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I made some videos of installing Windows 95, 98 and NT on DosBox-X on macOS ARM: https://youtube.com/watch?v=RBMSW1B6hKk

And a GitHub repo: https://github.com/BrowserBox/windows-dosbox-x

I tried different AIs to make the scripts to automate installs in DosBox-X as long as you have a product key and ISO or other media.

Most interesting to me was the different quirks between OSeS. NT was the most tricky in getting to work on DosBox-X and syncing up internet, IIRC. But overall a very fun project. Brings back nostalgia of 3.5" disks and seeing those install screen. Very cool times in the 90s ha! :)



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