I've almost got the SAME problem! Except my number is ~ $10K and I'm shooting for staying in the 15% bracket.
Grabbed a bunch of stuff in the past couple of months to add to my arsenal...
BK2709B $105, DP832 ~$400, SDS7102 ~$430, a bunch of tools from iFixit ~$380, a Makerbot 2X ~$2.6K, Flir E4 $1K, and a bunch of other stuff for another ~$1K.
I've still got about $4K+ to go. Plan on getting a few more lighting fixtures for the shop to augment the other 7 4ft dual-tube types, a decent boom 'scope, a good Variac, another Nexus 7, heck, that only accounts for another ~$1K.
Really it's kinda hard to spend money when you really WANT to...
I'd like to get a really good solid method of whipping up halfway decent one-off prototype PCBs here in the shop, but sending out for them is almost worth it except for the 2 week lead time.
Ya know, maybe a couple of good UPS's for the shop wouldn't be a bad idea. One for the PC's and one for the bench...