The Mac is good but not compelling
I'm going to write something more in depth once I get a better feel for Panther (10.3).
I like my Mac. It's a fine machine. But Macs, since going to OS X (including 10.3) feel much more sluggish.
I also find them very limited in how much you can change them in how they work. If Apple hasn't thought of it, you're not likely to be able to find a tool, freeware or otherwise, that will let you change its behavior.
I also find the lack of freeware for it to be a major downside. I buy hundreds of dollars in software a year personally but I don't like getting nickled and dimed for every little thing. Sure, freeware exists for the Mac but in much lower quantities, even factoring in the sizes in the markets.
The Mac is excellent at doing specific things with. If your job is doing the kinds of things that the Mac environment excels at (graphics, some types of office work) then I would give the Mac an edge in those areas.
But the further you stray from that, its environment can seem limiting (to me anyway).
It also has to fight against the fact that, like it or not, it has a small market share which means most people are USED to the way Windows (and DOS) work. I spent a lot of time in college working with Unix flavors but I don't have any partiuclar desire to go back to that sort of thing now.
Which is to me, a major downside on the Mac. The basics are done very slickly. If you want to do more powerful stuff, you quickly find yourself imeshed in Unix stuff which I just don't want to deal with. Sharing of printers over a mixed network, accessing network resources of various sorts, etc. can all be quite a pain in the butt, even in 10.3 which is actually worse in some respects in that area.
But if go Mac all the way, it can be a very compelling environment and OS to deal with.
But I don't think it's compelling enough to get a significant percentage of Windows users to switch.
After all, OS/2 had a massive advantag over Windows 10 years ago and we all know how that turned out.