I don't think soldering's really required. If I was attacking the proposed system, I'd just jam a variation on those nifty miniature usb keyloggers into the path of the usb port itself. If somebody was building devices like this, then somebody else would quickly create such a device that could be quickly slipped into place (possibly even one you could just jam into the usb port without opening the case, like the fake slots that ATM hacks use).
(Or rootkit the "trusted" usb stick)