Easy Agile Podcast Ep.20 The importance of the Team Retrospective
"It was great chatting to Caitlin about the importance of the Team Retrospective in creating a high performing cross-functional team" - Chloe Hall
In this episode, I was joined by Caitlin Mackie - Content Marketing Coordinator at Easy Agile.
In this episode, we spoke about;
- Looking at the team retrospective as a tool for risk mitigation rather than just another agile ceremony
- The importance of doing the retrospective on a regular cycle
- Why you should celebrate the wins?
- Taking the action items from your team retrospective to your team sprint planning
- Timeboxing the retrospective
- Creating a psychologically safe environment for your team retrospective
I hope you enjoy today's episode as much as I did recording it.
Transcript
Chloe Hall:
Hi, everyone. Welcome to the Easy Agile Podcast. I'm Chloe, Marketing Coordinator at Easy Agile, and I'll be your host for today's episode. Before we begin, we'd like to acknowledge the traditional custodians of the land from which I am recording today, the Wodi Wodi people of the Dharawal Speaking nation and pay our respects to elders past, present, and emerging. We extend that same respect to all Aboriginal and to Strait Islander peoples who are tuning in today. So today, we have a bit of a different episode for you. I'm going to be talking with Easy Agile's very own Content Marketing Coordinator, Caitlin Mackie. Caitlin is the Product Owner* of our Brand and Conversions Team*. Now this team is a cross-functional team who have only been together for roughly six months. And within their first few months, as a team, mind you they also had two brand new employees, they worked on a company rebrand.
Chloe Hall:
A new team, a huge task, the possibility of the team being high performing was unlikely at this point in time. So, the team was too new to have already formed that trust, strong relationships, and psychological safety, but somehow they came together and managed to work together, creating a flow of continuous improvement and ship this rebrand. So, I've brought for you today Caitlin onto the podcast to discuss the team's secret for success. Welcome to the podcast, Caitlin.
Caitlin Mackie:
Thanks, Chloe. It's a bit different sitting on this side. I'm used to being in your shoes. I feel [inaudible 00:01:45]. I feel uncomfortable. [inaudible 00:01:46].
Chloe Hall:
Yeah. It's my first time hosting as well, so very strange. Isn't it? How are you feeling today?
Caitlin Mackie:
Yeah. Good. I'm excited. I'm excited to chat about our experience coming together as a cross-functional Agile team, and hopefully share some of the things that worked for us with our listeners.
Chloe Hall:
Yes, I know myself, and I'm sure our audience is very excited to hear what your team's secret to success was. Did you want to start off by telling us what was this big secret that really helped you work together as a team?
Caitlin Mackie:
That's a great question, Chloe. And that's a big question. I'm not sure if there's one key thing, I suppose, it is that ultimate secret source or that one thing that led to the success. I'm sure we all want to hear what that is. I would also love to know if there's just this one key ingredient, but I think something for us, and probably one of the most memorable things that really worked for us, and there was a lot for us to benefit from doing this, was actually doing our retrospectives. So that's probably the first thing that comes to mind when it comes to what led to our success.
Chloe Hall:
Okay. Yeah. In the beginning, why did you start doing the retrospectives?
Caitlin Mackie:
So, we were a new forming team, like you mentioned before, and we seen retrospectives as another Agile ceremony, and we saw other teams doing it and they were having a lot of success from it, so we became to jump on that bandwagon. And I think with being a new forming team, there are so many things that come into play. So, you're trying to figure each other out, how we all like to work and communicate with each other, all of that. And we were the first ever team dedicated to owning and improving our website. And we also knew it was likely that we'd be responsible for designing and launching a rebrand.
Caitlin Mackie:
So when you try and stitch all of that together, and then consider all those elements, we knew that we needed to reserve some time to be able to quickly iterate and call out what works and what doesn't. And what we did understand is that retrospectives are a great opportunity for the whole team to get together and uncover any problematic issues and have an open discussion aimed at really identifying room for improvement, or calling out what's working well, so we can continue to do that. So, I think retros allowed us to understand where we can have the most impact and how to be a really effective cross-functional Agile team.
Chloe Hall:
Wow. That is already so insightful. Yeah, it sounds like the retrospectives really helped you to gain that momentum into finding who your team is, becoming a well-working, high-performing cross-functional team. So, how often were you doing the retro? Were you doing this on a regular cycle, or was it just, "Okay. We have a problem. Some blockers have come up, we need to do a retro"?
Caitlin Mackie:
Yeah. I think initially retro, we kind of viewed retros as this thing where like, "Oh, we've done a few sprints now. We should probably do a retro and just reflect on how those few sprints went." It was kind of like this thing. It was always back of our mind. And we knew we needed to do it, but weren't really sure about the cadence and the way to go about it. So now, we do retros on a Friday morning, which is the last day of our weekly sprint. And then we jump into sprint planning after that. So after bio break as well, so let the team digest everything we talked about in retrospectives. And then we come into sprint planning with all the topics that we're discussed, and we will have a really nice, fresh perspective.
Chloe Hall:
Yeah.
Caitlin Mackie:
So, I think this works really well for us because everything is happening in a timely manner. We've just had a discussion about the best things that happened in the sprint or what worked really well, so you want to make sure you can practice the same behavior in the following, and vice versa for the improvements that you want to make. So, that list of action items that come out of a retrospective provide a really nice contact, context, sorry. And you have them all in mind during sprint planning.
