I have a piece of cardboard I keep in the back of the truck, truck has a hard folding cover on it. I tilt the pin towards the tail gate and just lift it up while sliding it into the bed. Much easier to load than the video games I have.

Sit it on end infront of the bed. Tip it onto the side so it is leaning on the truck bed. Then pick it up and slide it in. Don't hurt your back, get help if you need it.

put pin almost parallel to the tailgate. fold head down. Pin will be close to balanced on a flat surface. remove 1 back leg closest to the tailgate. then lift rear of the pin and swing it up and on the tailgate. Be careful when you are swinging the pin on you don't put too much stress on the front legs. If you feel confident, you can control the pin, maybe leave the front legs on pin skates so it will move a little easier. move onto the next back leg.

I have a liftgate on my truck and I always remove the legs on the pins when I transport. I have seen operators with liftgates transport them with legs on and every time I see them ratchet the pin down to hold it into place, I think that cant be good for it..

also make sure the playfield is covered so you don't let the sun melt ramps and plastics.

Use reeds or small pvc piping to slide having stuff in and out of your truck. They do that coffins at above ground tombs and it takes almost no effort to slide a coffin in with them.