I did a project years ago called the “Dollar Dudes”, where we got on the subway with a bucket of dollar bills and announced that we were in the lucky “Dollar Train” and that everyone gets a dollar. Most everyone was delighted (at both the dollar and the ridiculousness of it all) but one guy refused to take the money and snapped at me. I was bummed out to get that reaction, but at the end of the day I didn’t feel that one guy getting irritated made the whole project a failure. The other 40 people had fun. I imagine the type of person who gets mad when offered a dollar by a stranger probably gets mad quite a bit throughout his day. I’m not trying or pretending to please every single person we encounter.
—Charlie Todd (of Improv Everywhere fame)
Yes, handing out a bucket of money really does upset someone. You have no chance of pleasing everyone. Make tradeoffs accordingly.