I can help with a bootable Linux CD. I've got VMware which makes this sort of thing easy.
I was looking into somehow adding USB or WiFi into the PhatBox but that doesn't look that practical right now. For the boards with the spare flash spot we could use that for a peripheral bus, but my board doesn't have that, so there's no way I'm going to be working on that front. The IDE bus is a better way, but you can't just plug a CompactFlash I/O device in because it doesn't expect to get accessed in True ATA mode as a slave; we'd need to make some sort of adapter to make an IDE to CF/PCMCIA bridge, and even then I'm not sure about interrupt generation from there. The serial port in the ARM maxes out at 115kbps, so that's obviously not enough for doing a wireless sync of any sort. I don't believe JTAG is of any use for that, either.
Are there any pins on the back connector that are connected through to the ARM CPU?
Oh, how I would love to have an expansion connector on the ARM data bus. I'd have WiFi up and running within a week if that were the case!