The thing we ran into the most was some of the kids (unconsciously) guilt tripping my aunt. When some of them came over to clean out with us, there was a lot of, "that was dad's! You can't throw that out!" My aunt finally told them to take what they wanted. Nobody wanted any of the stuff, but they didn't want her throwing out 'their' memories. It was a hard couple of weekends.
Ugh. Since we just moved, we made some rather harsh decisions about old family stuff. My mom just asked me about a hand carved picture that my grandfather brought back from Germany after the war -- he'd converted it to a coffee table, and I LOVED it as a little kid, so he left it to me. It just doesn't have room in my life now. So I gave it away without telling her. Who knew she'd ask about it?
Mom: You KNOW that was probably worth a lot, don't you?
Me: Sorry, Mom. I'm sure I made someone's day. I just couldn't keep moving with it.
Mom: I just saw a hand carved cuckoo clock on Antiques Roadshow, and it was $7,000!
Me: Mom, it wasn't that good. Really. I just couldn't keep it. (and it really wasn't good -- it was big and clunky).
Mom: Well, I certainly wouldn't have wanted it, but I thought you'd think enough of your grandfather to keep it in his memory.
Me: Mom, I have wonderful memories of Grandad. I don't need things to remember him by. And the kids didn't want it, because it's not THEIR memory.
Keeping stuff just because you want to remember someone is a surefire way to ensure that you're trapped by things. Never again.
About 30 years ago over Thanksgiving dinner, my mother made a comment about something she'd found at a flea market. Dad told her that she needed to stop shopping, that "the kids" would have to clean everything out when they were gone. I laughed and said not to worry, that we'd just have an estate sale for the lot of it.
She has NEVER let me forget that one off-the-cuff statement. Every time I visit she reminds me of something that was Grandma's, or my aunt's, or <<insert name here>>. Through the years,
As someone with kids, I don't want to ever riddle my kids with guilt about their getting rid of my possessions. They may mean something to ME, but I don't expect the same from them.
And when Mom passes, while there are some things I will keep and treasure, my brother and I WILL call an estate agent. Just don't tell her.