Micro$oft TICK-TOCK strategy:
Windows <=3.0 - fail
Windows 3.1 - good
Windows 95 - fail
Windows 98 - good
Windows 98SE - just remake (fail)
Windows 2000 - good
Windows Me - fail
Windows XP -good
Windows Vista - fail
Windows 7 - good
Windows 8 - fail
It's why I wait for next OS
What are you smoking?, did you even use these O/S's?, it went:
Home user O/S's:
Windows 3.0 - Good, MS's first decent O/S, the one that put them on the map
Windows 3.1x - Good, it looked like 3.0 but had so many behind the scenes improvements
Windows 95 - Great, landmark O/S, introduced the start menu, introduced many people to the band Weezer* and was directly attributed to putting some other O/S's out of business.
Windows 98 - Great, looked like 95 but built on the strengths and introduced many behind the scenes changes
Windows 98SE - ""
Windows ME - Fail, another 9x update, anybody who knew anything about computers bought 2000 instead, it wasn't terrible but 9x was now so outdated that 2000 was literally night and day ahead.
Workstation/Server O/S's:
Windows NT 3.1 - Good, MS's first business only orientated O/S was very stable and great at what it was designed to do.
Windows NT 3.5 - Good, it had many behind the scenes improvements and was notably faster than 3.1
Windows NT 3.51 - Good, added support for PowerPC processors and added more features like Windows 95 networking comparability
Windows NT 4.0 - Great, the Start menu comes to NT, one of the most solid O/S's ever made imo
Windows 2000 (AKA NT 5.0) - Great, a worthy successor to 4.0, was so good/stable it pretty much killed off 9x too and allowed MS to unify its operating systems
Unified O/S's:
Windows XP (AKA NT 5.1) - Great, it may have only been an updated/improved rework of 2000 but the new theme and the introduction of a home version as well as pro and server (2003) unified MS's O/S's and XP went down as one of the best ever.
Windows Vista (AKA NT 6.0) - Fail, surprising really as it was actually quite good, it improved on many things in XP and introduced many new features and stability enhancements, however people (who obviously never tried XP on the recommended specs) complained it was slow and a resource hog, the server version (2008) was also good.
Windows 7 (AKA NT 6.1) - Great, it built upon all the strong points of Vista and did its best to change or replace what people didn't like, as the average computer spec had moved on since Vista's launch and 7 did not increase requirements it didn't get the slating for being slow Vista had, the server version (2008R2) is also a good O/S
Windows 8 (AKA NT 6.2) - Looks to be good, kills off the 17 year old Start menu in favour of a more efficient more modern design, adds more functionality and many other improvements.
*Weezers Buddy Holly video was included on the Windows 95 CD as a tech demo of the new .AVI format and Intels Indeo codec.