Agile Job Searching and Career Transitions

How do you navigate a bumpy job market with an agile mindset? Join Brian and leadership coach Mark Kilby as they explore practical strategies for staying prepared, leveraging your network, and taking ownership of your career during uncertain times.

Overview

In this episode of the Agile Mentors podcast, Brian Milner and Mark Kilby explore how to approach the challenges of today’s unpredictable job market with an agile mindset. Drawing on insights from Mark’s extensive career as a leadership and career coach, they discuss how preparation, adaptability, and proactive networking are essential to staying ahead.

Mark emphasizes the importance of treating your career like a product, continuously iterating and inspecting trends to navigate change effectively. The conversation also delves into the power of maintaining strong professional relationships, keeping your resume and LinkedIn profile up to date, and using experimentation to explore new career paths.

Whether you're facing a career transition, considering your next step, or simply looking to stay prepared, this episode offers actionable advice to help you take ownership of your professional journey.

References and resources mentioned in the show:

Mark Kilby
From Chaos to Successful Distributed Agile Teams: Collaborate to Deliver by Johanna Rothman & Mark Kilby
Advanced Certified Scrum Product Owner®
Advanced Certified ScrumMaster®
Mountain Goat Software Certified Scrum and Agile Training Schedule
Join the Agile Mentors Community
Subscribe to the Agile Mentors Podcast

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This episode’s presenters are:

Brian Milner is SVP of coaching and training at Mountain Goat Software. He's passionate about making a difference in people's day-to-day work, influenced by his own experience of transitioning to Scrum and seeing improvements in work/life balance, honesty, respect, and the quality of work.

Mark Kilby is a leadership and career coach specializing in helping leaders and teams thrive in complexity. Passionate about building more inclusive and effective organizations, he draws on years of experience guiding professionals through organizational change, remote work transitions, and sustainable growth, all with a focus on fostering trust, collaboration, and long-term success.

Auto-generated Transcript:

Brian (00:00)
Welcome in Agile Mentors. We're back and this is another episode of the Agile Mentors podcast. I'm with you as always Brian Milner and today I've got a friend that I have seen talk several times at conferences, we were talking, I don't think I've actually crossed paths with him personally yet, but Mr. Mark Kilby is here. Welcome in Mark.

Mark Kilby (00:21)
Thank you, Brian, and glad that we finally had a chance to meet virtually face to face at least.

Brian (00:26)
Right? Right? Yeah. And today's world, you know, that's actually saying a lot. You know, that's kind of the default. Mark is a leadership and career coach and has been, you know, a speaker at multiple Agile conferences over the years. He has a book that he co-authored called From Chaos to Successful Distributed Agile Teams. And he has spoken on lots of different topics.

Mark Kilby (00:31)
Yes it is.

Brian (00:51)
But when we talked about having him on, we talked about a topic that I know is very topical here. For some of you, maybe, know, kind of right in the meat of where you are at the moment, but really starting to think about this bumpy job market a little bit and how to navigate that with an agile mindset. You know, this agile stuff is not just stuff we talk about in working with a team, but it actually is a way of thinking about you know, doing anything. give me kind of your description there, Mark. When you think about, you know, navigating a bumpy job market with an agile mindset, how does that look different from others?

Mark Kilby (01:27)
So, well, it. The best way to think about this is whether you get this out of college at career placement or you're working with a career coach later on, it's always plan out your route and just follow the steps. Well, it's kind of hard over the last couple of years to say what the right steps are because so much has happened. And you and I were talking just before we hit the record button about one of the things that gets a little bumpy here in Florida, and we call those hurricanes. And I've learned over the many years living in Florida that you can prepare for hurricanes, but you can't prepare for exactly what happens. And so it's kind of the same way these days with our careers. You can maybe get certain certifications, you may get the right resume, the right LinkedIn profile, but if... If you're not paying attention to how the market shifts, and I think many people have been caught off guard with the latest market shifts, you can be in a world of hurt. how do do the prep to weather that storm? So that's kind what I'm focusing on these days.

