Dad wasn't a saver

Thanks in advance. My 78yo dad is finally looking to retire. He and my 72yo step-mom live on a beautiful wooded property that is becoming increasingly difficult to maintain. If not for my step mom's grandson, it would be impossible. He's worked from home for the last few years, maybe 20 hours a week.

Dad was never a saver even though he made plenty of money (still does). My parents went bankrupt 40 years ago, and even though he built himself back, he didn't learn the right lessons. He has some savings, but not enough for comfort. I know they don't live within their social security. No long term care insurance either.

My dad is masterful at shutting down any conversation he doesn't want to have. I know he's embarrassed that he didn't save more.

I dont know where this is headed. I want him to at least try to make a budget within their SS. And then a budget that will stretch his savings out as long as possible.

He does ask me for advice sometimes, but it's usually to get approval for what he wants to do. He is terrible at difficult conversations.

Has anyone had to have the hard money conversation with their parents? How did you handle it?