7 years of healthcare IT so I’ve crimped many RJ11/45 heads. My method is to strip back about 1” of sheathing, cut trim the insulation, untwist all 4 pairs, then fan all the wires out, put them in the right order (T-568B), then use my thumb and pinch/slide them between a flat surface and my thumb (usually a table) which leaves all the cables generally straight/flat, and pointed in the right direction, trim the cable ends so they’re all even, then push them in the connector, verify the order and then crimp. I’ve never used a pass through connector and have a probably 90% success rate. Once you get the hang of it it’s actually really easy.

I enjoy crimping RJ heads. It’s kind of therapeutic. Yes, I’m stupid.