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Posts tagged “career”

How to stay relevant when the PM role keeps rewriting itself

Melissa Perri chimes in on how AI is changing the product role, and makes the case for measuring PMs by decisions changed and outcomes shipped, not by tickets written and docs generated:

If you are a PM, stop measuring your productivity by how many tickets you wrote, how many pages of documentation you spun up, or how fast you closed the loop on the last sprint. That work is going to keep getting easier.

Measure your productivity by how often you changed a decision that mattered, how often you saw around a corner, how often a senior leader walked out of a room thinking differently because of something you said. How often your shipped features translate into real customer outcomes is what matters.

Everything I read is saying the same thing right now: judgment, customer understanding, and the ability to change a senior leader’s mind in a room are the skills that AI can’t touch. I’m not disagreeing necessarily, but I do think that narrative is missing a big new skill that is needed. I wrote about this in What actually changed about being a PM:

I was talking to my wife the other day about what I’m doing, and she asked the obvious question: “Why are you automating your job away?” My answer: the people who automate their own jobs away are the ones who become more valuable, because the craft is now in orchestration — setting up the layers so the AI does the right thing.

I also continue to think about this quote from Org Design in the Age of AI and how the focus is shifting from “information movers” to builders:

The old PM spent most of their energy making ideas legible to other people. The new PM validates directly — prototyping, running data analyses, generating first-pass implementations. […] The managers who thrive will be the ones whose real contribution was always judgment, coaching, and navigating ambiguity — not routing information.

The Slide

The single biggest challenge for new managers — giving up the responsibility for the product… for the building. Learning how to give accountability for projects of significance to the team. It’s an essential set of complex skills involving trust, communication, and, most importantly, judgment. Failure to understand delegation is failing to be a leader. Senior or not.

— Michael Lopp, The Slide

Why It's Still Valuable To Learn To Code

Carson Gross has a good essay on whether junior programmers should still learn to code given how capable AI has become. His core warning to students:

Yes, AI can generate the code for this assignment. Don’t let it. You have to write the code. I explain that, if they don’t write the code, they will not be able to effectively read the code. The ability to read code is certainly going to be valuable, maybe more valuable, in an AI-based coding future. If you can’t read the code you are going to fall into The Sorcerer’s Apprentice Trap, creating systems you don’t understand and can’t control.

And on what separates senior engineers who can use AI well from those who can’t:

Senior programmers who already have a lot of experience from the pre-AI era are in a good spot to use LLMs effectively: they know what ‘good’ code looks like, they have experience with building larger systems and know what matters and what doesn’t. The danger with senior programmers is that they stop programming entirely and start suffering from brain rot.

This maps directly onto what I’ve been writing about with AI for product work and the second brain setup I’ve built. The system works because I spent years writing and reading PRDs, strategy docs, and OKRs—enough to develop actual opinions about what good looks like. You have to do the work first, then the second brain is worth building.

An AI Wake-Up Call

Matt Shumer’s Something Big Is Happening has made the rounds over the last couple of weeks, but just in case you haven’t seen it, I think it’s very much worth reading. He’s an AI startup founder writing for the non-technical people in his life:

AI isn’t replacing one specific skill. It’s a general substitute for cognitive work. It gets better at everything simultaneously. When factories automated, a displaced worker could retrain as an office worker. When the internet disrupted retail, workers moved into logistics or services. But AI doesn’t leave a convenient gap to move into. Whatever you retrain for, it’s improving at that too.

Previous waves of automation always left somewhere to go. The uncomfortable implication here is that the escape routes are closing as fast as they open.

There are too many quotes worth commenting on, but this observation about what we tell our kids feels important:

The people most likely to thrive are the ones who are deeply curious, adaptable, and effective at using AI to do things they actually care about. Teach your kids to be builders and learners, not to optimize for a career path that might not exist by the time they graduate.

Predictions about the pace of change tend to be simultaneously too aggressive and too conservative in ways that are hard to anticipate. But the direction feels right, and the practical advice is sound: use the tools seriously, don’t assume they can’t do something just because it seems too hard, and spend your energy adapting rather than debating whether this is real.

The AI baseline has moved

Geoffrey Huntley wrote about what happens when people finally “get” AI:

If you’re having trouble sleeping because of all the things that you want to create, congratulations. You’ve made it through to the other side of the chasm, and you are developing skills that employers in 2026 are expecting as a bare minimum.

The only question that remains is whether you are going to be a consumer of these tools or someone who understands them deeply and automates your job function? Trust me, you want to be in the latter camp because consumption is now the baseline for employment.

Knowing how to use these tools is no longer a differentiator. The gap is between people who consume AI outputs and people who understand the systems well enough to build on top of them.

For product managers, this means that prompting ChatGPT for a first draft doesn’t count as an AI skill anymore. The question is whether you can wire together agents, automate your own workflows, and spot opportunities others miss because they’re still thinking in manual processes.

Why AI in Interviews Is Bad for Candidates, Not Just Companies

A quick post on LinkedIn about interviewing a candidate who used real-time AI got more engagement than is usual for me. And as often happens when something goes semi-viral, some folks took issue with what I said, so I want to expand on the point I was trying to make (it wasn’t that “AI is cheating”).

Here’s what I wrote:

I had my first experience interviewing a candidate who used real-time AI today. If you’re someone who uses AI daily, it’s so easy to spot. The pause before the answer, the constant eyes flicking to the other screen, the perfectly-manicured 3-point answer…

Friends, just don’t do this. It’s too easy to spot, and it will also set you up for failure, because it might get you a job that you’re not a good fit for, which is bad for everyone.

