I have a little brother and a brother in law who each went from bad financial situations to making a lot of money in a relatively short time. By a lot I mean much more than I make, and I do pretty well. I found it strange that I was both happy for them and resentful at the same time. We got along well before and after their success and I never felt like they became arrogant or condescending. I think my resentment came from having to face up to my own mistakes and weaknesses. Maybe there were reasons they were more successful than I was; that it wasn't just luck. Thankfully the resentment has long since faded.
The experience also made me think what would happen if you were at a party with a large group of friends. God appears and gives everyone with a birthday on an odd numbered day a million dollars then leaves with no explanation. How happy for their friends are the people who didn't get anything? They are no worse off but I can't help thinking they would be happy.