For the Tiny 0.99, I used a USB <-> Serial converter and an LPC programmer which was plugged into the serial port. I tried programming it in USB mode and serial mode and they both failed (no USB device found). I did manage to program it by connecting the the converter and creating a socket on the host machine, then using that socket as a serial port on the guest machine and programming it in serial mode, but I'm not sure why this worked and the other approach didn't.
I also tried programming the TWOG with a cable I bought on PPZUAV, but the host and guest machines both failed to even recognize that something was plugged in. I believe the bootloader is already installed, and the LED flashes when I connect power. I even tried booting from the live CD and I had the same problem.
I've been stuck here for a couple months, so I would really appreciate any help.