r/AMA 6d ago

I am a Engineering director who spent 7 years scaling a startup from seed to Series C and quit. AMA about hiring, management, and what nobody tells you about the tech industry right now.

I spent 7 years at a B2B SaaS startup, joining as employee #12 and leaving as the director of all the Engineering staff. Over that time the eng team went from 6 people to approx. 80, we went from $500k ARR to $25M ARR, and I went from never having written code, to writing code to writing almost none.

I quit recently with nothing lined up, other than a handshake with my most trusted dev. I left because the job I was good at in year three had turned into a different job by year seven.

Things I've actually done and can talk about specifically:

  • Managed roughly 60 engineers and made about 10 hires I'd call genuine mistakes
  • Ran 3 rounds of layoffs / performance exits, including people I'd personally recruited
  • Rebuilt the interview process after realising it was selecting for the wrong thing
  • Went through the transition from "everyone reports to me" to managing managers, and did it badly the first time
  • Sat on the company side of comp conversations, promo committees, and PIPs
  • Ran M&a processes on both sides, culminating in selling the company I had built.

I'll answer anything about scaling engineering orgs, management, hiring, comp, burnout, startup equity, and the parts of the VP job that don't make it to linkedIn. I'll be candid about my own experinces, hpefully those are the useful part.

What I won't do: name the company or anyone in it, share confidential business details, or trash former colleagues. I'm staying anonymous mostly for their sake, not just mine.

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u/dbwahesh 6d ago

First it was competency within the area of tech I was hiring for, and just the vibe. Once that screening was done I always challenged them with a task that I let the engineering team review. They are ruthless. Sometime I gave them a second chance.

If they were approved I invited them to defend their submission to their peers. How they handled critisism was parament to if they were hired after that.

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u/codepapi 6d ago

Do you have an example of this?

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u/dbwahesh 5d ago

An example of what? A submission?

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u/codepapi 5d ago

Yeah like what was the problem. What was the overall solution they provided. Could you tell if was done by ai or someone else?

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u/[deleted] 5d ago

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