Make sure you have no high spots in the lines. Think of a P trap under your sink, except upside down. This would trap air and nothing would get it all out.
There are some options. I just fill the master and pump while opening and closing the bleeder. I put pressure on the handle, crack the bleeder, pump and hold, then close bleeder and let go of the handle. It can be slow but it has worked very well for me. Even with a completely dry system. Just make sure the master never runs low or more air gets into the system.
Another option is the same method but to use speed bleeders. These install in place of the old bleed nipple. Crack them about 1/4 turn open and pump away.
Another option is a mityvac. This attaches to the bleeder and suck the fluid through. Very quick and easy.
After that, a large syringe can be used to push the fluid into the system through the bleed nipple. Also fast just needs a bit of work when connecting the hose to the nipple.
If you have trouble with air stuck, pump slowly. Fast pumping breaks big air bubbles into small bubbles that are very hard to get out.
NEVER let the master run dry, always keep fluid in it.
Once fluid is in, if there is a slight sponginess, use a rubber band or something and pull the lever back and tie it there. Leave it overnight with the cap on but not tightened down. This helps air to come up and surface but still keep crap out of the fluid.
The ride IS the adventure. The destination is just to get gas!