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Comment on Ask HN: How hard is it to find a job after trying to start your own thingparent

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You bring up whether I would be okay on my deathbed, and honestly I do think that if I don't do it I will regret it, but there are other things in life that I would regret not doing as well. I'm trying to gauge if it would mean an uncomfortable year or two if it meant having a lifelong impact on my earning potential.

I'm not sure I agree with you that joining a company of under 50 is the next best thing to entreprenuership. I've been there and it seems like you get a lot of the negatives (ambiguity on your role, disorganization, uncertainty on stability of business) without a lot of the benefits (freedom/flexibility to work on what you want and potential upside.)

For the record, I am the kind of person who wants to have my cake and eat it too, (what's the point of having cake if I'm not going to eat it?)

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