I was inspired by this YouTube video to try to upgrade through every version of macOS, starting with System Software 1 all the way through macOS 12. I ran into some pitfalls, and decided to document my steps here for anyone else who wants to do this to follow. This guide is intended for running on an actual (Intel) Mac. You need a fairly powerful computer (probably not a MacBook Air), and at least 100GB of free hard drive
To begin, you'll need a few emulators. To be specific, one for the m68k architecture, two for PowerPC, and one for x86_64. I recommend Mini vMac, SheepShaver, QEMU, and VirtualBox, respectively. For QEMU and VirtualBox, look to their respective documentations for instructions on installing them. For Mini vMac and SheepShaver, just download and put them in