head against the wall repeatedly and hoping for a different outcome without actually implying a different outcome. Use a different wall even. I think it's because people are so disillusioned with retrospectives. I firmly believe it's not an internal issue. I believe if the voices are being heard at a budgeting level or at a management level, it will change the whole concept of the retrospective.

    Solution 1: Getting leadership buy-in

    Jaclyn Smith: I like it, and that's a good thread to move on to. So what do we do about it? How do we help change this? What are some of the practical tips that people can deploy?

    Shane Raubenheimer: A big practical tip—and this is going to sound like an obvious one—is actual and sincere buy-in. What I mean by that is, as a shareholder, if I am basing your performance and your effectiveness on the quality and output of the work that you're promising me, then I should be taking the issues that you're having that are repeating more seriously.

    Because if you're course-correcting for five, six, or seven sprints and you're still not getting this increasing, predictable velocity, and if it's not your team size or your attitude, it's got to be something else. I often relate that to it being environmental.

    Buying into the outputs for change the same way as you would into keeping everyone honest, managing budgets, and chasing deadlines—it should all be part of the same thing. They should all be sitting at the VIP table, and I think that's a big one.

    Buying into the outputs for change the same way as you would into keeping everyone honest, managing budgets, and chasing deadlines—it should all be part of the same thing. They should all be sitting at the VIP table.

    Solution 2: Making patterns visible

    Jaclyn Smith: I think so too. Something that occurs to me, and it goes back to what we were talking about right at the beginning, is sometimes identifying that there's a pattern there and that the same thing keeps coming up isn't actually visible, and that's part of the problem, right?

    I know some things we've been doing in Easy Agile TeamRhythm around that recently, attempting to help teams with this. We've recently started surfacing all incomplete action items in retrospectives so people can see that big long list. Because they can convert their action items to Jira items or work items, they can also see where they've just been sitting and languishing in the backlog forever and a day and never been planned for anything to be done about them.

    We've recently started surfacing all incomplete action items in retrospectives so people can see that big long list. Because they can convert their action items to Jira items or work items, they can also see where they've just been sitting and languishing in the backlog forever and a day and never been planned for anything to be done about them.

    We've added a few features to sort and that kind of thing. Coming in the future—and we've been asked about this a lot—is "what about themes? What about things that are bubbling up?" So that's definitely on our radar that will be helpful.

    I think that understanding that something has been raised—a problem getting support from another team, or with a broken tool or an outdated tool that needs to be replaced in the dev tooling or something like that—if that's been popping up time and time again and you don't know about it, then even as the leader of that team, you don't have the ammunition to then say "Look, this is how much it's slowed us down."

    I think we live in such a data world now. If those actions are also where the evidence is that this is what needs to change and this is where the barriers are...

    Solution 3: The power of trend analysis

    Shane Raubenheimer: Certainly. I agree. Touching on the trend analytics approach—we do trend analysis on everything except what isn't happening or what is actually going wrong, because we just track the fallout of said lack of application. We don't actually trend or theme, to your point.

    We do trend analysis on everything except what isn't happening or what is actually going wrong, because we just track the fallout of said lack of application.

    We theme everything when we plan, yet somehow we don't categorize performance issues as an example. If everybody's having a performance issue, that's the theme. We almost need to categorize or expose themes that are outward-facing, not just inward-facing. Because it's well and good saying "well, our automated testing system doesn't work"—what does that mean? Why doesn't it work?

    I think it should inspire external investigation. When you do a master data cleanup, you don't just say "well, most of it looks good, let's just put it all in the new space." You literally interrogate it at its most definitive and lowest level. So why not do the same with theming and trending environmental issues that you could actually investigate, and that could become a new initiative that would be driven by a new team that didn't even know it was a thing?

    Jaclyn Smith: Yeah, and you're also gathering data at that point to evidence the problem rather than "oh, it's a pain point that keeps coming up." It is, but it gives you the opportunity to quantify that pain point a little bit as well. I think that is sometimes really hard to do when you're talking about developer experience or team member experience. Even outside of product engineering teams, there are things in the employee experience that affect the ability for that delivery—whatever you're delivering—to run smoothly. You want to make that as slick as possible, and that's how you get the faster outcomes.