Brian (02:42)
That's awesome. That's awesome way to look at it. Cause I think you're right. know, like I know I personally have gone through a couple of, you know, layoff periods in my career and, you know, it's never something when it hits, well, at least I shouldn't say this in my experience, I absolutely were completely prepared for, they were a little bit of a shock when they happened and

Mark Kilby (02:51)
yeah.

Brian (03:05)
first one much more so than the second one. I think you learn something from each time something like that happens. But you mentioned kind of the way the market is shifting and the way things are changing a little bit and trying to be prepared. So I wanna follow that for a little. So when you talk about navigating kind of a bumpy job market and the shifts and being prepared, how do you prepare for the unknown? For things that you don't really know what's coming or you don't really know how things are shifting. How do we do that?

Mark Kilby (03:38)
Yeah. Well, it's paying attention to some of the longer term trends. mean, 100 years ago, know, kind of fall into the hurricane example. We had no way to predict these. And now we've got a little better way. have models to kind of guess and it's still guessing. So, but at least we have a sense of, OK, how big is it going to be? You know, how big is the change that's going to happen? How do we prepare for it? Do we stay in place? Where we're at? Is it time to move and do something else? So it's kind of the same way with our careers these days. I'm gonna guess, not everyone's gonna have the visual, but with the amount of gray on the podcast right now, you could probably relate to this. Our parents probably stuck in the same job. most of their life. I learned early on, especially in tech, the changes that happen rapidly. Matter of fact, the place where I went as a summer intern shut down the next year. The whole plant went poof. But my parents were like, how can you? It's such a great place. This company's been around for decades. But I could tell that the winds were changing. Something was shifting there. So I learned to look at, right, how is the business doing? How is the market doing for the business? And what does that mean for me? So it really helps that we kind of build up our own little model to predict, you know, how is my job going to be here in the next year or so? Even five years ago, I saw early indicators that Azure coaches, scrum masters, we're going to be at risk. But the job market was going to turn. think several people could tell that. But I mean, we had so many that were going into that, that the set of roles and we were also, you we we were seeing some failures as well as successes with transformation. And I remember, so I actually had Ken Schwaber in my, as my my Scrum instructor, I remember him saying, know, Scrum will not solve your problems. It'll make them highly visible. But guess who gets blamed? The person who made it visible. you know, as, as agile coaches and Scrum masters, you know, were the, those folks in particular are always navigating a tightrope. You know, what, what do you, you know, what do you make visible, both the good and the bad? And if, if you're dealing,

Brian (05:55)
Yeah. Right.

Mark Kilby (06:17)
with cultures that are more focused on short-term kind of improvements and not looking at the longer term. How are people staying engaged? How are the steam aligned so they can do to deliver business value? You know, if that's not a focus of the organization, then it's that job, that role is going to be probably misunderstood and was. And so when things start going bad, fingers start getting pointed. It's like, okay, maybe we don't need these folks. And we've seen that for the last couple of years in particular, but we were getting early indicators well before that, well before the pandemic hit. So that shift was gonna happen. So we can model some of this is my point.

Brian (07:01)
Yeah. I like that. Go ahead. Well, I was going to go straight to that. I I like the comparison there with the hurricane. And I was thinking as you were talking about that, why are we better at it now? I would kind of presuppose it's because of the amount of data. But the more data we have, over the years, the better we are. And that if we've suddenly, magically, for whatever reason, lost all our historical data of hurricanes and what they do, then I would imagine we'd be back to square one of not really being able to predict very well about where they go. So translating that over into our careers, I love that comparison. And I love what you're pointing to to say, you can see indicators, can look at the trends, you can see how's the business doing. So that's kind of one of the things I want to ask you about a little bit is, especially here in this agile world, I know there's, I've heard lots of talk about, is this overall an agile thing that is on a decline or is this really more driven as an economy at large that's going through problems. And so we're kind of trickling down from that and feeling that. if I'm an employee for a company, what I'm trying to navigate then and figure out is I want to see trends for our business on the whole, but I also am trying to...

