> For me, I don't get the point of having wealth/resources if I can't share them freely. Especially if you come from a more modest background and now make 5x what some of your friends/family do.

In my experience the most adamant refusers are people who literally live paycheck to paycheck. It is a mix of pride and the (very real!) fear that you might think they are only friends with you because you got the funds.

If anything you should see it as a compliment if people who would need it refuse to let you pay.