C-TPO

Coming up · On the list · Site + LinkedIn

Big company, startup, backed company

I've worked in all three, and I don't think there's a right answer, just tradeoffs that shift with where you are in life. Safety or upside. Money now, or learning faster. How the market reads you at different ages. And when you're backed by investors, you have a portfolio of one. They have a portfolio.

The pieces I want to write: safety versus upside, and how much faster you learn somewhere small. Time as the only hedge you have when you can't diversify. How the right answer shifts with where you are in life, and with the market you're in. And how you get read at different ages, by different kinds of companies. None of these come with a verdict, just how I've weighed them at different points.

This one is still being written. If you've lived this, or see it differently, I'd like to hear about it on LinkedIn. And if you want to know when it's up, the email list below is the easiest way.

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