Why did I make the switch? Because I had no choice; it was impossible NOT to. Allow me to explain...
I never liked Windows. Never, EVER liked Windows. I was a freshman in college when Windows 3.1 came out. I hated it so much that whenever I went to the computer lab, I would go to a dumb terminal to do e-mails etc. instead of a Windows box.
My first computer, which I got as an 8th-grade graduation present in 1988, was a Commodore 64 C. Loved the little bugger. By the time I got to college, though, I needed something more powerful, and I really, really loved seeing friends' Amigas. So I got the then-new Amiga 600 and LOVED it. Yeah, people told me that was a lousy decision because the Amiga 600 wasn't very upgradeable and was essentially a game machine...which I didn't find true at all.
In 1998 I upgraded to an Amiga 4000 and over the years tweaked it like crazy -- had it towered, upgraded the CPU, added as much RAM as it could handle (144 megabytes is the most I got it up to). In 2003 I upgraded yet again to the Micro-Amiga1C, the new-generation Amiga...running on a G3 processor and on a 6 x 6-inch motherboard....that sucker was amazing...boot time was blazingly fast, and apps would open instantly upon double-clicking on the icons. And I could finally encode MP3 files in under half an hour.
And WipEout 2097 (or whatever it was called) played REALLY nicely....
Two problems: 1) the Amiga was -- and still is -- an expensive hobby, and never in my life have I been well-off, and 2) one day in 2006 my wife's payroll got messed up and so her paycheck was delayed until the next pay period, and we needed to pay the rent. (This was a big blow -- my wife had lost her job, and we were moving, so funds were REALLY tight, and she was getting by on part-time work.) I'm sure our landlady would have been cool if we had asked for a few days' leeway, but my wife didn't want to have to ask...so I made a very difficult decision: I put the Amiga1 on eBay, as I knew it'd have no problem selling. Sure enough, I got well over $300 more than my starting price (and ended up selling it for more than I actually paid for it!) because the demand was so high...those motherboards sold out FAST and there was no news on the horizon of more being made.
I had previously purchased a used PC (so that I wouldn't give a cent to Microsoft) so I was using that a lot anyway...and had it dual-boot to Linux, which I used much more than Windows...but still, as secure and reliable (and free) as Linux is, it's just plain not fun.
Anyway, late 2007 happens, and my wife gets a new job, and we can start spending a little again. So I decided I needed to get a fun computer once and for all. AmigaOne motherboards were still impossible to find, so I figured might as well try a Mac. I hadn't really used Macs much, except for the 680x0-based ones we had in the computer center in the library where I worked years before, and I typed a document or two on a coworker's Bondi Blue iMac, but that was it....also, I wanted a laptop, but I didn't want a Windows machine, and I was having a dilly of a time locating a reliable laptop with no pre-installed OS, so I decided to try a MacBook. (Also, I'm a PC tech, and a lot of folks would ask, "Can you work on Macs, too?" I wanted to learn so I could say, "Why, yes, I can!")
That....was the best purchase I EVER made. As much as I loved my Amigas, the MacBook (described by my avatar) was a dream...it was amazing...the speed, the friendliness, the way things just plain made sense....wow. I very soon forgot I ever used an Amiga...well, except until I realized that I really, really missed Directory Opus! (and still do, which is why I'm working on my own version of it!)...
Never looked back. My wife eventually got a MacBook Pro and says she'll never go back to Windows...and we just got an iMac right after Christmas....