In cleaning stuff out and organizing today, I find that I have a lot of old software. What's disturbing is how a lot of it cost thousands of dollars when it was new (yes, I actually purchase software, and yes, that's where the bulk of my expense over the years comes from in running my sites).
I have Avid Xpress Pro v5.x something for Windows, which I suppose I'll never use again. I have Final Cut Studio (academic, first version), which I also don't need. I had remnants of an old Adobe bundle, but I send most of those discs to Stephanie (and it's the Windows version). I have literally every version of Visual Studio since the .Net era began, which I think I'm just going to toss. I have a feeling that if I really needed to get a hold of any of those, I could through my new job. In the last round of cleaning last year, I tossed old boxed copies of Windows 2000 and SQL Server 7.0.
It's kinda funny how Apple now boxes Final Cut in a tiny little box with no physical manuals. Adobe, at least with CS3, still had the mega-manual box, so that'll come with me.
I've actually got a plastic tub with a ton of old PC games. It's a bit of a treasure trove, even if I'm not sure how much of it can still be run. I'm not ready to part with that. We sure bought a lot of PC games back in the day. Not sure how I fell out of that interest, other than the fact that the Xbox satisfies most of my gaming desires.