Mark Kilby (08:38)
Mm-hmm.

Brian (08:40)
fit that in with what the overall economy is and the market out there to see, is this just an overall thing for all of businesses right now and for the full economy or is this specifically something to do with our business that is kind of a, I would think a bigger warning sign than to start to get more prepared.

Mark Kilby (08:59)
Well, going back to the hurricane metaphor again, there's multiple things that impact that. It's the same thing for our jobs. So it's what data do you need to gather? And you pointed out to some of that. So what's happening with the company? What are you seeing in press releases? What are you seeing in commentary on your organization? I'll give an example of a company that no longer exists. So can safely speak about this company. So a company I was at early in my career and was well known in the Java programming space. They actually hosted a lot of Java sites at the time. They were also at the top of the, not the AI boom, but what was called the internet boom, know, dot com boom way back. And they went through the same Friends that a lot of companies did spending a lot of money Not pulling not pulling in revenue and it was very public how much they were spending When it became obvious that they bought like very expensive real estate office real estate in in Boston Harbor area and they bought very expensive real estate elsewhere You don't have to be a financial wizard to figure out like all right if they're spending all this money and and we're seeing pundits in other news sources say, yeah, we're not sure about this company. And you're seeing a lot of that. You might start to wonder as an employee, like, I wonder if I am really safe here. Is it time to hunker down or is it time to move? So you've got to gather your own data about your company, your industry, and even the broader economy. If you ignore that, you kind of ignore it at your own peril. We have to be the product owners of our own career.

Brian (10:47)
Mm, I love that. Yeah, that's a great way to look at it. Well, so shifting gears a little bit, because I think we obviously are not going to, we're soothsayers or anything. We can't foretell the future exactly. And there's always going to be things that kind of catch us off guard. There's the unknowns and that's

Mark Kilby (10:48)
Yeah. Yeah.

Brian (11:10)
Partly what we talk about a lot in Agile is just the idea that you can't know everything upfront. So you got to be prepared. You got to have a system that works for you that kind of allows for those unknowns to come along and then allows you to adjust as you're going through. So that's kind of where I want to go next then is if we accept the fact that, we have indicators and they can give us an indication about the job market or about our company. And we have to kind of assess those independently to see if it's time to move or we should be ready for something to happen or not. Once that threshold is crossed, once we make that decision, or it's made for us, then we're into a whole other world. And we talk about this being a bumpy job market. Well, it's bumpy on both sides of that threshold. So how would that apply to you? After you've crossed that threshold, how do we use Agile and an Agile mindset to navigate the task and the hardships of trying to find the next thing?

Mark Kilby (12:16)
Well, there's even a little bit before that. So that's OK, but a great question. And I'll come back around to it. So just as you're starting any agile project or program, there's some setup. There's some prep that you have to put in place. And I'm going to tie back to the hurricane metaphor here also. There are seasons for that prep sometimes. So think about the season you're in.

Brian (12:18)
Okay, sorry.

Mark Kilby (12:41)
month to month, quarter to quarter, and maybe you're wrapping up a big program, that would be a great time to update your resume and your LinkedIn. Not waiting until you're out of a job, but go ahead and just like, you know, I think I'm going to update. And people will say, but I don't want other people to know that I've updated my LinkedIn profile. There's an option for that. You can shut that off so that doesn't happen. But you want to get in that, that there's prep seasons like, okay, if something were to happen, what do I need to do? What do I, what, what I need to have ready? So keeping that resume up to date, keeping that LinkedIn profile up to date, then looking at, okay, I I've kind of doing these, these cycles of, of prep and also reflection on past work. Maybe I want to think about what was the work I enjoyed that I want to amplify through. LinkedIn, resume, and maybe even talk about a LinkedIn and kind of be broadcasting a little bit. I really enjoyed this project we just finished up. That gets you a little bit out there. And I can already hear the introverts cringing. But if you talk about the ideas, what you learned as an introvert, that works for me.

Brian (13:47)
Hahaha.

