Thanks, actually, I did ask the local co-op, and the guys there are less concerned than I am. They don't even sell the heavier U-locks and think a Krypto 5/10 or 6/10 with a cable through the front wheel is enough for short stops. I've decided to go a level up.
As for routines, I don't really have one, and I don't keep my bike too squeaky clean either, just so it looks less new.