On: Ask HN: What are examples of activities/bets with asymmetric upside?

[tpoacher]

Of course, this is only trivially true when "the worst thing that can happen is they'll say no" is true.

Typically it's not.

[egghead500 → tpoacher]

I've asked a friendly girl who I've known for a while out on a date.

She politely declined.

After that our friendship was never really the same; there was always something awkward.

I regretted asking her out because that ruined an otherwise good friendship.