There isn’t much I won’t willingly part with if the circumstances are right. That said, I’m totally with @Marx regarding anything that’s been painted already. Aristeia!, Aeronautica Imperialis and Aliens: Another Glorious Day in the Corps (well that’s weird. All my minis games start with A?) get kept high up and well protected, and will not be replaced in the event of disaster. I just wouldn’t be able to do that all over again (note: not even done!).
Beyond that I have a few:
Yokohama cost me a small fortune to acquire in its deluxified version. Not just because it would (again) be pricey and difficult to replace but because I’d be fully compelled to do so, I would ensure this one came along with me.
Container 10th Anniversary Jumbo Edition is deeply out of print, and likely won’t see the light of day ever again. A new reprinting of the original appears to be on the horizon, but I covet this beast of an edition. It is the correct size for this game, IMO, and thinking of replacing it makes my head hurt.
Forbidden Stars is the best combat game I’ve ever played, full stop. It’s also OOP and stupidly expensive to acquire. I got exceptionally lucky scoring my (unplayed) copy at a little below the original Canadian retail price, and I’m not delusional enough to think I’d get that lucky again. A new version, not linked to any existing IP, has been threatened by its main designer for a long time now, but I don’t think it’s unreasonable to guess that there would be gameplay changes. For better or worse would be anyone’s guess but here’s the truth: I wouldn’t really care. Forbidden Stars is perfect.
Feudum is a game I went bananas with, and I’m not even done (eventually I’ll end up with a THIRD copy of Rudders and Ramparts). It’s not a game that would be especially difficult to replace, but the effort I made in the first place (to say nothing of the costs) to get it upgraded and complete is enough for me to do anything I can to avoid repeating that process.
Finally, I also have first editions of all three Pretzel games (Flick 'em Up!, Junk Art, Men at Work) and I covet them. This will probably shift into a more vehement stance as time goes on, but certainly already I feel compelled to hold onto them.
–
In the end, I have no emotional attachment to any of these games, apart from that which I’ve “created” (models), and even those are hardly irreplaceable. This extends to literally all of my worldly possessions, and my actual cash. If it all went up in smoke tomorrow I’d be sad, but they’re things, and no amount of personal upheaval or experienced tragedy can wipe the memories and good times enjoyed with good company.