Trimming all to shortest length is same as trimming all to wrong length. And trim length is not about bullet contact area. It's about quick neck sealing, and mitigation of carbon buildup at chamber end.
That carbon sooting on your extracted case neck/shoulders represents a sample of what you leave in the chamber. This building and effectively reducing length of the chamber.
When you trim too far from chamber end you setup a lower/easier angle for this blowback to make it's way around necks, reducing sealing consistency, and potentially increasing SDs. Interference with case mouths expanding to carbon buildup can cause step changes in MV/pressure.
When you fire form cases the shoulders normally gain a bit of angle, which pulls necks back, further away from chamber end. So if new cases fit the chamber it makes sense to hold off on trimming until cases are at least formed to what they will be. From here you should consider case design and your planned sizing, for how often you'll need to trim & choose a value closest to -5thou to -10thou of YOUR ACTUAL chamber end(as measured)(not book)(forget any book).