I bought a Park-it 360 powered trailer dolly. It does not work on soft dirt because to trailer wheels settle in the dirt and make it harder to roll and the tires on the dolly spin because they can't get traction. There is no way the wheels will never get traction rolling over pine needles.
Most of these powered trailer dollies no matter what brand are only good when rolling over concrete or hard packed gravel driveways.
For what you are doing you're better off as suggested to have a front hitch mounted to use as a spotting hitch.
I bought a Park-it 360 to use to move the trailer around in the back yard after pulling in from a private road that runs behind the house. After pulling in using the truck I have to unhitch to move the trailer the rest of the way to the parking spot. I was not able to get traction and had to get help from 2 neighbors and the guy that cut my grass to push the trailer while I guided it with the dolly rolling on 2 x 10s. It didn't work very well on grass or thr bare dirt where a shed used to sit. I'm going to get a steel fabricating shop to make some add on steel wheels with cleats that will dig in and not spin.
I found some steel wheels on the internet that are for walk-behind cultivators and mowers used on hillsides, but they were $800 each and the seller gets them shipped from Italy. I think I can do lots better with a local welding shop.