Mark Kilby (13:56)
I mean, that's how I got into remote work because I found interesting ideas and concepts to talk about. And that's how I got known by that. I looking to make a job switch? No. But I was broadcasting, hey, this is the kind of stuff I really enjoy doing, hoping to attract others who are also interested in that. And yes, it did lead to new job opportunities. So I got hired in 2014 because of the stuff I posted in LinkedIn around those times. So it's kind of doing that inspect and adapt, inspecting, where am I currently as I wrap up a big significant chunk of work? How do I capture some of that? What do I want to reflect? And what do I want to kind of make transparent about what I liked about that? Then let's say the winds turn and things get a little bumpy. Well, if you've... If you've been kind of connecting people, connecting with people online, if you've been kind of talking about, this is kind of things I do, it's much easier to go out there and say, hey, I'm looking for a new opportunity. You've seen what I've talked about online. What ideas, what do you have network? What do you have community? So it makes it much easier if you do some of that prep work and kind of reflect and inspect into that.

Brian (15:20)
Yeah, I'm getting a connection there too. I don't know if this is intentional or not, but I'm getting kind of a connection because I know in the agile world, we're all about how teams work together and just kind of that whole mindset of the best architectures, designs, right? The best stuff comes from a group of people working alongside each other. And I'm connecting that a little bit to what you just said, because you're talking a lot about how you're reaching out to the community through your LinkedIn profile and through post and other things. And that feels a little like you're kind of teaming, like you're teaming up with the network that you've made to try to solve this big problem that you have.

Mark Kilby (16:05)
And from a career standpoint, we team in different ways. mean, how many of us have been to courses, conferences, we've met people that we've kind of connected with, or we've talked about some great ideas, like, yeah, let's stay connected, let's talk more about that. How often do you follow up with those people? Do you like forget until the next conference? Do you maybe check in every six months? Maybe a little sooner? Maybe say, hey, what kind of projects are you working on based on that idea we talked about? Reach out to those connections that you made. of just not to keep them warm, but just to say, hey, what are you working on? How does it compare to what I'm working on? Let's just talk about that. Let's do some more reflection on that.

Brian (16:49)
I think that's great advice because I hear what you were saying earlier and agree. It's kind of a struggle when you're working at a company and you're not really sure yet whether you're moving on or you're not and no one has told you anything. But you're starting to feel the signs and you're starting to look around and say, maybe it's time, but it's not right for me to just blast it. It's not right for me to go to LinkedIn and...

Mark Kilby (17:02)
Mm hmm. Yeah.

Brian (17:15)
Because you don't want the boss or coworker to see that and say, what's going on? You don't want that to happen. But I think you're right. There's more subtle ways you can do that by just starting to connect to key people in your network. And I like that phrase. I like being able to say, hey, what's going on in this area? Or what have you done in this area that we talked about when we last connected? I think that's a great approach to that.

Mark Kilby (17:40)
because it's so much easier to ask for help when you need it then, rather than if you haven't talked to that person in five years since you saw them in a conference. But if you stayed in touch and just talked about, hey, here's some things I'm dealing with at work, how about you? What are you coming across? What are you learning? What are you trying? Or what are you struggling with? And if they know you're struggling, then they might say, hey, you know, I heard of this opportunity. And that's where the network helps you. That's where the team helps you out.

Brian (18:12)
Yeah. They always say that, you know, like that's the, that's your strongest avenue to, to another job is, is, you know, a personal connection and inroad, to the company. Cause you bypass all the, you know, all the silly AI stuff of scanning through resumes and do you have the right keywords and all that stuff? which, know, that's a whole other thing. but, you know, if you do, I think you're right. If you can make that personal connection.

Mark Kilby (18:34)
Mm-hmm.

