Accessory brakes would come in handy here.
You do not want good brakes in that sort of set up. If things get out of hand, the best thing to do is accelerate, or even better is to drive like you have very poor brakes, the T is an ideal towing vehicle in that case.
Brakes would be good. He's gonna need a Ruckstell or something if he tries any kind of a grade at all!
The 'trailer' in front appears to be concrete mixer.
Frank, It's a Mobile Mafia shoe Salesman's rig.
Good one Jay: My father had one of those mixers, and he changed it over to rubber tires and PTO drive from a tractor. It could pour a carload of cement a day, but an unbelievable amount of work. Thank you for posting all the great photos from the past
Looks like very flat country, probably southern Illinois. Back when I was a road driver we use to call that part of the country table top driving.
PS: maybe they are starting to pave US Route 66