Given my time as a firefighter and paramedic, I think about this fairly often. Seeing my mom deal with my step-father's things after his passing last year just reinforced that I don't want to ever do that to my loved ones. He wouldn't part with anything during his life even when he knew his end was near and had so much overwhelming stuff. His son didn't want any of it except a couple vinyl records. Beyond that, you can think you'll be able to part out your things near the end of your life, but you have no idea when your time will come. Dealing with your estate is a huge burden to your loved ones. I've tried to make it easy as I can for them if I were to die today or tomorrow while still enjoying my life. I attempt to only keep the things I actively use and enjoy and clear away everything else. This keeps my possessions relatively streamlined, including only one pocket knife. My brother gets dibs on my guns and my knife if he wants them because he is a gun/knife guy. If he doesn't want them, then he'll know how to sell the guns, and my family can throw away or donate the knife. My only "possession" that I worry about when I die is my Doberman, especially now that she's having major complications from surgery. Outside of her, I want to alleviate as much of the burden as I can for my loved ones.