I don't think you can upgrade from CS to CS5, I believe CS4 is your max upgrade path and then you do have to switch your version from PC to Mac and upgrade from the switch. This is two steps, shouldn't be a problem except Adobe can be slow on the platform switch. CS5 is coming out and you don't want to get stuck not being able to upgrade.
I bought a cheap Dell Studio last summer so for $500, Quad core processor, 8 gigs of RAM, 2 650mb SATA drives in a RAID configuration, 64bit system (VISTA, yuck), USBII and firewire. The only problem was only one expansion slot, and I can't get my 2940 SCSI card to load.
Tom
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