Caitlin Mackie:
So for example, in the previous sprint, it might have come up that you underestimated your story points or there wasn't enough detail on your user stories. So, with each story or task that you are bringing into the sprint, you're then asking the question, is everyone happy with the level of detail? What are we missing? Or we've only story pointed this or two, is it more likely to be a five? So, everything is really fresh in your mind, and I definitely think that helps create momentum. When you've got the whole team working to figure out how you can be more effective with every sprint.
Chloe Hall:
That's such a great point that you just made Caitlin. And I love how going from doing the team retrospective, that you actually can take those action items and go into your sprint and put them into place straight away. It's really good. Otherwise, I feel like if you do the sprint retrospective on the Friday, and you're like, "Okay, these are our action items," get to Monday sprint planning and you're just thinking of the weekend. That [inaudible 00:07:20]
Caitlin Mackie:
Yeah, a hundred percent. Yeah. They're super fresher mind for everyone. So, it might not work for every team, but we find it works really well for us, because we're being really deliberate with how we approach sprint planning.
Chloe Hall:
Yeah. And then with that, I could see how doing the retro, how it could easily go over time, but then your team has sprint planning scheduled after. So, it's like you can't go over time. How have you managed to kind of time box that retrospective?
Caitlin Mackie:
Yeah, that's a really, really good question. And it is on purpose as well that they are scheduled closely together. Som as mentioned above, the discussion you've had in the retrospectives provides a nice momentum going to the sprint planning, but it does mean we have to watch the clock. And initially, this can be quite awkward, because you want to make sure that everyone feels heard and that everybody has the same opportunity to contribute. And I think this responsibility falls on the scrum master, or the product owner, or whoever's facilitating the retrospective to call it out and make sure everyone has the chance to be heard. You'll naturally have people tell the longer story or add a lot of extra context before getting to the point. And then you'll have others that will be a lot more direct. And I'm a lot like the latter. I struggle to get to the point, which doesn't work well when you're trying to time box a retrospective, right?
Chloe Hall:
And I can relate, same personality.
Caitlin Mackie:
Yes. So with this, I think it really comes down to communicating the expectation and the priority from the get go. With our team and with any team, you will want to figure out who you can perform really well and continually improve to exceed expectations and be better and learn and grow together. And I think if you all share that same mindset going into the retrospective and acknowledging that it's a safe
space to have difficult conversations. And as long as you're communicating with empathy, the team knows that it's never anything personal, and it's all in the best interest of the team. And that then helps the less direct communicators, like myself, address their point more concisely and really forces them to be more deliberate and succinct with their communication style.
Caitlin Mackie:
And that's really key to being able to stick to that time box, I think. And it does take practice, because it comes down to creating that psychological safety in your team. But once that's there, it's so much easier to call out when someone's going down a windy track, and bring the focus back and sort of say, "I hear you, what's the action item?" And just become a lot more deliberate.
Chloe Hall:
Wow. I couldn't even imagine like how hard it would be, with the personalities that yourself and I have, just trying to be so direct and get rid of all the fluffy stuff. I mean, look at what it's done to form such an amazing team that we have. So, you mentioned that aspect of psychological safety before. And how do you think being in a new cross-functional team... Only six months together, you had those new employees, do you think you were able to create a psychological safety space at any point?
Caitlin Mackie:
That's another fantastic question. And I feel like, honestly, it would be best to have a team discussion around this. It'd be interesting to hear everybody's perspectives around what contributes to that element of psychological safety and if everybody feels the same. So, I can't speak for the team, but my personal opinion on this or personal experience is that creating an environment of psychological safety really comes down to a mutual trust and respect. And at the end of the day, we all share the same goal. So, we all really, really respect what each other brings to the table and understand how all of these moving parts that we are working on individually all come together to achieve the goal. So, when we're having these open discussions in retros, or not even in retros, just communicating in general really, it's clear that we're asking questions in the best interest of the team and individual motives never come into play, or people aren't just offering their opinion when it's unwarranted or providing feedback, or being overly critical when they weren't asked to do so.
Caitlin Mackie:
So, none of those toxic behaviors happen, because we all respect that whatever piece of work is in question or the topic of discussion, the person owning that work, at the end of the day, is the expert. And we trust them, and we don't doubt each other for a second. And I think the other half of that is that we're also really lucky that if something doesn't go as we planned, we're all there to pick each other up and go again. So, this ties quite nicely into actually one of our values at Easy Agile is commit as a team. And this is all about acknowledging that we grow and succeed when we do it together, and to look after one another and engage with authenticity and courage. Som I may be biased, but I wholeheartedly believe that our team completely embraces that. And there's just such an admiration for what we all bring to the table, and I think that's really key to creating the psychological safety.
Chloe Hall:
I love that your team is really embracing our value, commit as a team and putting it into place, because that's what we're all about at Easy Agile, and it's just so great to see it as well. I think the other thing that
I wanted to address was... So again, during this cross functional team, and you've got design and dev, how do you think retros assisted you in allowing to work out what design and dev needed from each other?
Caitlin Mackie:
For sure. So, for some extra context for our listeners as well, so in our team, we've got two developers, Haley and David, and a designer, Matt and myself, who's in the marketing. So, we're very much a cross-functional little mini team. So, we all have the same goal and that same focus, but we also are all working on these little individual components that we then stitch together. So,, I think... We doing retros regularly. What we were able to identify was a really effective design and development cycle. So, we figured out a rhythm for what one another needed at certain points. For example, something we discovered really early was making sure that we didn't bring design and dev work into the same sprint. We needed to have a completely finished design file before dev starts working on it. And that might sound really obvious, but initially we thought, "Oh, well, if you have a half finished design file, dev can start working on that. And by the time that's done, the rest of the design file will be done."
