You people mock him, but its a LINCOLN TOWN CAR.
Lets look at the specs:
Ford V8. Around 200 hp with a bit less that 300 ft/lb of torque.
Body on frame.
Steel Construction. Curb weight is between 4000 and 5000 pounds
Rear wheel drive. I think it has a Ford 9 inch solid rear axle.
Large Interior and exterior dimensions. It's 18 feet long. Just 5 feet shorter than a deuce.
Oversized braking system.
It's basically a 4.6L Ford Pickup truck in car form. This is a vehicle they routinely cut in half and weld a bunch of steel in between the two halves to make a limo. This is a vehicle since 2003 has been available with 'ballistic protection' from the factory.
I think towing a military trailer with it would look a bit goofy, but these things are monsters, I have no doubt it would do it.
The M105 is a 1.5 ton trailer not a 2.5 ton trailer, it's meant to go behind a 2.5 ton truck, it'll hold 3000 offroad, 5-6000 on road, it's meant for the deuce.
The M101 is a 3/4 ton trailer this is the trailer I feel like this is good for both the suburban or the town car, it's meant for the Humvee. Some of them have surge brakes. I've never seen one towed by a deuce, I would imagine it looks silly.
The M416 is more obsolete than the other trailers. I don't believe it has brakes, surge or otherwise, and it's not particularly stable. Just like the M38 it likes to be rubber side up.