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Thursday, April 30, 2026

What I Learned From My Engineering Management Job Search

I was recently asked to talk about my job hunting process.

The tactical version is easy enough to explain. I did not apply to every job under the sun. When possible, I applied directly through a company's career site rather than relying on LinkedIn. When companies asked additional screening questions, I treated those answers seriously, saved the strongest versions, and reused the parts that applied across future applications.

Those things helped, but they were not the biggest unlock.

The biggest unlock was narrative clarity. I had the experience. I had the scope. I had the stories. What I did not have, at least not clearly enough at the start, was a concise way to explain the shape of my career and the kind of engineering leader I had become. Once I started thinking about my career as a sequence of increasingly impactful progressions, everything changed.

This did not make the job search effortless, and I do not want to pretend there is a universal formula for a difficult market. Timing, network, company needs, and plain luck all play a role.

But the shift in narrative clarity changed the quality of the process. It helped me get out of the resume submission black hole, move into more meaningful conversations, and eventually evaluate more than one strong opportunity.

Turning a Career Path Into a Coherent Story

My career has not been a perfectly linear move from individual contributor to manager. I spent many years as a software engineer, moved into engineering management, briefly returned to individual contributor work after meeting the objectives of my team's charter, and then moved back into management with a clearer understanding of the kind of leader I wanted to be.

On paper, that path looked a little unusual. In conversation, it became one of the more useful parts of my story.

The IC years gave me technical depth. The first management chapter taught me how leadership is different from individual execution. The return to IC work gave me perspective, even though I initially struggled with it because I felt my leadership journey was still in its early stages. When I moved back into management, I did so with more maturity, more clarity, and less ego.

That path helped me explain something important about how I lead now. I am technically proficient enough to understand the work, but I do not see management hovering over implementation details. I use that technical depth to understand trade-offs, ask better questions, coach effectively, and create the conditions for teams to execute well.

The Story was the Product, not the Resume

One of the biggest shifts in my search was moving away from a resume full of responsibilities and towards a clearer leadership model. I started describing my work less as “managed a team” and more as building the operating systems around the team: how we hire, manage performance, deliver work, and create the conditions for consistent execution.

That language gave recruiters and hiring managers a clearer way to understand what I actually do. It also helped me avoid sounding like every other engineering manager's resume. Most engineering leadership resumes include themes such as: led a team, delivered projects, partnered cross-functionally, improved processes, and mentored engineers. While those things may all be true, they are not always memorable.

The more useful question became: what changed because I was there? That forced me to sharpen the stories behind the resume bullets and connect them to real operating impact.

The Two-Minute Narrative Mattered

I also developed a short version of my story to use early in recruiter and hiring manager conversations. The goal was not to recite my resume. It was to give people a fast, coherent mental model for my career.

I talked about my journey from software engineer to engineering manager, the lessons I learned during the transition, and how my leadership had matured into something more deliberate and operationally focused. That two-minute version became important because it gave interviews a stronger starting point. It helped me sound less reactive and more intentional, and it made it easier to connect individual stories back to a broader leadership philosophy.

Vulnerability Helped, But Only When Paired With Standards

I made a point of being honest about the parts of management that were hard for me early on. I was not a perfect new manager. Most people are not. I talked about the support I received from leaders and HR partners who gave me room to learn, make mistakes, recover, and grow. I think that mattered because it made the story more human.

But vulnerability by itself is not enough. Engineering management is not only about being supportive when things are going well. Good leaders still have to be good when things are not humming.

So I also made sure I had clear stories about coaching, raising expectations, managing performance, and making difficult calls when the bar was not being met. That combination seemed to resonate because humility without standards can sound soft, and standards without humility can sound brittle; an important balance.

AI-Native Execution Became the Differentiator

The stories that generated the most interest were those about AI, hiring, and engineering execution.

At my previous company, I revamped our hiring process to better screen for engineers who effectively used AI. Not as a crutch or a shortcut, but as a real part of how modern engineers can increase leverage, improve feedback loops, and move faster. That hiring work changed the team's talent density, and once the right people were on the team, possibilities opened up.

The team began using AI to materially improve how we worked, especially around automation, testing, and engineering workflow. Those stories were much more compelling than generic claims about “using AI” because they were connected to concrete operating impact. Hiring managers were not interested in AI theatre. They were interested in what changed, what became faster, what became easier to maintain, and what work became possible that had not been possible before.

These were the stories that moved conversations forward.

The Market Is Still Behind on AI

One of the things that surprised me most was how far behind many companies still are on AI adoption. Not just in buying tools. Many companies have tools. The gap is in changing how teams operate.

There is a big difference between “we have access to AI” and “AI has changed how we hire, build, test, review, support, and deliver software.” Many companies are still much closer to the first statement than to the second.

That was surprising, especially given that companies have the technical talent, budget, and organisational scale to move faster. It also made the AI-related parts of my story stand out more than I expected.

The Practical Application Lessons

A few practical things helped, too. I did not optimise for application volume. I applied to roles where there was a plausible fit, including some that would have stretched me professionally. When possible, I avoided one-click application flows and applied directly through the company’s career page.

For applications with additional questions, I treated them as opportunities to create a signal. Over time, I built a small library of strong answers that I could adapt instead of starting from scratch every time. That helped me move faster without compromising the application's quality.

But the tactical mechanics only worked because the underlying story became clearer.

The Real Lesson

The job search reminded me that experience alone is not enough. You have to help people understand the shape of your experience.

For me, that meant getting clear about the kind of leader I am and the operating impact I tend to have. I help teams raise the bar, use better systems, and ship more effectively without unnecessary drama.