Brian (18:39)
your resume can go to the top of the pile. You skip the initial vetting, you go to the interview, and once you get the interview, then you're golden from that point forward. Yeah, I love that. That's a great approach and I like the idea of continuing to maintain that network. But I will tell you, from my first layoff to my second layoff and how I kind of approach things was very, very different. And I'm kind of curious how this fits in with what you advise people as well, because I know my first layoff, I got a little snowed by certain people where I started to make strong connections. I started to go through energy process with people and they're in the full recruitment mode at that point, because they don't know if it's going to be you or somebody else. if you get to be... you know, one of the finalists, they're interviewing you, but they're also recruiting you. And I know I made that mistake early in my career of just thinking, well, I'm close. I'm close with these things. So I don't need to worry about continuing to do the day-to-day hard work of reaching out and making new connections and starting the process new. Because I don't want to lead them on. I don't want anybody to think that I'm, you know, interested when I'm so close with this other one over here.

Mark Kilby (19:45)
yeah.

Brian (19:54)
And yeah, I learned pretty quickly that's a mistake. know, those things, there's no promises. And you know, you gotta keep turning that crank every day of sending things out. So how does that fit in a little bit with the strategy?

Mark Kilby (19:58)
Mm-hmm. Yeah. Well. Well. mean, to map it back to Azure concepts, you never prepped just one thing on the backlog. You're looking at what are some things that might pop up in this next sprint or this next phase of work? What is it that we might consider, but we're gonna make the final decision when it's time to make that decision? So you can't be in that stage as you talk about those final conversations and you're still doing the dance with them. It's like. You're confirming is this the right place and they're confirming are you the right one to bring in? That's not the decision point. The decision point is when the offer is made. So you've got to get some other things. You got to keep some other things going in the backlog. Keep it going, keep it going. And I would say even once you've accepted that offer, you might wait a week. because I've had some colleagues where they've gone in, they've gone through those interviews and maybe everything wasn't as advertised in the position. I think some of us have been in that where you go and it's like, this is not the job I signed up for. So keep those other connections warm for a week or two, just in case, just in case.

Brian (21:24)
Yeah, that's great advice. I tell a story sometimes to people in the classes about how there was a job I went to that's interviewed and they were asking me all sorts of agile questions. They wanted me to come in because of my agile expertise. I get in and unfortunately for me, it took a few months before it became clear that they were actually hearing the word agile from their division leader. And the division leader was not using capital A Agile. They were using small a Agile and saying, we just need to be faster. But he would throw out the word Agile. And so they heard Agile and thought, well, we need to know about this Agile thing. And yeah, that was not a good fit. That was not as advertised. I wish I had found that out earlier. But you make the decisions when you cross that threshold. Well, this is good advice. And I'm kind of curious then as well, you know, maybe taking it back a higher step because, you know, maybe I'm not in the place where I'm trying to decide, is it time to leave? But, you know, part of navigating a job market is also navigating a career and trying to understand what's the right next path for me or what's the right next step to get to the next level of where I think I should be in my career. How would you kind of apply an agile mindset to that kind of a process?

Mark Kilby (22:44)
So I will say, since I started with extreme programming, I'll bring in another concept, the spike. How do you set up an experiment where you can explore, is this possible or not? So let's say you're an individual contributor and you're wondering, should I take on a management?

Brian (22:51)
Okay.

Mark Kilby (23:04)
How can you experiment with that? So are you a member of any volunteer organizations? Can you lead an effort and see what that looks like to coordinate people? To actually maybe plan a budget to get some event going? What would that look like for you? What does it look like when not everybody's cooperating? Because when you deal with volunteer teams, it gets way more interesting than it works sometimes. Because you're really trying to appeal to their motivation. You can't fire them if they're a volunteer usually. So if you look for how can I experiment with what's next? And is there some way I can lean into some of the same activities? And then when I go and apply for that management position, say, yeah, I've run some of these things at my church or at this community center, and I've organized this, I've set the budgets for that. So you're already demonstrating some of the possibilities. You're trying to decide, this something that I enjoy, that I will benefit from, that I can lean into that next phase of my career?

Brian (24:12)
Yeah, yeah, I love that. That's really great. Well, this topic is, I think, so topical for a lot of people and, well, just about everyone. Because we're all at some stage of our career, and we're all at some stage of our relationship with the place we're at at the moment. I think we all have to be aware. I think we have to keep our eyes open and ears open. And like you said, try to find those sources of data that can clue me in as to what my situation is and maybe what I need to be prepared for. Is the hurricane coming my way or has it turned?

