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Why did Windows 95 setup use three operating systems?

(devblogs.microsoft.com)
305 points mooreds | 1 comments | 17 Nov 24 19:54 UTC | HN request time: 0.201s | source
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brian-armstrong ◴[17 Nov 24 22:41 UTC] No.42168027[source]▶
The fact that Windows can upgrade an installation in place with relatively high success is impressive. Is it possible to have an install that's been repeatedly upgraded all the way from MS-DOS without needing a reformat somewhere along the way?
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1. londons_explore ◴[18 Nov 24 12:06 UTC] No.42171691[source]▶
I assume that's one of the things tested before any release is made.

It would be pretty easy to set up automation to have a bunch of disk image of old copies of windows (both clean copies, and customers disk images full of installed applications and upgraded many times), and then automatically upgrade them to the newest release and run all the integration tests to check everything still works.