Although broad trends might be visible across a whole population, it's also who you hang out with. I'm not American (Australian) but definitely there are wildly varying attitudes to risk and failure within the same community. Depends on the person. I assume it's the same in the US - some people would be impressed with your fortitude if you told them you'd started 5 failed companies. Others would be horrified.

Surround yourself with the first type! Might be harder to find than in the US, but there's got to be plenty around. Here might be a very good place to start.