Caitlin Mackie:
But what we failed to acknowledge is that by doing that, we weren't leaving enough capacity to iterate or address any issues or incorporate feedback on the first part of that design file, or if dev started working on it and design then gets told, "Oh, this part right here, it's not possible," so the designer is back working on the first part. And it just creates a lot of these roadblocks. So in retros, this came up and we were able to raise it and understand that what design needed from dev and what dev needed from design in order to make sure we weren't blockers for each other. And the action item out of the retro is that we all agreed that a design file had to be completely finished before dev picks up the work.
Chloe Hall:
I think it's so great that you were able to identify these blockers early on. Do you think like doing the retro on a weekly reoccurring basis was able to bring up those blockers quickly, or do you think it wouldn't have made a difference?
Caitlin Mackie:
No, definitely. I, a hundred percent, think that retros allowed us to address the blockers in a way more timely and effective manner. And we kind of touched on that before, but yeah, retros let you address the blockers, unpack them, understand why they're happening and what we need to do to make sure they don't happen again. So, for sure.
Chloe Hall:
Yeah. Yeah. I guess I want to talk a little bit now about the wins, the very exciting part of the retro, the part that we all love. So, how important do you think the wins are within the retro?
Caitlin Mackie:
So important. So, so, so important. It's like, when you achieve something epic as a team, you have to call it out. Celebrate all the wins, big, small. Some weeks will be better than others, but embrace that glass half full mentality. And there's always something to be proud of and celebrate, so call it out amongst
each other, share it with the whole company, publicly recognize it. Yeah, I think it's so important to embrace the wins. It just sort of creates a really positive atmosphere when you're in the team, makes everybody feel heard and recognized for their really positive contribution that they're making. And I think a big thing here as well is that if you've achieved something epic as a team, it's helpful for other teams to hear that as well, right? You figured out a cool new way to do something, share it. If it helped you as a team, it's most likely going to help another team.
Caitlin Mackie:
So I think celebrating the wins isn't even just reserved for work stuff either, right? If somebody's doing something amazing outside of work or hit a personal goal, get behind it.
Chloe Hall:
Yeah.
Caitlin Mackie:
To celebrate all the wins always.
Chloe Hall:
Yeah. And I think it's so good how you mentioned that it's vital to celebrate the wins of someone's personal life as well, because at the end of the day, we're all human beings. Yes,, we come to work, but we do have that personal element. And knowing what someone's like outside of work as well is an element to creating that psychological safe space and team bonding, which is so vital to having a good team at the end of the day. Yeah.
Caitlin Mackie:
Yeah, a hundred percent. Yeah, you hit the nail in the head with that. We talked about psychological safety before, and I definitely think incorporating that, acknowledging that, yeah, we are ourselves at work, but we also have a whole other life outside of that too, so just being mindful of that and just cheering each other on all the time. That's what we got to do, be each other's biggest cheerleaders.
Chloe Hall:
Yeah, exactly. That's the real key to success. Isn't it?
Caitlin Mackie:
Yeah, that's it. That's the key.
Chloe Hall:
So, you've been working really well as a new cross functional, high performing Agile team. How do you think... What is your future process for retros?
Caitlin Mackie:
We will for sure continue to do them weekly. It's part of the Agile manifesto, but we want to focus on responding to change, and I think retros really allow us to do that. It's beneficial and really valuable for
the team. And when you can set the team up for success, you're going to see that positive impact that has across the organization as a whole. So yeah, we've found a nice cadence and a rhythm that works for us. So, if it ain't broke, don't fix it.
Chloe Hall:
Yeah.
Caitlin Mackie:
Is that what they say? Is that the saying?
Chloe Hall:
I don't know. I think so, but let's just go with it. [inaudible 00:19:02], don't fix it.
Caitlin Mackie:
There we go. Yeah.
Chloe Hall:
You can quote Caitlin Mackie on that one.
Caitlin Mackie:
Quote me on that.
Chloe Hall:
Okay, Caitlin. Well, there's just one final thing that I want to address today. I thought end of the podcast, let's just have a little bit of fun, and we're going to do a little snippet of Caitlin's hot tip. So, for the audience listening, I want you to think of something that they can take away from this episode, an action item that they can start doing within their teams today. Take it away.
Caitlin Mackie:
Okay. Okay. All right. I would say always have the retrospective. Don't skip it. Even if there's minimal items to discuss, new things will always come up. And you have to regularly provide ways for the team to share their thoughts. And I'll leave you with, always promote positive dialogue and show value and appreciation for team ideas and each other. That's my-
Chloe Hall:
I love that.
Caitlin Mackie:
That's my hot tip.
Chloe Hall:
Thanks, Caitlin. Thanks for sharing. I really like how you said always promote positive dialogue. I think that is so great. Yeah. Well, thanks, Caitlin. Thanks for jumping on the podcast today and-
Caitlin Mackie:
Thanks, Chloe.
Chloe Hall:
Yeah. Sharing your team's experience with retrospectives and new cross functional team. It's been really nice hearing from you, and there's so much that our audience can take away from what you've shared with us today. And I hope that we've truly inspired everybody listening to get out there and implement the team retrospective on a regular basis. So, yeah, thank you.
Caitlin Mackie:
Thank you so much, Chloe. Thanks for having me. It was fun, fun to be on this side. And I hope everyone enjoys this episode.
Chloe Hall:
Thanks, Caitlin.
Caitlin Mackie:
Thanks. Bye.
