It's taken a stupid amount of trial and error, but after a few hours scraping old downloads from archive.org and putzing with the bizarre version of Windows Mobile 5.0 that this thing runs, I finally got it to do something fun: play the classic point-and-click adventure game "Beneath A Steel Sky" in (the amazing) ScummVM!
These Intermec CV30's are wildly over-engineered, oversized, heavy (about 5lbs with the keyboard attached), ruggedized Windows Mobile PDA's. For a device from 2006 it's pretty well equipped, with 128 megs of RAM, a 520MHz Intel Xscale ARM processor, and both WiFi and Bluetooth built in. It also has the weirdest USB implementation I've ever seen: a 15-pin D-sub plug (i.e., the USB port is physically identical to an old VGA monitor plug).
These things were designed for dangerous environments (one old brochure I found explicitly brags about its suitability for mounting to forklift dashboards). It's built like a freaking tank – you literally have to remove 6 screws and break a weathertight seal just to access the SD card slot!
Before everyone jumps in to ask, YES I'VE TRIED RUNNING DOOM ON IT. I spent hours this morning trying and failing to get every Windows Mobile / PocketPC / Windows CE version of Doom I can find to run. Most of the old apps crash on launch, and one or two crash after loading any/every WAD file. If anyone has a suggestion on how to make it work I'm all ears – it's killing me to be so close and yet so far away!