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If I had the money I'd secretly get employed at startups I was interested in to see if they were just a bunch of jokers or not.

I'd do this is because if I were that rich then I probably won the lottery and stupidly quit my job without thinking and would probably be very bored.

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maybe you can start a business to provide this kind of undercover intelligence to VCs, e.g. you get paid a monthly retainer by some prospective investors to work undercover at a sequence of maybe-joking-startups and write dispatches reporting on what you see really going on.

i know a person who did this. he wanted to acquire a company and asked to be hired on for 3 months before it was announced. This way he had time to figure out who was good, who was awesome and who was toxic.

Sounds a great way to make employees to perceive you as dishonest from the start.

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