That sounds simple, but getting to that level of clarity took work. However, once I got there, it paid dividends.

Friday, May 15, 2015

Summer Open Triathlon Race Report

For the first time I can remember, maybe ever, I was both confident and relaxed going into a race.  They say the second night before a race is the most important night and to get a full night's rest and while I might argue that it should start about a week out, more, quality, sleep is better than none.  Thursday night resulted in a quite crappy sleep with me waking up every few hours.  But Friday night, I went to bed a little early and slept soundly with none of the pre-race jitters that usually keep you awake starting at 2am.

I'd set my alarm early enough to ensure I got to the race right as transition opened, only was a tad late and as a result didn't get the money transition spot.  I did, however, still get a really decent one and set up my stuff.  We were told four-to-a-rack, but that left lots of space and I knew from experience that late arrivals would move other, non-present athlete's stuff over to make room for theirs.  Even knowing this, I took my bike out for a warmup ride since I'd never ridden the course before and couldn't drive it beforehand.  It was only a 12.5-mile loop and I had plenty of time.

We had our own lane coming out of Union Reservoir and for the next several miles marked with cones.  But when the road turned right, the cones stopped and I realized I didn't have directions or know the streets so I just winged it.  Turns out, I guessed right and did manage to ride the entire loop.  As I'd suspected earlier, coming back to my rack, someone else had racked there bike where mine would have gone.  Thankfully, he was still there and I had him move his stuff over.

I finished setting up and started putting on my wetsuit.  We still had ample time before starting, but I wanted to make sure I was acclimated to the water.  Or, at least as much as possible given the 54º temperature.  The water was cold and I got in as much of a warmup as I could manage - I didn’t want to start cramping.

We line up to start and I take a left of center position up front.  The horn sounds and we’re off.  I go out hard and strong and eventually someone catches me and passes but he’s going too fast for me to be able to hang on.  I did most of the swim on my own, without drafting, which stinks, but sometimes is the nature of the beast.  About 300-400m in my chest tightened up and I forced myself to relax and backed off.  One of my points of emphasis this year is swimming less in training, and not working so hard on the swim in racing.  Was it a good strategy, I don’t know, but I was 3rd in my AG on the swim.

T1 was a smooth transition with no issues.  Due to the run over the muddy and grassy berm from the parking lot to the dirt road I chose not leave my cycling shoes clipped in to my pedals but I did when dismounting after the bike so in retrospect, I should have just left them clipped.

The bike was uneventful.  Only two riders passed me during the entire loop and neither were in my age group.  I passed a ton of riders, but I stopped looking at age groups on people’s calves and just rode my race.

T2 was even smoother leaving my shoes clipped in to my pedals, but the problem was that due to the cold water and probably the airflow on the ride, my feet were completely numb - exactly like last year.  I ran on stumps to my rack, dumped my helmet, pulled on my shoes, grabbed my race number and was off.

I tried to keep a high turn over on the run and was initially successful, but eventually slowed down.  I don’t recall when I started feeling my feet again, but it was well after mile two.  The out-and-back course was flat, having just been grated, but sported some rough spots with decently sized rocks churned up by the blade.  There was also a massive puddle that had to be navigated.  Only two guys passed me on the run, but neither were in my age group and I believe had started in a wave ahead of me so I already had at least three minutes on them.  The second guy passed right before the finish and I should have held him off, but didn’t.

All in all, it felt like a really solid race for me at the time and was confirmed when I looked at the results later and saw that I’d made the podium, getting third.

Swim:     10:59 (3rd in AG, 31st overall)
T1:        1:14
Bike:     34:29 (3rd in AG, 31st overall)
T2:        0:40
Run:      23:22 (6th in AG, 56th overall)

Total:  1:10:46 (3rd/13 in AG, 29th overall)

Thanks to my wife, my coach Billy Edwards, my shop Foxtrot Wheel & Edge, my team Foxtrot Racing, sponsors GU Energy and Rudy Project, multisport shop Colorado Multisport, for all the support.

Saturday, January 24, 2015

La Carrera - Epílogo

I was pretty spent after the race as it was a fairly intense 75 minutes.  The rain had let up and was done for the day.  Most of the American delegation hung out at the finish line cheering on the rest of the competition whom I'd like to think was, at that point, pretty stoked to have anyone cheering for them, given the weather.

At this point, we hadn't been given any indication that there wouldn't be any amateur awards and since Amy had won the female division, we packed up our gear and rode over to where the elite awards ceremony was to take place.

We didn't have to wait long to witness history.  The American National Anthem was played for Renee's win in the elite women's race.  I have to believe that this was either the first time or certainly one of the very few times that song has been played on Cuban soil.  Certainly since the revolution.  I don't get goose bumps often, but man, I sure did then.


All the Americans who'd remained at the conclusion of the awards ceremony gathered for a group picture with the president of USAT, Barry Siff, and the president of the ITU, Marisol Casado.

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Making History
Now that the festivities and competitions were over, for us anyway, we could get on with being tourists (even though, legally, American tourism is not allowed in Cuba).  Some of the group decided to take a cab back to their hotels, but a group of about eight of us decided to ride back - in our Team USA gear.  It must have been quite a sight for the Cubans seeing us ride through the streets.  We got horn blasts and thumbs ups from bus drivers and stares from pedestrians.  One driver sped on ahead of us, stopped in the middle of the three-lane road we were on and took pictures before we rode by.

With all the rain, the ride back was very wet and very dirty.  We tried to capture just how dirty our legs were but the photo doesn't quite do it justice.

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Dirty Legs
We agreed to meet on a time for dinner and broke up to go get cleaned.  I didn't even bother trying to ride back to my hotel this time, instead opting for a cab.