It's always funny to see the embedded "unconventional" theme come up again and again. Hot take: You don't need someone unconventional. You need someone good. Unconventional people are just the people you notice because they're outliers, and now rather than looking for what you need - which is someone good, you're looking for this other thing. This is particularly funny of course because this person spent 6 years working at Stripe, a company founded by a genius techie who went to MIT, dropped out, joined YC sold a company for a few million. Started a new business - Stripe, and got a load of funding from Peter Thiel. His path through life could not have been a more conventional story for a tech CEO.

So you tell me, should I be hiring you - the diamond in the rough unconventional middle manager at stripe. Or should I be hiring the absolutely conventional genius who built a billion dollar business.

Please, explain to me, what is it about being conventional that disqualifies someone?