Most of the various stuff I've lost over the years that was an issue at the time means basically nothing to me now. As a comparison think of the quantity of magazines, books cassetes, VHS tapes, DVDs, etc.. you've got at home. When they were new I'd have been pissed if they were lost or failed. Now? Doesn't matter too much, I'd be happy to be rid of a lot of it.
Having Commander Keen back would be nice, my original paid for versions went away at some point

For many people the periodic disk crashes are a hidden blessing, they'd never clean up otherwise.
*Edit - Bleh, the 4Gb+ option didn't populate