Mark Kilby (24:44)
Yeah. Yeah. Yep. Yeah.

Brian (24:48)
Before I let you go though, I do want to take just a second here before we wrap things up. Because I mentioned your book earlier, the book From Chaos to Successful Distributed Agile Teams. And I know you've done lots of talks and research on distributed agile teams far before COVID happened. So I guess I'll ask you what What do you think has changed today in the years since COVID, when things now things have started to settle a little bit more? How has the nature of distributed teams shifted in just the past few years?

Mark Kilby (25:25)
Well, I think we're seeing some of those shifts even in the last couple months with the call away from hybrid to fully back in the office. We've seen it with Amazon, we saw it with Dell, we're seeing it with others. So I think we're seeing the companies and the management that was looking at what's next, what's possible, and those that are like, no, we like things the way they work. I assume that we're going to see many existing hybrid setups go away. I see, I think there's very few that are going to survive. There have been some other companies that have gone fully remote, but I think we're going to see a lot more of return fully to the office because it's really hard to live in both spaces at once to be in the office and be remote. It's, it's just too difficult. We probably didn't amplify that enough in the book. That's the one thing that Johanna and I, we've talked many times about updating the book and it's like, no, not yet. It's not quite time. Let's let this phase pass. But I think we're going to see things go back to almost 2018 where there's some companies that are doing well remote. And it's not just startups because there's companies, thousand, 2000 employees that are functioning well, fully remote, but it takes a different mindset.

Brian (26:29)
Yeah.

Mark Kilby (26:49)
around how do you connect, do you keep people engaged, how do you keep them motivated. So all those things that we were all forced to answer during the pandemic, some of these companies have been answering that a little bit more, I would say thoughtfully rather than being forced to answer them.

Brian (27:09)
That's a nice way to look at it. Yeah, I agree with that. Well, mean, so much road has passed our tires from when you guys started that. I mean, you wrote that prior to COVID, right? Yeah. Yeah, talk about a great timing. mean, you guys were really visionary looking ahead there. I'm sure there's no way you could have known there was going to be a massive pandemic, but yeah.

Mark Kilby (27:20)
Yeah, yeah, it came out late 2018. No, no.

Brian (27:32)
It was very timely when that happened to have that knowledge available for folks.

Mark Kilby (27:36)
Yeah, were, well, I want to add, we were never in the mindset that every organization should go remote. That was never ever our intention. But for those who wanted to go remote, that's what that book was for.

Brian (27:44)
Yeah. That's awesome. Yeah. And you know, I know that's not our, not really what we, we focused on the, the podcast here, but I did want to just kind of dip into that a little bit for folks, just in case that is a topic that's of interest to anyone here listening as well. If you're really looking for information in that area, strongly encourage that book for, for you again, from chaos to successful distributed agile teams. And we'll put a link to it in the show notes so people can find it so they can, you know, find your work and. to follow up and any last thoughts here before we close it out?

Mark Kilby (28:26)
Yeah, so I would say whatever you're struggling with, step back from that. I don't care if it's remote work. I don't care if it's a career challenge, but step back and look at what are the patterns that you're seeing and how can you inspect and adapt for those patterns. That's an agile mindset.

Brian (28:47)
I love that. Yeah, it tends to follow that if we put to practice these things we're teaching, you know, and talking about and trying to do in our organizations now and kind of apply that to other areas of our life that, you know, we're going to see similar results. So, I really appreciate you coming on. this has been a great conversation. And, and, as I said, I know, Mark, there's going to be lots of people listening who are just going to eat this up because, you know, if you're in that position, You know, you're looking for any kind of help that you can get. So I hope this is really helpful to folks and I really appreciate you sharing your knowledge in this area.

Mark Kilby (29:22)
Thanks, Brian, for having me on.

Brian (29:25)
Absolutely.