When you have streached to max case length, is a good time to trim and then anneal, I have never set a specific time to anneal cases other than when I notice they have streached to max But I always start new brass trimmed to minimum length. Or trim to min at the first relaoding on factory, I don't shoot much factory. My usual procedude is a buy a lot of 500 pieces or whatever, when I unpack the brass I carefuly inspect each piece, this includes measuring. I then FL size and trim each piece. then devide them into fifty case lots, in MTM boxes. I may break some down into twenty or ten case lots when working up loads. But I keep track of each case and replace it in the fifty case lot it came in originally. That way every thing is always the same or as close as is possible. If I notice one case neck spliting I anneal and trim every case in that lot. Back to minimum I have some botle neck cases that have been loaded ten or twelve times, and near twice that on some straght wall rifle and handgun cases.