Use AI in your job, for sure. But don’t use it to get the job. The interview process is about you. Be you.

One response called this “absolutely myopic” (I had to double check I didn’t accidentally post on Hacker News) and asked why candidates shouldn’t use AI if it allows for “a better, more creative answer.” Another suggested that if candidates will use AI on the job anyway, then the “real you” isn’t going to be working, so what’s the difference?

Let’s dig into this.

What interviews are actually for

I don’t interview people to test whether they can produce a good answer to a question. I interview people to understand how they think, what they’ve actually done, and whether we’ll work well together.

When I ask “Tell me about a time you had to make a difficult prioritization decision,” I’m not looking for the theoretically optimal framework. I want to hear your story. The messy details and the trade-offs you wrestled with. The thing you got wrong and what you learned from it. AI can’t give me that. It can only give me a polished summary of what prioritization frameworks exist.

One commenter put it well: “It’s about both the company and the individual, so you will often talk about their real experience, what they did, how they felt, what did they learn, digging deeper into their real experience to find out the interesting things that could make them a good match.”

AI might help you phrase things more clearly. But if it’s generating your answers, you’re hiding the very thing I’m trying to evaluate.

The fit problem

Here’s the part that didn’t seem to land: using AI to get a job you’re not qualified for is bad for you.

Let’s say the AI-assisted interview works. You get hired. Now what? You show up on day one, and the expectations are set based on how you performed in those interviews. But that wasn’t you. That was a performance enhanced by a tool you won’t have in the same way during actual work conversations, whiteboard sessions, and quick chat exchanges where people expect you to just… know things.

I’ve seen what happens when there’s a mismatch between interview performance and actual capability. It’s not a fun experience for anyone, least of all the person who’s now struggling in a role they weren’t ready for. One person called it “artificial buzzword ventriloquism” in the comments. Harsh, but not wrong.

It’s about context, not absolutes

A few commenters suggested that interviews should evolve to assume AI assistance, since that’s how people will actually work. One person wrote: “By prohibiting AI during interviews, the interview environment diverges from actual job conditions and fails to evaluate a critical skill: the ability to effectively use one of the most powerful productivity tools available today.”

I think there’s something to this. In fact, our interview process includes a take-home assessment where we explicitly encourage candidates to use AI. We want to see how they approach a problem, how they structure their thinking, and yes, how they use modern tools to get to a good answer. That’s a legitimate skill worth evaluating.

But that’s different from what happened in my interview, where someone was clearly trying to hide their AI usage while answering questions about their past experience. That’s not “using AI as a tool.” That’s using AI as a mask.


I think candidates should absolutely use AI to prepare for interviews: research the company, practice answering common questions, refine their resume.

But in the interview itself, when I’m asking about your experience and your thinking, I need to hear from you. Not because AI is cheating, but because the whole point is to figure out if you are the right fit for this role and this team. If I can’t evaluate that, we can’t make a good hiring decision. And that’s bad for both of us.

Learning in the Age of AI

Scott H. Young has a thoughtful piece on what’s still worth learning in a world with AI. He cuts through both the panic and the hype to look at what the data actually shows. The biggest finding is probably not all that surprising: early-career workers in AI-exposed fields are getting hit hardest.

Another report from the Stanford Digital Economy Lab notes that early-career workers in AI-exposed fields (such as programming) have seen a relative decline in employment, even as employment among workers aged 30 years and older increased. This matches my intuition that AI coding agents can do a lot of junior developer tasks pretty well, but struggle to match the experience needed to tackle more serious work.

Young’s advice is to cultivate generalist skills. Not the content-free “critical thinking” kind, but genuinely transferable knowledge:

In an environment of change, it’s better to be the hardy dandelion rather than the hothouse orchid. Similarly, I expect with AI-induced change, people who have maintained diverse interests and skills will be best positioned to take advantage of the change, whereas extreme specialists will face a greater risk of extinction.

The price of admission

Some tough love here about what it means to have “executive presence”.

When someone tells you that you need more business sense, or that you’re not ready for more scope, or that you need to level up, this is typically what they’re trying to communicate. That you’re more concerned with how work happens than with what work should happen in the first place.

Source: The price of admission

How I give the right amount of context (in any situation)

A great list of things to keep in mind when communicating via writing. The article is focused on “managing up” but these principles are relevant in a much broader context as well.

What questions does your manager usually ask? Answer those questions yourself. If you take anything away from this article, make it this. Every manager has their own idiosyncrasies, worldview, values, etc. That’s why the best thing to do is to pattern match. Consider what they’ve asked you in the past, when talking to you or others. Try to give context through that lens.

Source: How I give the right amount of context (in any situation)

Selling Lemons

This is an essay I think everyone should read, front to back. It’s about all the things we are living through right now, but it’s especially about work (and AI):

I’m not sure hiring can ever be much more efficient, because neither side has reason to show themselves as they really are, warts and all. Idealistically, both would come straight; pragmatically, it is a game of chicken. Candidates polish résumés and present curated versions of their abilities, listing outcomes and impact statistics with dubious accuracy and provenance. Companies do the same, putting culture and mission front and center while hiding systematic dysfunctions and looming existential risks. When neither side is forthcoming, you’re left with proxies: a famous logo on a resume, a polished culture deck.

Source: Selling Lemons