As I got rich, I realized that one of the quickest ways to get rid of a friend is to lend them more money than they can repay. What option does he or she have? To either do something that’s very hard; get rid of free time, try and find some gainful employment to pay you back, or imagine that you’re actually not such a nice guy; you’re actually a jerk and you don’t deserve to get paid back. Which of those two things is easier? Now you’ve lost the money and the friend. 

If you want to keep your friends, you can’t just give them money as they grow animosity for that as well, because you’re stealing their dignity from them.

Everyone wants to have pride in themselves, everyone wants to be self-sustaining, nobody wants to be a leech of a sycophant, and for you to pay for people’s things, subconsciously harms them. It literally harms them. Very few people can genuinely appreciate a gift and not feel like they have to reciprocate.

This extends even to family members. You’ll probably just lose a good relationship. And you paid for the privilege of making them worse people.