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I started out wanting to do something akin to System 7, ended up using Platinum 9 (which emulates OS 9).
I did install an Emulation of OS 9 a while back for a meme (long story) but doing this was a great practice in Nostalgia, even if it was just for a single post.
It's not really a long story. This was back when I really got into Vaporwave and got nostalgic for OS 9 because of it, so I got sheepshaver and set that up, figured out how to get this song onto it and play it through Quicktime for the A E S T H E T I C.
Completely different, but reminds me of when I created a custom Buildroot for a Pentium II laptop so I had USB support to use dd to take a raw disk image of the harddrive. I did something dumb that stopped the backup midway through, though, and now that laptop is in pieces spread across my bedroom (not from smashing, but trying to find and replace the CMOS battery, which turned out to be proprietary).