I’ve got a similar situation. In an apartment with limited storage and just want to eliminate the storage I have. My main suggestion - double backup everything you want to keep. I’ve already lost one backup early on but luckily had a backup to that.

Regret will happen - it did when I got rid of some CDs. But the relief of having the extra free space more than makes up for that.

The 80’s 12” singles I have are all transferred to digital with multiple backups. I have an 80’s music show ready for syndication so I can’t lose that (I kept the 600 or so 12” singles).

But then there’s the 350 “blank” VHS tapes loaded with network TV shows from the mid-80’s to the mid-00’s. They’re bulky, heavy & take up 6 big storage bins - so they need to go. Many have never aired beyond the original airing, never been released in any format (including streaming) and most can’t even be found on YouTube. It’s not lost media, it’s more like next-to-impossible to find currently unreleased media. I’ve spent time over the last few months transferring my favorites to digital. That will be double backed up. Fun times lol.