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For my personal use, I would have loved a Mac if I could have gotten a system that compared, dollar for dollar with my PC. While I cut my teeth on an Amiga almost 20 years ago, I hated PC's and would have moved up to a Mac, but I had to go to MSPC simply for cost's sake. The PC was about $2000 cheaper. Also back in those days, software availability and compatibility were a big issue. Now all my software is PC and I'm getting a little long in the tooth to learn a whole new language.

Your last statement eschews the truth of the matter, that you are fixed in your ways (aren't we all?)...
You use the term "dollar for dollar", and yet are willing to spend tons of cash and accept all of the down time, that comes with that technology...
Since 1984, I have owned Macs... from many different generations... I am going to spend the bucks to get a G5, because it is the fastest and best digital media converter, available! I love the iMovie softare that Mac provided me, at no extra cost... I was able to make a video clip, convert it to QuickTime (another Apple innovation, FREE), and email it to my family around the country... that evening after he was born, my family was able to see, live, in digital color video, my grandson, and daughter in the hospital... with sound!
It is simple enough! Apple gives you more for your dollar...!!!
My first Mac came with word processor, database, spreadsheet, and drawing programs IN THE BOX! Sure, they (Macs) were new, and this gave folks something to use right away! Good marketing... heard of .Mac? It is for Mac folks, for a $99 ayear fee, you get tons of freebies! AOL was started for Macs!
I could go on, like the good Mac disciple that I am, but you get my idea...
I had a timex-Sinclair, a C-64, 2-C-128s, an Amiga, and Mac's... now, just Macs...
There is only one thing I regret!
I have to use a clunky emulator to run Microsoft Flight Simulator... Microsoft won't support Macs! They couldn't buy them (though Gates tried to copy them, and lost a lawsuit!)
I think your single most important remark was ""I hated PC's and would have moved up to a Mac". That statement says it all!