I was in the same boat as you were a few months ago, and have been piecing together tools as I needed them with the empennage.
While, I have spent some time on eBay and surfing various tool manufacturers sites for the best deals, I've basically ended up with what is in the Cleveland starter tool kit, plus a little. I generally only order a tool when I really think I'll need it. Here's my list, and I feel comfortable finishing the rest of the empennage with these:
Air Compressor - 26 Gallon, 4 CFM, 1.5 HP
Air Drill - Northern Industrial ? 3/8in, 1800 RPM, 4 CFM, Revers, Keyless
Northern Industrial Air Hose ? 1/4in. x 35ft., Clear, Urethane
Air Lube
Air tool Couplings
Chicago Pneumatic 4x Rivet Gun
Flush Sets
AN470 Rivet Sets
Bucking Bar
Edge Deburr Tool
11-Piece Complete Squeeze Set
3/16" Set Holder Adjustabe Ram Hand Squeeze 3" Yoke
K Series Spring Cleco 3/32" (0-1/4")
K Series Spring Cleco 1/8" (0-1/4")
Cleco Pliers with Grip New
#30 High-Speed Jobber Bit - 135 degee Split Point
#40 High-Speed Jobber Bit - 135 degee Split Point
Auto Center Punch Large
12" Drill Bit High Speed #30 AED
12" Drill Bit High Speed #40 AED
Dimple Die Set 3/32" Male/Female
Dimple Die Set 1/8" Male/Female
Bench Grinder
Vixen File
Right Snips
Self Etching Primer
Scotchbrite pads
Fluting Pliers
Microstop Countersink Cage
5-Piece Set 100 degree Countersinks # size (7/16")
Side-Grip Clecos Clamps 1/2" New
Side-Grip Clecos Clamps 1" New
#21 Cobalt Jobber Bit - 135 degee Split Point
#12 Cobalt Jobber Bit - 135 degee Split Point
POP RIVET DIMPLERS - 3/32"
3/32" TANK DIES (optional)
EXTRA LONG DOUBLE OFFSET BACK RIVET SET
6" SCOTCHBRITE CUTTING AND POLISHING WHEEL
Permagrit SANDING BLOCK FLAT 280mm x 51mm course/fine
C-Frame
I waited on the scotchbrite wheel, Permagrit block, and c-frame. The scotchbrite wheel is pretty mandatory for finishing edges; I should have ordered it from the beginning. The permagrit block is a luxury, but I'll probably never use a file on an edge again. Highly recommended, and doesn't leave the file marks a regular file does. Also, don't try to use the pop-rivet dimple dies on the whole skin. I made it through 5 holes before realizing that the spring back dimple dies form a great dimple, while the pop-rivet dies let the rivet head sit a little proud.
I'm up to $973 for the above stuff after bargain hunting.
Good luck.