Thanks again everyone for the input!
In my experience a standard dolly is too short for a person up top on the stairs to easily guide it up the stairs with two people below pushing up (in my case the handles of the dolly kept getting stuck on the lip of every step on its way up). Also the rubber wheels, while nice and big, left marks on the stairs.
I did help a friend move a pin (a Hobbit which is heavy) down from a 3rd floor. The upper set of stairs had a wooden floor landing halfway down that was divided by an additional step. While we used an appliance dolly to that point and after, we had good luck using forearm straps to pick up the pin, rotate it 180 degrees in place on the landing, move it down that one step, and then slip the dolly back behind it. The negative was we gouged the wood floor and marred the baseboards in the process. So put down something to protect the wood floor, have an appliance dolly and forearm dolly\straps (I assume a shoulder dolly would work as well), and use a magic eraser to clean up wheel scuffs after.
Also using a hydraulic table with wheels helped get the legs off, wheeled around, and on and off the truck, then lowered down so we could set it on the dolly laying flat on the ground to and strap it on. Just wrap it before putting it on the table so you can wrap it all the way around underneath without the table in the way.
Also, carpet (hard plastic) and hardwood floor (a fuzzy cover) sliders are helpful!