Quoted from SantaEatsCheese:You are not going to take 270#s of weight all at once. My experience is from a minivan, but in general you slowly slide out the pin until it just starts to tip and then slowly let it down while pulling out. Put a moving blanket on the ground if you are worried. At no point are you expected to take the entire weight of the pin. You are just slowly letting it down and tilting it on it's bottom.
This is how I would do it. Won't hurt it. I've done regular pins out of the box this way by my self. Most of the weight is leveraged between the tail gate and then the ground fairly rapidly. With you and the wife it should be easy . Also I use a residential dolly every time I move a pin and have never had a problem. Make sure the tires are pumped up otherwise it will be even harder.