If it isn't an OS update killing cards, it is Apple jumping to a new slot without legacy slot backup.
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Until Apple releases a consumer tower, we might not see a flood of upgrade options coming back to market.![]()
I'd suggest something a bit different. Part of the "future proofing" is in providing modern slots. Three years from now, you'll be able to add capabilities that simply don't exist right now to a Mac Pro. Expandability isn't about being able to drag your obsolete past equipment with you--it's about being able to adopt new capabilities to extend the working life of your machine.
Macs tend to be very feature-rich in terms of the ports and such that they ship with. Certainly not in the number of ports, but in the types of them. An iMac isn't going to age well in terms of adding capability. Look at those G4s that have USB1, and can't quickly work with a modern iPod. A PowerMac of the same vintage can cheaply and easily be upgraded.
I've never really filled an expansion slots in my Macs for the first year or so of ownership. The old G3 got FW, USB, a Voodoo 2 (and later 3) card, and had a TV tuner in it once. The G4 had USB2, more FW ports, and a SATA card. It's on it's 4th AGP card now. My G5 has had three different video cards and a USB2/FW combo card in it. When I get a MacPro later this month (let's hope), I don't foresee any immediate need for a card. Sometime in the next few years there'll be something new, and that's where the expandability comes in. The cards will be there as the capability is there.
The eSATA cards are an example of that. I hope the next MP has eSATA ports.
The OP is just confused as to how to migrate his system, and is stuck in the 1990s as far as his connectivity goes.