Here's the list of tranny mods I will be doing in the next month or so. It's what I feel is within my current skill level, and short of taking the tranny apart.

Since this will require a PCM update, I've got to time the work based on Allen's lead time:

1 x Transgo Shift Kit (HD-2/PSK)
1 x Transgo Valve Body Seperator Plate 1996-04
1 x Corvette Style Servo Piston Kit
1 x Superior Super Servo Piston Kit, 4th apply
1 x Aluminum Pinned Accumulator Piston Kit (1-2 accumulator, .230 pin for 1994 and up)
1 x Sonnax Pinless Accumulator Piston Kit (3-4 accumulator)
1 x Sonnax Pinless Forward Accumulator Piston Kit
1 x Sonnax Servo Release Check Valve
2 x Sonnax Forward/Reverse Abuse Bore Plugs
1 x B&M Cast Aluminum Pan (3 extra quarts)
1 x New filter
1 x Transdapt Remote Filter
1 x 16 oz Dr. Tranny Blue Assemble GOO

Other details:
Using 1 washer/spacer from the TG kit in the 1-2 accumulator.
Going with "smaller" sized holes in the seperator plate (i.e., NOT full race shift)
I plan the upgrade to a ~3200 stall later this year, so maybe will look at replacing the Corvette servo with a billet one at that time.
Before the stall happens, the next project will be installing a set of CalTracs.
After the Caltracs, but before the stall upgrade, Hotchkis sway bar kit install.

Thanks to Hit Man X, 1slow01z71 and framtruc for helping me understand what it is I'm doing. Thanks to everyone else that provided me with advice and feedback.

If anyone sees something I'm missing, let me know so it can be done properly. There's still time to order up additional parts before the work will be done.