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Career Growth

The 5 Career Challenges Every Engineer Faces (And How to Break Through Them)

Last month I spoke with over 40 engineers who were stuck. The patterns were almost identical.

March 3, 2025 · 4 min read


Most people think career growth comes from being the smartest in the room. The most skilled. The hardest worker.

That's not what I saw.

Last month I spoke with over 40 engineers across different experience levels, backgrounds, and companies. They were stuck in different ways, at different stages. But the blockers were almost always the same — and none of them were technical.

Recognition. Communication. Mindset. Compensation. Interview readiness.

And what struck me most: each challenge led to the next. They weren't isolated problems. They were a cycle.


Challenge 1: No one knows your value

The most common challenge I saw was engineers who were doing great work — genuinely contributing — but couldn't communicate it in a way that reached the people who make growth decisions.

They'd get stuck on dead-end projects. Passed over for interesting work. Not because they weren't trusted, but because they weren't visible.

I talked to one person who had to write a six-month self-assessment. When they sat down to do it, they couldn't remember what they'd done. Nothing was documented, quantified, or connected to outcomes. When you have that opportunity to showcase everything you've accomplished and you've kept no track record, it's an opportunity lost.

Ask yourself: are you making it easy for leadership to know your worth? Because if you aren't, it's very difficult for them to advocate for you.


Challenge 2: Stuck on pay or level

A lot of the engineers I spoke with felt underpaid or ready for the next level — but weren't getting either. And most of them were doing solid work.

Here's something many engineers don't realize: there are compensation bands. A role that pays $100K to $150K gives the company room to reward based on merit, skill, and impact. If you're consistently performing at the top of your level, there's money on the table — even when things feel tight.

Companies are also far more likely to give you equity than salary. A $10,000 salary increase sounds meaningful. But the right equity package, especially RSUs at a public company, can be worth multiples of that over time. Know how you're being compensated and what levers actually exist.

The bigger point: it's so much easier to excel where you are and earn the next level than it is to leave and start over. Become a top performer where you already are.


Challenge 3: Burning out from invisible work

Here's how burnout usually starts: not getting recognition, not seeing a path to promotion, not getting raises or new opportunities. So the engineer keeps working harder, thinking effort will eventually break through.

It usually doesn't. And the invisible work piles up.

Eventually they decide to leave — which means interview prep on top of an already full workload. Performance slips. The interviews feel harder. The cycle deepens.

The fix isn't to work less. It's to work more intentionally. Think about what high-leverage efforts you could be putting your energy into instead.


Challenge 4: Performing and job searching simultaneously

Once an engineer decides to leave, they're managing two full-time jobs. Most people underestimate how hard that is.

And when things aren't going well at work, your mindset follows you into interviews. You start to discount yourself. You become willing to take a job that isn't right for you. You talk down about your experience because there isn't much good to say.

The solution: don't wait until you're burned out to build interview readiness. Stay periodically engaged with the market. Keep your skills sharp as ongoing practice, not panic mode.


Challenge 5: Unprepared when the interview finally comes

I've seen over 2,000 people apply to a single role. We whittle that down to thirty. We interview them — and they still underperform.

Not because they're not capable. Because they've never built the muscle to surface their wins, their track record, their impact in a compelling way.

If you can't communicate your value in an interview, you probably couldn't communicate it at your current job either. The skills are the same — and building them while you're employed is infinitely easier than building them under pressure.


The pattern underneath all five

All of these challenges feed each other. No recognition leads to no growth. No growth leads to burnout. Burnout leads to poor job searching. Poor job searching leads to underperforming in interviews.

But once you address one, the others start to move. Doors open. Things get easier.

The biggest pitfall of all is thinking you're the only one dealing with this — and that you have to figure it out alone. You're not. And you don't.

Which of these five challenges are you facing right now?

Justin Otero

Director of Engineering at Navan · Founder, Value Driven Careers

Justin coaches software engineers, leaders, and founding teams to grow their impact, income, and influence — without burning out.

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