I feel like I am one of the only people who doesn't feel sorry for the washed up rockstar. In my opinion, having had the opportunity to be successful and at the top of your game is a blessing. It's not a curse to come down off that mountain, but something one should be thankful that they ever had the opportunity to do, if that was a dream they had.
I was listening to people talk about how they felt sorry for Bob Seger playing small festivals about the country. Or sad that Alice Cooper would play Grand Junction Colorado. But instead of feeling sorry for them, i am impressed that they can still pull together real gigs. Most musicians struggle, and have to work day jobs, never ever having the opportunity to fully support themselves by their music. If you are ever able to support yourself by your music, you're lucky.
I have spent my life around artists of all stripes. And I know a lot of dynamic people who follow their bliss and make their world conform to their dreams. And conversely, I know people who allow themselves to get broken down by the lack of materialistic success. A friend of mine teaches hula hooping classes and strings LEDs through Hulas and sells them on South Beach in the springtime. True artists are creative in the ways they find to support themselves.
The idea of the Starving Artist, while it exists, is a bit overwrought. There is almost always a restaurant that needs a mural, or a department store with windows to build displays. Artists live creatively in collective living arrangements, and while their salaries may not be high, I see a level of material wealth that I'd call opulent, simply from the fact that they creatively use found materials to build their lifestyle.
To me, if one can find a way to center their lives around doing what they love, they are ahead of the game. Even if they have to supplement some other kind of work to make ends meet. Hell, I bet Bob Seger could make a killing off of Guitar or Piano lessons. I mean who wouldn't want to learn from Bob Seger?