Not a boomer but...
(Northern Virginia )
I am drawing a total blank. It's a hard nut to crack since I've got two young boys under five and a wife and not too big of a house. I am an only child. My wife and I both work (she actually works a retail job, too on weekends to help with monthly expenses so we can secure our financial future with an emergency fund and some retirement accounts)
My mom (late 60s) moved here to the DC suburbs from Spokane two years ago. She didn't plan her finances too well since her last divorce thirty years ago. She got into a great condo in a 55 and over place in 2008 at an unbelievably good price. But still, it's way more expensive here than Spokane, and she can't really afford her tiny but nice condo, she continues to dig into her meager savings on a monthly basis. She doesn't work, and hasn't for 8 years. It is extremely frustrating ut her finances incessantly when she could have avoided this whole sad story by planning her money better and working longer in life. She became disabled in 1977 but not to the point that she couldn't work.
I've loved her so much my whole life and now I'm caught in an endless cycle of being angry at her, then being angry at myself for being angry at her.
Went to see an "elder law" attorney recently to get some advice about how to get my Mom's medical needs taken care of under tightening financial pressure. As you might expect, the fast-talking Boston raised lawyer said a lot of nothing.....