My dad will help literally anyone who asks him directly or is even just the friend of a person he knows. He’ll just hand them things he owns or set aside time or just give them free whatever. When he was a manager of a team for a time he was super progressive about it telling his team to take care of themselves while still overworking himself so it’s not like he’s a default “fuck corporate” guy or anything.
Ask him to pay taxes, though, and he suddenly goes full conservative. Tell him it’s hard for servers and he’ll say they should get a better job. Mention arts degrees and he’ll say that’s why education shouldn’t be free. It’s the weirdest fuckin’ thing.