    Solution 4: The human factor

    Shane Raubenheimer: Absolutely. You can never underestimate the human factor as well. If everything I'm doing and every member of my team is doing is to the best of not just their capability, but to the best of the ability in what they have available to them, you become jaded, you become frustrated. Because if you're hitting your head against the same issue regardless of how often you're pivoting, that can be very disillusioning, especially if it's not been taken as seriously as your work output.

    If everything I'm doing and every member of my team is doing is to the best of not just their capability, but to the best of the ability in what they have available to them, you become jaded, you become frustrated.

    We run a week late for a customer delivery or a customer project, and we start complaining about things like money, budget overspend, over-utilization. But identifying systematic or environmental issues that you can actually quantify should be treated in exactly the same way. I feel very strongly about this.

    Solution 5: Breaking down overwhelming action items

    Jaclyn Smith: We tend to nerd out about this stuff, Shane, and you're in good company. You've also reminded me—we've put together a bit of a workshop to help teams and people understand how to get the most out of their retrospectives, not just in terms of making them engaging, but fundamentally how to leverage actions to make them meaningful and impactful.

    We've spoken a lot about the incremental change that is the critical factor when it is something that's within the team's control or closely to the team's control. That's how you get that expansion of impact—the slow incremental change. We've talked about sometimes those action items seem overwhelming and too big. What's your advice if that's the scenario for a team? What do you see happen and what can they do?

    Shane Raubenheimer: I would suggest following the mantra of "if a story is too big, you don't understand enough about it yet, or it's not broken down far enough." Incremental change should be treated in exactly the same way. The "eat the elephant one bite at a time" analogy. If it's insurmountable, identify a portion of it that will make it a degree less insurmountable next time, and so on and so forth.

    If we're iterating work delivery, problem-solving should be done in rapid iteration as well. That's my view.

    Jaclyn Smith: I like it.

    The "eat the elephant one bite at a time" analogy. If it's insurmountable, identify a portion of it that will make it a degree less insurmountable next time, and so on and so forth. If we're iterating work delivery, problem-solving should be done in rapid iteration as well.

    Wrapping up: What's next?

    Jaclyn Smith: I think we're almost wrapping up in terms of time. What can people expect from us if they join our webinar on July 10th, I believe it is, where we dive and nerd out even more about this topic, Shane?

    Shane Raubenheimer: I think the benefit of the webinar is going to be a practical showing of what we're waxing lyrical about. It's easy to speak and evangelize, but I think from the webinar we'll show turning our concepts into actual actions that you can eyeball and see the results of.

    With our approach that we took to our workshop, I think people will very quickly get the feeling of "this is dealing with cause and effect in a cause and effect way." So practical—to put that in one sentence, an active showing or demonstration of how to quantify and actually do what we've been waxing lyrical about.

    the benefit of the webinar is going to be a practical showing of what we're waxing lyrical about. It's easy to speak and evangelize, but I think from the webinar we'll show turning our concepts into actual actions that you can eyeball and see the results of.

    Jaclyn Smith: Excellent. That was a lovely summation, Shane. If anyone is interested in joining, we urge you to do so. You can hear us talking more about that but get some practical help as well. There is a link to the registration page in the description below.

    I think that's about all we have time for today. But Shane, as always, it's been amazing and lovely to chat to you and hear your thoughts on a pocket of the agile world and helping teams.

    Shane Raubenheimer: Yeah, it's always great engaging with you. I always enjoy our times together, and it's been my pleasure. I live for this kind of thing.

    Jaclyn Smith: It's wonderful! Excellent. Well, I will see you on the 10th, and hopefully we'll see everyone else as well.

    Shane Raubenheimer: Perfect. Yeah, looking forward to it.

    Jaclyn Smith: Thanks.

    Ready to end the frustration of ineffective retrospectives?

    Jaclyn Smith and Shane Raubenheimer also hosted a live, hands-on webinar designed to turn retrospectives into powerful engines for continuous improvement.

    In this highly interactive session, they talked about how teams can:

    • Uncover why retrospectives get stuck in repetitive cycles
    • Clearly capture and assign actionable insights
    • Identify and avoid common retrospective pitfalls and anti-patterns
    • Get hands-on experience with Easy Agile TeamRhythm to streamline retrospective actions
    • Practical tools, techniques, and clear next steps to immediately enhance retrospectives and drive meaningful team improvements.

    👉 Watch the recording here.