This is not intended to sound like a smart a$$ answer but the real thing to decide is how good do you want yer ammo to be? If you roll crimp trimming to the same length is very importand or you will have uneven crimps. Worst case some could buckle when being crimped, some could end up with a light crimp. When someone tells me the had a malfunction cause a bullet slipped down into the case in the magazine of their rifle I just think to my self, sloppy loading practice.
The best solution is a taper crimp die or one of the Lee factory Crimp die (yes it is a taper crimp)
These are more forgiving on case length. Every pistol round I've loaded in the last 15 years for myself has been taper crimped. One thing here, many think a roll crimp holds tighter, this is not true and in some cases can be the reverse.
For CAS a taper crimp will save trimming and time. Since I am not really a CAS shooter, just Long Range, favorite Ruger is a field carry piece. All brass is trimed, champhered and sized when I get it and the length is checked from time to time, 35,000 psi loads seem to stretch brass a slight bit.
Remember I just might want to take a 100 yard shot at a coyote, I want the ammo I carry to be the best I can produce. CAS shooting don't need perfect ammo, but I can tell you from almost 30 years of reloading ammo, 99.9% of ammo malfunctions are the fault of the person that reloaded the ammo.