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Looks like the truck has been well cared for and fortunately you have the 11.00R20 tires which are less likely to cause issues compared to old super singles. Where is the truck located? One of us might be able to Uber you from the airport to the truck and assist with any maintenance.

Looking good! Appreciate the accurate markings!

United States of Freight is HIGHLY recommended, but if you go with bubba trucking, make sure they are using a RGN trailer. A drop deck won’t work.

Magnesium wheels came on early M151 Mutt 1/4 ton trucks. People that are restoring these vehicles desire these wheels as the Army started using steel wheels, and these got replaced. I personally don’t think 416s came with those wheels but I was not there in 1961.

Minimum 15 grand. Dumps bring a premium as they usually end up at construction sites.

2900 at 55 mph is roughly what you would see if the 4L80E is in 3rd (direct). Pull codes.

Oh yes, they are notorious for getting pinhole rust holes allowing a troublesome air-fuel mix to get to the engine.

What pressure do you have in the system? If your refrigerant has leaked out, pressure switches will prevent the compressor from coming on.

Look through these TMs for the air brake diagram, will be in a -20 or -34: TM's for the M39 Series 5-ton | SteelSoldiers No clutch brake. Clutch probably needs free play adjustment.

The wrecker body is a transplant from a M108. Engine looks like a transplant from a mil generator set of some type. Looks like some other interesting trucks there too?

Your 6.2 has burned up crankshaft bearings. Time for a GEP 6.5. Or an expensive rebuild of your engine.

Check the connectors coming out of the smart start box for corrosion either on the pins or where the wires are soldered into the pins.

That is a GMC, the wheels are the M211 type. Lots of mods on that one, the entire bed/tank is shop made, the cab top is shop made, the fuel tank is shop made. With the original automatic transmission gone, you have no low range for crawling. Probably all 12 volt converted. GMCs do just fine...

Likely rust particles are getting sucked out of the tank and fouling your fresh rebuilt carb.

That is a CJ, probably a CJ-2A, probably 1947.

MS-24538 TRANSMITTER PRESSURE 24V 60 PSI

Where do the hoses end up on the other end?

Now is the time to send your burnt box to CAMOTEKSYSTEMS.COM and never worry about it again.

That system is called "Budd" and has been around since the 1930's and still used today, thread 3/4-16. Any HD truck supply house will have that lug nut in stock by the bucket full. A good source: Vintage Power Wagons - Vintage Dodge Truck Online Parts Catalog

I would suspect the smart start box. The relays inside probably burned up.