Jacking up on the passenger radius arm always did the trick when changing the oil on my buddies ‘19I have not had issue getting it threaded on mine. It seems to be the easy part of the process. Maybe my arms are long. I seem to recall using my left hand to shimmy the filter up until I can get my right hand under it, at which point the right hand does the spin while lifting move.
Perhaps put a jack under the passenger radius arm jack point and lift up a few inches to raise that corner of the truck while allowing the suspension to droop.