Related Episodes
- Podcast
Easy Agile Podcast Ep.16 Enabling high performing agile teams with Adaptavist

"Really enjoyed my conversation with William and Riz, I'm looking forward to implementing their recommendations with our team" - Angad Sethi
In this epsiode I spoke with William Rojas and Rizwan Hasan from Adaptavist about the ways we can enable high performing agile teams:
- The significance of team alignment
- When and where you should be using tools to assist with your team objectives
- Prioritizing what conversations you need to be apart of
- Advice for remote teams
Subscribe/Listen on your favorite podcasting app.
Thanks William & Rizwan!
Transcript
Angad Sethi:
Good afternoon/evening/morning everyone. How you guys going?
Rizwan Hasan:
Oh, good. Thanks Angad.
William Rojas:
Yeah. How are you?
Angad Sethi:
Yeah, really good. Really, really stoked to be having a chat with you guys. Should we start by introducing ourselves? Riz, would you like to take it?
Rizwan Hasan:
Sure. My name's Riz Hasan, I'm based in Brussels, Belgium. Very newly based here, actually used to be based in New York, not too far from William. We usually used to work together on the same team. My role here at Adaptavist is I'm a team lead for our consulting group in EMEA. So in the European region and in the UK. So day to day for me is a lot of internal management, but also working with customers and my consultants on how our customers are scaling agile and helping them with tool problems, process problems, people problems, all the above.
Angad Sethi:
Yeah. Yeah. Sounds awesome.
William Rojas:
As for myself, William Rojas. I'm actually based out of a little suburban town called Trumble in Connecticut, which is about an hour plus northeast of New York, basically. And as Rez mentioned, yeah, we've worked for a number of years we've worked together, we were running a agile transformation and scaling adoption team for Adaptavist. My new role now is actually I took on a presales principle, basically a presale principle consultant these days. It's actually a new role within Adaptavist, and what we do is we have, actually all of us, I think most of us are all like ex-consultants that support the pre-sales process, and work in between the sales team, and the delivery team, and all the other teams that support our clients at Adaptavist.
Angad Sethi:
Awesome, awesome.
William Rojas:
I help find to solutions for clients and make the proposals and support them through, get them on through delivery.
Angad Sethi:
I'm Angad, I'm a software developer and I'm working on Easy Agile programs and Easy Agile roadmaps, two of the products we offer for the Atlassian marketplace. We're super excited to speak to you guys about how your teams are operating in, like what's a day to day. Riz, would you like to answer that?Rizwan Hasan:
Sure. Yeah. So apart from like the internal management stuff, I think what's particular to this conversation is how we walk clients through how to navigate planning at scale, right?
Angad Sethi:
Yeah.
Rizwan Hasan:
I'm working with a client right now who's based in the states, but they're acquiring other software companies left and right. Which I think is also a trend that's happening within this SaaS ecosystem. And when that happens, they're trying to bring all that work in together. So we're talking through ways of how to visualize all that in an easy way that isn't really too much upfront heavy with identifying requirements or understanding what systems we want to pull in, but more so what do you want to pull in? So really right now, in this phase of the data that I'm working with this client, it's really just those initial conversations about what are you planning? What are you doing? What's important to you? So it's a lot of these conversations about that.
Angad Sethi:
And so you mentioned it's a lot of internal management. Are some of your clients fellow workmates, or are they external clients?
Rizwan Hasan:
They're mostly internal because I manage a team, so I have different people who are working on different types of projects where they might be doing cloud migrations. They might be doing some scripting work. In terms of services, we cover everything within the Atlassian ecosystem, whether it be business related, process related, tool related. So it's a big mix of stuff at all times.
Angad Sethi:
Cool. And is it usually like you're speaking to all the team leads, and giving them advice on agile ceremonies, and pushing work through pipelines and stuff?
Rizwan Hasan:
Yeah, actually, so a story of when I first moved to Brussels, because we've... So professional services started at Adaptavist in the UK, and this was maybe like seven-eight years ago, and it's expanded and myself and William were part of like the first group of consultants who were in North America. That expanded really quickly, and now that we're in EMEA, it's almost like a different entity. It's a different way of working, and a lot of leadership has moved over to North America, so there's new systems and processes and ceremonies and then all that's happening. But because of time zones there's a conflict.
So what I started to do when we got here was to reintroduce some of those habits and consistent conversations to have, to really be much more on a better planning cadence. So interacting with people who would be, say, bringing work to delivery in presale. So folks who are, who work similar to William's capacity over here in this region, and then also project managers who would be responsible for managing that work. Right? So on the equivalent of like a scrum master on an engagement or like an RTE on a big engagement. Right?Angad Sethi:
Yep. Yep. That's awesome. Just one thing I really liked was your terminology. You used conversations over ceremonies or speaks about the agile mindset in that sense, where you're not just pushing ceremonies on teams, where you actually embody being agile. Well, I'm assuming you are from your conversation, but I guess we'll unpack that. What about you, William? What's your [crosstalk 00:06:32]
William Rojas:
I was going to say, one of the things that's interesting challenge that we face, because Adaptavist has an entire branch that does product development and there are product developers, and product managers, and product marketing, and all sorts of things like that. And they set plans and they focus, deliver and so forth, as you would expect a normal product organization to do. On the consulting side, one of the things that's very interesting is that a lot of our, like we have to answer to two bosses, right? Like our clients come in and say, "Hey, we need this," and we have to support them. In the meantime, we have a lot of internal projects, internal procedures and processes and things that we want do as a company, as a practice, but at the same time, we still need to answer to our clients.
Angad Sethi:
I see.
William Rojas:
So that's actually one of the interesting challenges that from an agile perspective, we're constantly facing having to balance out between sometimes conflicting priorities. And that is definitely something that, and although consulting teams at different levels face this challenge. Right?
