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The more typical Mac users I know will switch to X only when they buy new Macs. For two of them, that means when G5 laptops arrrive. Even then, they'll probably keep running OS 9 on their older Macs for as long as the machines keep working.
The organization where I work is 95% Mac. IT installs OS 9 on the oldest machines ("black" G3 PowerBooks, mostly) but this is only about 5% of the thousand-or-so Macs here.
We have finally upgraded all of our software to work in X and find myself wondering how I ever worked without it, sys 9 seems very very antiquated now.
In the year and half or so that we have been using sys x, I have only had one time were I actually had to reboot the machine and that happened as I tried to do a couple of things while system 9 was starting up.
Our productivity has increased greatly by not having to wait for the computers to reboot, something that happened 3 or 4 times a day per machine on sys 9...
I also wasn't going near OSX until I stopped hearing about major missing functionality and random bugs. Panther seemed pretty mature and stable, and came highly recommended by a friend, so I bit the bullet and bought myself a shiny 12" PowerBook.
If my other two Macs could run it effectively, I'd upgrade them both in a heartbeat.
Buckworks is right. Ain't broke, don't fix it. 9.2.2 is fine.
Still, I enjoy OS X, but as far as getting work done, nah.
Question I get often is, does 9 run in the background ok, or does X get in the way of some programs. Answer: X does not get in the way. You want to spend the buck and have the horsepower on your machine, it's no risk to upgrade.
We haven't switched just because of cost. We would have to buy a new laser printer, a new scanner and a new large format, hi-res color printer.
Besides, 9 just works. And we have a ton of expensive software that isn't X native.
Now, however, our fleet of Adobe software is aging and when we get the dough for CS, we'll have to switch.
We're going to hold tight until WWDC in late June and see when "Tiger" is going to come out.
It may be fine for people who have never used a Mac before (and I suspect Steve Jobs hadn't used one in years).
I'm with pleeker on that one... I've been using Macs almost exclusively since 1988 when my highschool journalism class replaced their typesetting service with a Mac and a laser printer.
Digging around in OS's 7-9 with ResEdit never gave me quite the same geeky thrill as screwing up my Apache installation and playing Terminal Newbie in OSX. ;)