First started using Macs with OS7 and I find the whole Mac vs. Windows arguments silly. Windows 386, 3.1, and 3.11 were garbage, yes, but all that changed with Windows 95 and it instantly went head and shoulders above MacOS.
OSX didn’t come about until 2001. So Windows had the edge for 6 years. To give you some idea, the initial G3 iMacs that came out in 1998 were still running OS8.
The big problem with using a Mac back then is that Steve Jobs had his own ideas about the way things should work and the lack of compatability with other industry standards was a problem.
Example: Getting my Palm Pilot to sync with my iMac was a NIGHTMARE. I worked with Palm support for several weeks and we finally got it working, if the dock was connected to the iMac directly. The USB ports on the keyboard didn’t carry enough voltage to operate properly.
Windows machine? No problem… until Windows 98, when Microsoft decided to prioritize Windows CE devices and intentionally broke Palm functionality. That was fun! Took a while to get the driver updates to fix that one!