According to the video, the airplane spent the night on the road. The next day, they tried to get the plane on a roll back but the plane's wheels wouldn't fit on the truck. The pilot put gas in the plane and got permission from someone, ( I don't know who ) to take-off from the road. The pilot was faced with the decision of either taking the wings off and putting the plane on a truck, or try to fly it out.
Before being too harsh on someone who made some obvious mistakes, lets look at some of the thought process that humans go through when something like this happens. Running out of fuel is bad, I don't care who you are, there is no excuse for exceeding the endurance of the aircraft. Since running out of fuel does show bad judgement, the pilot probably knew that the FAA was going to have a talk with him for exhausting his fuel and landing on a road. Fines or suspension can result, so the pilot is thinking about this. The pilot tried the easiest method of removing the plane which was to put it on a roll back and carry it the three miles to the airport. The airplane wouldn't fit on the truck.
The next thought is taking the wings off the plane and putting it on a truck. This will take a lot of time, a lot of expense, and more scrutiny. The solution the pilot comes up with is the least to likely cause additional scrutiny if the take-off is successful, and deal with the FAA with the airplane sitting on the ramp wings still attached, no harm.
I am not saying that I agree with his thought process, I am saying that I understand his thought process. As I said, I feel for the guy.