Angad Sethi:
Yeah.
William Rojas:
So as Riz mentioned, we're constantly bringing in more work and like, "Okay, we need you to now adjust and re-plan to do something different, then manage." Yes. It's an ongoing problem that's just part of this part of this world kind of thing.
Angad Sethi:
Yeah. Okay. I see. And so if I heard that correctly, so it's, I guess you're constantly recommending agile processes, but you may not necessarily get to practice it?
William Rojas:
But more so we're both practicing for ourselves as well as trying to tell our clients to practice it or trying to adjust.Angad Sethi:
I see, yeah.
William Rojas:
You know, a client comes in with needs and says, "Okay, now we have to re-plan or teach them how to do it, or re-accommodate their new emerging priorities as well." So we ultimately end up having to practice agile with and for our clients, as well as for ourselves. It's that constant rebalancing of having to weave in client needs into internal needs, and then the constant re-priority that may come as a result of that.
Angad Sethi:
Yeah.
William Rojas:
And then we're constantly looking for like, how do we make this thing more efficient, more effective? How do we really be lean about how we do the work and so forth? That is definitely one thing that we practice. We try to practice that on a daily basis.
Angad Sethi:
Yeah. And I guess that's a very, a tricky space to be... not a tricky space. It can be tricky, I guess, but adding to the trickiness is remote work. Do you guys have a lot of clients who have transitioned to remote work? And I don't know, has it, has it bought to light problems, which can be a good thing, or like what's your experience been?
William Rojas:
So that's interesting because so I've been doing consulting for over a couple decades, and traditionally, so I've done a lot of that, that travel warrior, every week you go travel to the client to do your work, you travel back and you do that again next week, and you do that month after month. In coming to Adaptavist, Adaptavist has historically always been a remote consulting company. So five years ago it was like, wow, we would go to clients saying like, "Okay, we need you to do this." And we're like, "Yeah, we can deliver that. And no, we don't need to, you know. We may come in and do a onsite visit to introduce ourselves, but we can deliver all this work remotely." So we've always had that history.
Angad Sethi:
Okay.
William Rojas:
But nonetheless, when COVID hit and everybody went remote, we definitely experienced a whole new set of companies were now suddenly having to work remotely, and having to establish new processes and practices that basically forced them to be remote. And I think we've had the fortune of in a sense, having always been-
Angad Sethi:
Yep, remote start.
William Rojas:
... S8's.
Angad Sethi:
Yeah.
William Rojas:
I know whenever we bring on people into the company, into consulting particular, that's one of the things we always point out. Remote work is not the same as being in the office. It has its ups and downs. But we've always had that benefit. I think we've been able to assist some of our clients, like, This is how this is how it's done, this is how we do it." So we've been able to teach by example type of thing for some of the clients.
Angad Sethi:
There you go.
William Rojas:
Yeah.
Angad Sethi:
Awesome. That was actually going to be my next question is what's the working structure at Adaptavist and what sort of processes? I'm sure that it's a big company and therefore there'd be tools and processes particular to teams in themselves. Just from your experiences, what are some of the processes or tools you guys are using?
Rizwan Hasan:
So, in terms of planning and work management, because we started off as a remote first company, and since COVID, business is good. I'll be frank there, it's been good for us because we specialize in this market. We've had a huge hiring spurt in all these different areas, and one thing that I noticed internally, as well as problems that... I wouldn't say problems, but a trend that we're seeing with a lot of other clients is that because of this remote push, and the need for an enterprise to be able to give the teams the tools they need to do their work, there's a lot more flexibility in what they can use, which has pros and cons.
On the pro side, there's flexibility, the teams can work the way they want. On the con side, administration might be difficult, alignment might be difficult. So we're seeing a lot of that with customers and ours. So we're almost going on this journey with customers as we're scaling ourselves, and learning how to navigate this new reality of working in a hybrid environment.
William Rojas:I think in terms of some of the tooling and so forth that we get to do. So we obviously internally we have, we're pretty, pretty much in Atlassian. Atlassian stack, that is very much how we work every day. All our work is using Atlassian tools. All our work is tracked, all our client work is tracked in JIRA, all our sales work, basically everything we do, we use JIRA and Confluence, we're really big on Confluence. We have a lot of customizations we've done to our instance over the years, things that we just have developed, and so that's internal.
I think the other aspect is often, depending on the client that comes to us and the type of work that we're doing for that client, then the types of tools that we use can pretty much run the full gamut. We have a lot of Atlassians, we do a lot of work in JIRA with our clients, like work in Confluence. Sometimes we're working on helping them scale, so we bring on some of the add-on to support some of the scaling practices within to support JIRA. We'll do a lot of JSM work. We do often DevOps work, and then we'll bring on a lot of the DevOps tool sets that you would expect to find, so things to support delivery pipelines.
So it really depends quite a bit on the client. We even do some agile transformation work. And then there, we do some a lot of custom build things, practices and so forth. And we bring in surveys and tools that we've been able to develop over the years to support that particularly. So a lot of the tools often are dictated by what the client and the specific engagement call for.
Angad Sethi:
In my personal experience recently with COVID, I find myself in a lot of meetings, we are experimenting with, with Async decision making. Have you experimented with Async decision making processes yet?
Rizwan Hasan:
I'll start by saying I hate meetings. I think most meetings are a waste of time, and I tell my team this. And I'm like, "If we don't need to meet, like we're not going to meet."
Angad Sethi:
Yeah. Awesome.
Rizwan Hasan:
And I think that really comes. Yeah, awesome, for sure. Awesome.
