I ran with 98 until the new boards and hardwares dropped all Legacy driver
support some 10yrs.+ ago. That was about 2004 when I still had the 98SE/XP dual boot running on the last of the builds that supported it. That was simply being able to run the old Dos as well as Legacy Windows apps and games sort of memormilia of a sort.
Then Vista came out! I tried the RC1 build and decided simply at that time to wait for the Jan 31, 2007 launch and grabbed the 32bit Home Premium back then to give the newbie a whirl. It took a full year to get all drivers
especially for the old tuner card which took forever explaining why the XP/Vista dual boot was ongoing when 7 arrived. With Vista the removal of Fat support wasn't any biggie back then of course while not being able to run or even install a number of apps and some XP game titles was another urk.
(Little behold the 32bit 7 comes along and can install and run the same without issues!)
In the long run Vista definitely proved to be the move to make despite the negative rap many were giving since in every other way it was working out with the exception of a few drawback eliminated by 7's arrival! Think I want to rush into an obvious fail for the desktop? As I have said on numerous occasions whatever came after 7 would be a hard sell even if MS followed pace by "learning the lessons" 7 was teaching about OS success and then 8? What the who is that??? was the intial reaction by most!