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If you still have the driver installation disk for your Wacom tablet then you are already Mac compatible. They ship with both Mac and PC drivers as well as both Mac and PC versions of Painter classic.
I had to download a tiny OSX updater for my Wacom Graphire, I bought it years before OSX was even a pipe dream, and I use it ALL THE TIME.
As for Word docs. It depends on what sort of work docs you are using. If they are graphics/table intensive then you could certainly buy MS Office for OSX, but it's expensive as hell, needlessly so IMHO, which is why I don't have it.
Appleworks the stock standard productivity suite that comes installed (I believe, if not it's like 80 bucks in the box) can decode and display. save and format MS Word docs all the way through Office 2000/ Office XP. However, Appleworks sucks for creating/manipulating tables. If you're like me, and just do regular old writing then Appleworks will work for you and you can share docs between Windows and Mac environments.
Another option is to run a Windows emulator on the Mac. Virtual PC worked well enough (albeit S-L-O-W-L-Y) on my G3 350 Mhz iMac with Windows 98 as the operating system. I imagine that in a G5 you woundn't notice a big performance hit.
The benefit, simple, you can run all non-graphic intensive programs on the Mac. The con, they run kinda slow.
E-mail me with more questions if you have them. I use both so am familiar with the caveats of both.
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