With all due respect to t6he other folks that have sent you an answer, I have to add a few practical things here....
1) Towing with a tow bar requires the front (steer) wheels of the towed vehicle to track properly behind the towing vehicle in turns. On a dry concrete or asphalt road, this is usually not a big problem. On a dirt or gravel road, the wheels will tend to "plow" rather than follow. This will require you to stop, turn the wheels on the towed vehicle accordingly, and then proceed slowly. Cambered roads also present difficulty in getting the towed vehicle to follow.
2) In most states, it is highly illegal for a person to ride in a towed vehicle. The potential for disaster there should be obvious.
3) the towing vehicle.... the rear end of pickups is notoriously LIGHT!! Keeping the rear wheels on the ground and where you want them could become a problem.
4) The weight differential. Typically the towing vehicle for most flat towing should be heavier than the vehicle being towed. Considerations like brake and tire loading come to mind.
NOW....having said all of that, let me try to put to rest any comparison to LCVs (tractor trailers). A road tractor is DESIGNED to carry a significant portion of the cargo and trailer weight. A road tractor also has brakes and suspension designed to carry the intended loads - and sized accordingly!
I speak from years of towbarring and tractor trailer experience.
My recommendation would be to rent a tow dolly and an appropriately sized truck from Penske or U-Haul and leavde the pickup at home. You will more likely be successful and live to ride another day.