Of course if you have any doubts then tow/haul it.
I've driven my CCKW (think M35 without the diesel engine, and crappier brakes) so I have a few miles under my belt in a very similar vehicle.
I don't think that CCKWs/M35s are horrible to drive. I have been in lifted passenger type trucks that have worse rides/visibility and no one ever questions all the mods to them.
If you are going to live in fear of brake failure then owning an MV is probably a bad choice. They need CONSTANT attention (none of those fancy pants automatic break adjuster) and you have to actually service the thing at every start.
That said, if I was driving along and noticed an issue I would correct it (believe it or not, short of a catastrophic system failure like a snapped crank) most issues can be solved 'in the field' with reasonable safety to get you back... thats why MVs are lacking on creature comforts... more parts = more things to break.
Lastly, short of a deport rebuild you can 'kick the tires' all day long but if a line snaps, a seal fails, or a component breaks its gonna break. Heck even in 2010 with the latest CNC and Robotic assembly techniques cars will break right off the lot... even when there are computers to monitor every system critical to operation... if that parts wants to break, it will.