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Comment on Ask HN: Is it Good to approach My Employer as Investor?

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I think it depends on your relationship with your current employer, and the availability of other employment opportunities. I've worked for companies where my boss knew I had bigger goals than just being a code-monkey for him for the rest of my life, and where it wouldn't have been a problem for me to go to him and ask him to be an investor in a startup. He might have said "no," but he wouldn't have been all "what, you're working on a startup?!? You're fired."

OTOH, I've had employers where I would never even consider it, and where the hint that you were working on a side project might get you fired.

I don't think there's any universal answer to this, other than "it depends." If you and your boss are on good, friendly terms and you feel comfortable talking to him/her about things outside the scope of your present employment, it might be worth going for it. But it's a judgment call on your part, IMO.

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