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OSX 10.8 and later prevents mounting of physical CD-ROMs in SheepShaver but images created from CD-ROMs still work fine.

With this assumption I can point out some relevant quirks with SheepShaver that could trip you up but are easily resolvable. I shall make an assumptions that anyone reading this post and looking to replicate this will be running (High) Sierra. Sheep Shaver running OS 9.0.4 Classic on High Sierra Having read around the subject of running OS 9 in an emulator I settled on using a free piece of software called SheepShaver this allows you to emulate up to OS 9.0.4 (anything above this will not run). So there is a nostalgia in running Mac OS 9 again and having easy (possibly not fully legally) access to a slew of old Mac software. This harps back to my introduction to Macs, when I was first fiddling about with them the only ones I could afford were second hand Performa 6300 or early Power Mac G4s (that I wish I still had now, glances at eBay watch list). Classic Mac Emulation On macOS – Mac OS 9 I will focus on Classic Mac emulation in this article as the Amiga side is a bit more involved and I am still learning the ropes on that (look out for a followup post later). I have been working on Classic Mac and Amiga emulation, with a slew of great guides and excellent free software. Giving me the opportunity to play about with some emulation options without disturbing my main work Mac. Classic Mac Emulation On macOS, having just resurrected my 2008 Mac Pro from the doldrums, it has now become a permanent feature in the office / retro basement.