How is that even still working?
I've used Windows as my primary desktop for ~35 years and I do my absolute best to housekeep, but I still need to reinstall about once a year or so. I'm militant about installing almost nothing on my primary PC and putting all the janky apps on another PC via RDP too.
Didn't someone film or document a in-place upgrade process from dos all the way up to a modern version of Windows?
edit: oh, here it is!
https://www.makeuseof.com/tag/can-upgrade-ms-dos-6-22-window...