I used mostly this theory when clearing out a lot of games. I just outright sold some stuff (old sealed games always go for more which is nice). I'm down to about 12 physical games but I kept Spider-Man (PS1) because it's an all-time favorite and I can play it again on the PS3. I'm also currently playing Ocarina on the 3DS (old game) but that's a remake so I'm not sure if it counts. If anyone cares I'm up to the Water Temple now (the entrance) so basically I'm back to the furthest point I ever got...can't wait to finally finish this so I can check it off the should've

ing finished by now list. I think I may need to part with my PS1 copy of Brave Fencer Musashi at this point though because like you said if I haven't yet, will I really get to it? I really wish every PS1 game was playable on the Vita.
Digitally though I'm now doomed to keep everything forever, well at least until they shut the servers down rendering my digital purchases useless.