Andre Williams may be not always the most frugile with his money is still working at age 76 not necessarily because he wants to, he has to. Great, yet sobering documentary done back in 2008 Agile, Mobile, Hostile. Check it out if you haven't already.
There are also stories of people like Bruce Springteen paying medical and living expenses for Mary Wells when she was battling oral cancer. The Rolling Stones paid to bury Howlin' Wolf's lead guitarist, Hubert Sumlin, I am sure there are more stories to count of this happening to musician we know and love. I think a lot how some of these people are getting by.