Here at Restorations HQ, we really like System 7.5.5. It has the right balance of vintage feel, hardware compatibility, and modern data exchange capabilities. It runs on almost everything* from the Mac Plus to the Power Mac 9500/180MP, a range that includes most of the models we’re interested in – and it’s free.
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We believe in the long term value of Apple hardware. You should be able to use your Apple gear as long as it helps you remain productive and meets your needs, upgrading only as necessary. We want to help maximize the life of your Apple gear.