I'm going through spindles of old CD-Rs and boxes of old files - and I'm at the point where I think I'm just going to throw a lot of it away.

Do I need a hard drive backup of a 68K Macintosh from 1998?
Do I need a backup of my Google Play account?
Do I need discharge paperwork for a surgery I had in 2003?
Do I need my taxes from 1996?
Do I need veterinarian paperwork for my cat from 10 years ago?
Do I need copies of receipts for a bathroom remodel from 2012?

Do I take photos of it on my phone (like scanning it) and then just keep the photos?

Do I just toss it and never look back?

I'm thinking of tossing anything older than 5 year, except taxes and anything I have a warranty on.

What do you do?

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Gone: My Discogs collection for The Roots:
http://www.discogs.com/user/tomhayes-roots/collection