Bill definitely wouldn't approve of the current Windows quality. This email by him (2003) is very interesting. It looks like he was powerless to stop the degradation.
https://web.archive.org/web/20080626154537/http://blog.seatt...
https://news.ycombinator.com/item?id=227045
This email has given me a lot more respect for Bill gates.
This email has given me a lot more respect for Bill gates.