I have got one of Massdrop's PCB from their first run, with the USB connected directly to the Teensy.
I needed to solder an additional wire from the VCC pin on the Teensy to the +5V hole on the motherboard to provide power for the left half.
By the way, I think that the USB header on the motherboard is also more durable than the one on the Teensy itself because it is soldered through-hole.
If it breaks, it could be replaced. Replacing the surface-mounted header on the Teensy would be more difficult.
Maybe the Teensy could have been mounted on the underside of the PCB under the innermost columns, but that would have made case designs more difficult.