Angad Sethi:
I love it.
Rizwan Hasan:
But it comes down to really is when you do meet, are you having the right conversation? And I think a key component being like an agile team, quote-unquote, is you have an understanding of what we all are doing collectively and what the priorities are. Which is tough to actually get. So when we talk about like asynchronous decision making, with a team that has some degree of understanding of what priorities are, what goals are, it gets easier. And you can have more low impact interactions with people.
So we use Slack a lot and we have a lot of internal bots on our Slack to be able to present information and collect feedback at asynchronous times, because there's voting features, there's places where you can comment. And I think when we talk about teams that are growing across the globe and also time zones and flexible working, that's a real thing now. There's a practical way of how to do that, that we're starting to dig into what does that look like?Angad Sethi:
Do you find yourself in a million Slack groups?
Rizwan Hasan:
Yep.
Angad Sethi:
Yep. You do. Do you see any extra hurdles you've got to skip because of that? Because you maybe, do you find yourself hopping from conversation to conversation, whereas it would just be easier if everyone was in the same conversation? Does that happen a bit?
Rizwan Hasan:
Yeah. Yeah. All the time.
Angad Sethi:
I hear you, yeah, there you go. Okay. Cool.
William Rojas:
But I would say we have a lot of impromptu. I think we do have a lot of impromptu meetings. And sometimes we may be in a Slack typing away. It says, you know what? [crosstalk 00:17:29]
Angad Sethi:
Just jump in a huddle.
William Rojas:
Into Zoom and then let's chat or Slack conversation, and then just face to face conversation, and then just address it then and there. But I think we have been looking at, it's almost like I think a balance between the time spent on the meeting, and the amount of people that need to be in the meeting, and the benefit and value that comes out of that meeting. And a daily meeting where work was people would pick up work or support from a sales perspective. And it was very, very much necessary as per part of the work coming into the consulting pipeline. But it felt very inefficient.
So that's one of the means, for example, we did away with, and it's now a completely asynchronous process, by which work comes in and it gets allocated, people pick it up, people support it, we deliver things, we track where things are and so forth. And we now use all of that is basically all done through Slack. So we did away with all the meetings around, "Hey, who can help with this?" But meantime, we have another meeting where we're trying to get people on projects. And that is very much a, we need to negotiate on that often. So that's a meeting that's still very much done.
Angad Sethi:Yep.
William Rojas:
Everybody comes in, we all talk, we decide what we need to get done. People balance back and forth. So that trade off I think is really important to really understand what, there are meetings that are necessary, very valuable, and they should remain. And there's ones that really a Slack is a much better mechanism to be able to make those kind of decisions
Angad Sethi:
Yeah. Very true. Yeah. And does it well, sorry, firstly, pardon the location change. I'm sitting right next to the router now, so hopefully the iPhone holds. What sort of a scale are we speaking about here in your Slack? The reason I ask is with larger organizations, it can be harder to scale. Therefore I'm just trying to get a gauge of what scale your Slack is at.
Rizwan Hasan:
So we just hit, we are just over the 500 mark, that'd be in terms of employees. With basically our general, which seems to be, I think, I don't want to say universal, but the standard across any organization that has Slack general as the best indicator of how many people you have logged on. So we're just about the 500 mark, which I would say is probably around mid-size, but it's definitely getting to the point where we're starting to see, it's almost a little bit too much in order to disseminate information, find their information, etc.
We're actually partners with Slack also. So we work with them pretty closely on some opportunities. [crosstalk 00:20:39] Yeah, exactly. And we're starting to talk with customers also about the same problem, about how much is too much, and when do you start to form communities around people that are delivering the same type of value. So those conversations are more aligned and there's not just a whole lot of chatter and people get confused, like when they read Slack and like, "Oh, is this the priority now? Or am I supposed to be doing this or change in process?" That communication is harder now, I think, really. And this is where a lot of folks, I think, who are moving to this remote environment are struggling with, is that alignment communication.
Angad Sethi:
Yeah. Very true.
William Rojas:
And it is, I would say fairly organic, like our channel proliferation. We do have, I would think even for company of our size, we're pretty loose about how channels get proliferated, who gets to create them, what they're for and so forth. But then it gives the flexibility of based upon your interests or the context of what you need to communicate on, then you can either join a channel that supports it or create a channel if necessary to support it. So it is, in that sense, pretty organic. But it is true that there are hundreds, if not thousands of Slack channels that we have, and so kind of staying like which one should you be on, is definitely one of our biggest challenges.
Angad Sethi:Yeah. Well, that just blows my mind just because like 500 people on a Slack. Our whole company is 35 people and I'm pulling my hair out being in too many Slacks. So well A, that blows my mind.
William Rojas:
It does allow us, for example, to have client specific Slack channels. So anybody, if you need to talk about, if you're working on a particular account, you're working for a client, then there's a channel for that. And if you're working on another client, there's another channel. The thing I find helpful about it is that it gives you that context of if I want to communicate with so and so, if I communicate with Riz on a particular account, I will go to the account channel. If I want to talk to Riz one-on-one, I go to a one-on-one chat.
Angad Sethi:
I see, yep, the flexibility.
William Rojas:
So we do have that benefit of where to put the information. But it does mean that I have probably over a hundred channels in my roster of things that I follow, and I'm always behind.
Angad Sethi:
Yeah.
William Rojas:
Well, yeah. So the next level of it is, then you begin to prioritize which channels should I really be notified about, and which ones are most important. I want to track those. And I try to keep that list to a minimum in terms of unread messages, and the stuff that I try to get to, and I'm bored and I have nothing else to do so, but yeah.
