An observation about being in mid thirties with kids: previously, I would benchmark “I think I want to spend ~5 years on X” against a 45 year career, but these days, it’s against “How many years do I have with the kids at home?”, which is a comparative eyeblink.
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How about quitting the self-employed thing and going back to drawing a salary? In hindsight was the timing right on that?
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*shrug* That’s not the most salient difference for me in Stripe versus previous adventures.
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Time rather than money, though most other options would have incidentally affected that, too. I spent six years, learned less than I would have with most other uses of six years, and did not particularly get to enjoy life outside (or inside) of work.
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You can’t beat yourself up. Did you really know how?
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I only learned how once I started doing it, but could plausibly have started doing it at any time.
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Curious, looking back, how/what would have led to these realizations earlier? Has this changed your current thought process? As someone younger, I find lots of learning in hearing from more experienced people, if you don’t mind sharing.
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does it make you want to have more kids?
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Why did you end up doing the salaryman thing?
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