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I'm an ex CTO

I'm an ex CTO. I ran the company as basically 2ic for 5 years before I quit. Before I quit they offered me profit share which was stupid because profit can easily change. I do not regret leaving at all from a mental health perspective. I was losing my friends, family and myself. I do regret leaving because afterwards I'm just a loser developer, lumped in with the guy that moves the button left a bit, when before I was orchestrating tech strategies and winning. I think I'd have been better off staying as CTO, not because "profit share" was attractive to me, when I had no say in expenses, but because I was good at making a business succesful. Sitting here pushing pixels and spreadsheets sucks. Every situation is different though. The only lesson I learned was that every job is hard but in different ways. Going back to dev felt demeaning. Watching inexperienced sales people ignoring what matters to people buying services. Trying to have an opinion but being told in no uncertain terms they don't care because I'm a nerd and people don't buy from nerds. …

Original discussionAsk HN: Going from CTO to Developer?89 source comments · at import
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TH

Let's say you work as a CTO at a failing startup, and you are tired of all the responsibilities, management, etc, and you just want to go back to being a productive developer and write code again. Will this be perceived as a stupid career move or will people understand? Is it a bad move? Asking for a friend.

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VR

Very possible outcome for OP too. The weakest part is usually the human factor and the need to bucket someone into a few categories like "rock star" or "loser" or "slightly better than unskilled labor" or "nerd engineer". Have been in a similar situation and sadly found unless your peers have truly understood what you've done and how, they'll filter your suggestions or insight through whatever bucket they've placed you in.

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IP

You left previous job because you didn't have enough control but moved into a job with less control.

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