Rizwan Hasan:
I've been leaving a lot of channels too. I've been just really cutting the cord with some channels. You know, I had some motivation to really help out here, but I just can't and it's just too much noise. And just got to cut the cord and be like, if it's empty, there's no conversation happening or if it's slow, then move on.
Angad Sethi:
Yep.
William Rojas:
We also have the ability to, you can get added back in. So sometimes you leave and then somebody will put you back in, like, "I need you to talk about this." But it is pretty organic. I know we do leave it up to the individual to decide how best to manage that.
Rizwan Hasan:Yeah.
Angad Sethi:
That's awesome.
Rizwan Hasan:
We had a instance today, actually, where there was an old, it was basically a sales opportunity, a customer who had reached out to us for a certain ask, and we hadn't heard from them for months, like eight-nine months. And someone posted, someone who I'm pretty close with on our sales team posted, "Hey, this is kicking back up again, but I don't have the capacity." And I just left immediately as I saw that message. I was like, "I can't help out. Sorry."
Angad Sethi:
Yeah. The old so-and-so has left the group is a bit of a stab in the heart, but yeah.
Rizwan Hasan:
Yeah.
Angad Sethi:
We will get over it. Just coming back to a point you mentioned, Riz, you said you used the words, alignment and communication. Both of you when consulting with clients, are those the two main themes you guys like to base your recommendations around?
Rizwan Hasan:
I'll give you a very consulting answer and say it depends.
Angad Sethi:
Yeah.
Rizwan Hasan:
But when we engage with a customer, one of the toughest parts of our job is understanding if there is even alignment in the group of people that we're talking to as well, because at the scale of projects that sometimes we work with, we have like 20 to 25 people on a call. And of all of those people, they may have different motivations or objectives of what they're wanting with their engagement with us. So I would say, that's primarily what's driving what we're trying to find out, what we're trying to do with them is get some alignment between the group and ourselves, and communicating that is not always easy.
Angad Sethi:
Yeah.
William Rojas:Let's say, adding on what Riz, that also depends quite a bit on the specific engagement with that client. So in particular, if the engagement, because if an engagement is like, "Get me onto the cloud." Okay. You know, come in. Often there's much better alignment for something like that. If the engagements are more about, "Hey, help us scale agile, help us get better at how we deliver." Then the need for alignment, the need to make sure that we're all communicating correctly, we all understand, we all come to the meeting with the same objectives and so forth, is so much more critical.
Angad Sethi:
Yeah.
William Rojas:
So in those kind of engagements, we're constantly realigning. Because it's not even like we had the alignment. It's like yeah. Okay. We have it, next week it's gone. We got to go back and get it again. So that keeping, making sure that everybody's marching towards the same set of objectives, defining what those objectives are, letting them evolve as appropriate and so forth, all that becomes so much more critical.
Angad Sethi:
Yeah.
William Rojas:
And that's where the tools, that's where things like JIRA and then again, like how do we scale? How do we show what everybody's doing? And so forth, that's where it becomes that much more important. And in those kind of engagements, the tooling becomes essential. Not that the tooling's going to answer it, but the tooling becomes a way by which it helps us communicate, yeah. This is what we all agree we're going to do. Okay. The tool says so because that's the decision we've made.
Angad Sethi:
Yeah.
Rizwan Hasan:
It's really interesting that you say cloud migration, William, like when you say, "Okay, I'm moving to cloud, we know what the alignment is," but even then, I'm finding is that, especially within the Atlassian ecosystem, because that's what we're exposed to all the time, but when we're moving data from a completely old infrastructure to something brand new, it's not going to be the same. And you have folks who are thinking that, "Oh, we're just going to be taking all this stuff from here and putting it over there." But what usually doesn't come along with it is that you're going to have to also change the way you work slightly. There's going to be changes that you're not accounting for.
And that's where the alignment conversation really is important because we work with small companies who understand, okay, moving to the cloud will be completely different. We also work with legacy organizations like financial institutions that have a lot of red tape, and process, and security concerns, and getting that alignment and understanding with them first of what this means to move to a completely different way of working, is also part of that conversation. So it's a constant push and pull with that.
Angad Sethi:
Yeah, yeah. It's really heartwarming to hear the two of you deal with the JCMA, which is the geo cloud migration system.
Rizwan Hasan:
Quite a bit, yeah.
Angad Sethi:
That's awesome, because yeah, that's something we are working on currently as well. So I'll end with a super hard question and I'll challenge you guys to not use the word depends in there. And the question is the number one piece of advice for remote teams practicing agile. Start with you, Riz.
Rizwan Hasan:
Get to know each other.
Angad Sethi:
Yeah, okay.
Rizwan Hasan:
Keep it personal. I think one of the hardest things about this new reality is making that connection with someone, and when you have that, that builds trust, and when you have trust, everything's a lot easier. So I'd say that. People really aren't... The enemy. That's not the right word, but work shouldn't be a conflict. It should be more of like a negotiation, and if you trust each other, it's a lot easier to do that.
Angad Sethi:
Yeah.
Rizwan Hasan:
So yeah.
Angad Sethi:
That's awesome.
William Rojas:
It really is.
Angad Sethi:
I'm going to definitely take that back with me.
William Rojas:
Yeah. And just if I could quickly add to that. That's like looking for ways how to replace the standing around by the, having a cup of coffee. How do you replace that in a remote setting?Rizwan Hasan:
Yeah.
Angad Sethi:
Yeah.
