• Get newer Intel-based iMac (not a new 24” M1 model), buy a copy of Parallels, install the most recent version of OSX that supports AppleWorks 6, set it to ‘Coherence’ mode: fanny’s ur aunt.

    This’ll run the antiquated software in question as if it were a native app, with all saving/loading of files done from the same Documents folder or wherever he currently keeps everything.

    I did something similar for a client years ago; ancient property management program coded as a mind-bogglingly complex assemblage of Microsoft Access 97 macros, which would only run on Windows XP. His 15 year old Dell desktop finally died, so I migrated everything to a 27” iMac running XP and Access 97 in Parallels, and you can’t tell that it’s not a native app.

  • Get newer Intel-based iMac (not a new 24” M1 model), buy a copy of Parallels, install the most recent version of OSX that supports AppleWorks 6, set it to ‘Coherence’ mode

    This sounds like the neatest solution / the one that I think would be the easiest to handle for your dad @Scrabble

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