My 1995 F250 gas truck. overheats going up long hills. Also overheats when pulling a trailer or if I got a load in back.

I would be checking to see if the wheels on trailer are rotating freely.

If when applying the brakes the steering wheel shakes then your front rotors are warped and at the least need resurfaced and most likely the brake pads replaced. But more likely the rotors are too thin which has allowed them to overheat and warp which causes the shaking. In this case new rotors and pads are in order. If when braking tou feel the shaking in the seat of your pants then most likely the rear brakes are the issue. Same problem as the front, warpage, but your rear brakes are most likely drums. Again, possible resurfacing and new shoes; but more likely new drums and brake shoes.

But I wonder? Did this vibrating just start all of a sudden or maybe after a near accident requiring you to brake very heavily and possibly overheat the brakes. Or my main concern, to keep this from happening again, after pulling some type of trailer that you intend on pulling again. Pulling a trailer without its own brakes puts a much heavier load on your trucks brakes and just repairing them won't keep it from happening again if you ARE pulling a trailer. Higher quality rotors/pads/drums/ and brake shoes can help but if the trailer is too heavy for the truck nothing but installing brakes on the trailer or a lighter trailer will stop you from warping them again.

Lastly, in general when you let off the gas and the whole vehicle shakes the driveshaft/u-joints are common causes. Same with the steering wheel if it shakes when letting off the gas, but only on a 4x4 or AWD vehicle. So check your driveshafts and u-joints and make sure they are tight. But unless you find something obvious there I would wait until you have the brakes sorted out and see if that doesn't stop all the shaking.

Good luck!

Sounds like you may have blown a head gasket. Did you check the coolant level to see if it is low ?

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I would check fuel pressure with a gauge at the rail next.

My first thought is the computer is doing it on purpose to save horsepower. Gas engines do this when the driver goes to wide open throttle. But it should not take more than a minute or two after you reach the top of the hill to resume.
I would check with Ford to see if the computer is programmed to do this. If it is normal it should come back as soon as you let off the gas pedal or the need for extra power is gone.
It may be tough to troubleshoot if you can't make it happen in a garage.

You are going to find the pump needs rebuilt

ENGINE AND TRANSMISSION WILL OVERHEAT WHEN YOU HAULING HEAVY LOADS OR PULLING HEAVY TRAILER.CHECK TO MAKE SURE CLUTCH FAN DONT FREE WHEEL WHEN ENGINE HOT.IF SO CLUTCH BAD FREE WHEELING KEEP COOLING FAN FROM LOCKING UP TO COOL ENGINE.MAKE SURE COOLANT LEVEL AND TRANSMISSION FLUID LEVEL CORRECT.

when u are going up a hill this puts a load on the ignition system, this causes any marginal spark plug wires to short to the engine and cause a missfire, this is most likely what is wrong with the truck

Did you get out and lock the hubs? Because that needs to be done but don't leave them locked because you will kill them and your fuel economy.