William Rojas:
How do you still have that personal interaction that maybe there's an electronic medium in between, but there's still sort of that personal setting. I think that's one of the things you're looking for. Because yeah, it is very much about trust. And I think to that, I would also add, back to the alignment. Right? Because in some ways that strong interaction helps build and maintain the alignment, because often it's not so much that you get alignment is that you stay aligned.
So it is this constant, and having those interactions, having that trust and so forth, is what in a sense allows us to stay aligned. Because we know each other, we know how to help each other, we support each other, so we stay in alignment. So the trust and so forth are a good way to help build and maintain the alignment itself that you're looking for. That's absolutely. In remote world, you don't have the benefit of seeing each other, the whiteboard, all those things are not the same.
Angad Sethi:
Very true. Getting cup a coffee, yep.
William Rojas:
But we still need to stay in sync with what needs to get done. That's so important.
Angad Sethi:
Very true. And so would you guys want to drop any names of tools you're using to facilitate that trust between team members in a remote setting?
William Rojas:
So I would say, like I mentioned from my role, one of the things that we do is in the presales area, we support some of our larger accounts, almost as more of like a solution account manager, per se. So we come in and help make sure that the client is getting the solution that is meant to be delivered. So we work with the delivery teams, we work with the client, we sit in between.
There's one large client that we've been working on for years now, and we basically, to the point that they're moving towards some flavor of safe. That I wouldn't call it fully safe, but they do have a lot of safe practices, but they do PI planning, and so we come in and join the PI planning. That's actually one of the, like I said, how do you stay alive?
Angad Sethi:
That circle. Yeah. [crosstalk 00:33:15]
William Rojas:You pull up your program definition, you look at what features you want to deliver in the PI, who's going to deliver that feature in the PI, and then in your readout, go back to the tool and say, "Look, this is what we've agreed to." Others can ask questions and so forth, and constantly going back to... For example, just last week, we're doing now sprint planning and saying, "Actually, okay, this feature's going to drag on another sprint. Let me go back and readjust in," this client is using the Easy Agile programs. The original plan of saying this features not going to be, not two sprints, but the three sprints instead, for example.
So that habit of getting into using the tool to communicate what we decided and what we just had to make changes to. So it becomes this, a communication vehicle, it's really important. Yeah, they use programs, they use the roadmap piece of programs to help them do their PI planning, and stay in sync with what it is that ultimately gets communicated out at the end of PI. And then during the sprints of the PI itself, and it's very helpful for them. Again, there's I think they have seven trainings, and they all use that to help stay in sync, stay aligned.
Angad Sethi:
Awesome. Awesome.
William Rojas:
One other quick thing I'll say is, I think there will be, some of where we've gone will now become status quo, become permanent. So I think that this has been as shift across the market, across the industry, across company, how people work. So the idea of remote work, the idea of using tooling to really establish communication, and help facilitate communication, all that, while it's been around, I think the big difference is now everybody, like you have no choice. Everybody has to do it.
Angad Sethi:
Has to. Yeah.
William Rojas:
And I think we've definitely seen a big shift across the entire industry because of that. That will now solidify and let's see what the next level brings. But I definitely think that we've reached a new stage of maturity and so forth pretty much globally, which is pretty cool.
Angad Sethi:
Yeah.
Rizwan Hasan:
Yeah.
Angad Sethi:
Yeah, it is. Thank you guys. I won't keep you too long. I think, has the sun set there, Riz? I can see the reflection going dark.
Rizwan Hasan:Yeah. It is getting there. Yeah, for sure.
Angad Sethi:
Yeah. Yeah. I won't hold you guys for too long.
Rizwan Hasan:
All good.
Angad Sethi:
But thank you so much for the conversation. I honestly, I took a lot away from that. And yeah, I hope I can add you guys to my LinkedIn. I would love to be in touch still.
William Rojas:
Definitely.
Rizwan Hasan:
Yeah, sure.
Angad Sethi:
Yeah. Trying to establish a point of contact, not to add to one of your Slack channels, but yeah. Just so that we can be in conversation regarding the product and improving it.
Rizwan Hasan:
Yeah, sure. And we have a partner management channel. I know we've been talking to Haley a little bit.
Angad Sethi:
Awesome.
Rizwan Hasan:
She was reaching out, that's about some other stuff.
Angad Sethi:
Beautiful.
Rizwan Hasan:
Yeah, happy to. We engage with your product and it's in our white papers too, and we're going to put out another white paper this year where we're going to talk about Easy Agile too. So yeah. We'll stay in touch.
Angad Sethi:
Cool.
William Rojas:
I just gave you, so my LinkedIn is under a different, my LinkedIn is not with my work email. Because that way I can keep the same account place to place.
Angad Sethi:
Sounds good.
William Rojas:
Yeah. You can look me up on LinkedIn with that.
Angad Sethi:
Wicked awesome. Thanks guys.
William Rojas:
Awesome. All right.
Angad Sethi:
Have a good day.
- 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.
- Podcast
Easy Agile Podcast Ep.17 Defining a product manager: The idea of a shared brain
In this episode, I was joined by Sherif Mansour - Distinguished Product Manager at Atlassian.
We spoke about styles of product management and the traits that make a great product manager. Before exploring the idea of a shared brain and the role of a product engineer.
Sherif has been in software development for over 15 years. During his time at Atlassian, he was responsible for Confluence, a popular content collaboration tool for teams.
Most recently, Sherif spends most of his days trying to solve problems across all of Atlassian’s cloud products. Sherif also played a key role in developing new products at Atlassian such as Stride, Team Calendars and Confluence Questions. Sherif thinks building simple products is hard and so is writing a simple, short bio.
Hope you enjoy the episode as much as I did. Thanks for a great conversation Sherif.


