I semi-cram mine in -- not much else one can do with 8x10 and especially 11x14. My 4x5 has the bail back. A finger on the GG and one on the bail handle and that is easily opened without moving the camera, then locks into place fully open if I wish. The camera is 2.5 pounds so it can otherwise be easily moved without much force.
For non-bail such as my 110 year old 5x7, I introduce the holder to the camera back by holding the film holder in one hand and opening the back for the holder with the other. The back is opened using counter forces -- as a finger(s) pushes the back open (GG frame), a finger(s) is putting the same force in the opposite direction on the camera body...no camera movement.
Once the holder in fully in the opening of the back, the hand not holding the holder goes to the opposite side of the camera back and that had supplies the opposite force to the other hand sliding in the holder. As the holder's light-trap/ridge approaches the back, the fingers of the hand pushing the holder supply counter-forces on the back and holder to lift the holder off the back slightly to clear the ridge. 11x14 varies a bit due to size (not a lot of one-handing the holder!)
I figure the more you slide holders in slicker the wood will get. I would avoid any wax or lube that will pick up dirt, transfer to the holders, and get on one's hands in the field
Do it a few thousand times with different camera styles and sizes and it becomes automatic. I have to recompose much less often now!
Edited to add -- I do a visual check to see if the holder is inserted all the way, and give a slight tug on the holder to make sure the light-trap ridge is well-seated in the camera back. These are habitual double-checks in case of a possible prior piss-poor performance. On a particular important image and often just for the halibut, I will check the GG after I have exposed the film...just to see if the camera has moved -- perhaps due to not double-checking the tightness of all the various controls on the camera, head, and pod. And since I am there, might as well check if there is a good image behind me...