I hadn't heard of the carboard on cardboard trick. I use a 2' piece of 1" pvc pipe that I bought at Home Depot, place it in the back of my suv just inside the door and lift and roll the pin right in.
Dolly - You can buy a nice rubber wheel model at Harbor Freight and a pack of orange ratchet straps. Or you can go to HD or Lowe's and buy an appliance dolly that already has a ratcheting strap built in and a nice runners on the back so that you can pull a pin up or down stairs. Rubber wheels are great for going over grass, but bounce on steps and can go bounce, bounce crash you dropped your pin. Appliance dolly has small hard wheels so doesn't work well on grass, but the pin will be much more secure on the dolly with little risk of dropping the pin.
Labeling the board connectors in the head. For the EBD print a label A5 J3. Looking at page 23 of the manual that's the bottom right connector on the bottom left board (lamp driver). Place the label inside a quart freezer bag, and when you get to the location, place that label on that connector. The wiring harness has all of the connectors in one long length of wire. When you get home plug that connector in. You'll be able to figure out where all of the other connectors go because they can only stretch so far. Now look at the manual for Fire on ipdb and do the same thing.
Remember after getting home and setting up the pins to attach the grounding braid to the EBD head or it won't start a game.