Hey all,
Rick is correct, do not lift tire off the floor. The weight of the fluid going in will break the bead every time. Leave it on the ground with the weight supported enough to keep the shape of the tire when full of air and don't let it sag. Think of a water balloon, the weight of the water changes the whole shape of the balloon or tire. You will never get it to fill with it off the ground. Second, you have to maintain a little pressure in the tire to help keep it's shape. The pump will build up pressure as it fills which you will have to bleed off as you go.
This is really something you have to learn by doing. With the correct equipment it normally takes about 20 minutes a tire to fill and set your pressures.
Good Luck
Dave G.
KiotiDave