I've discovered that I am confidant with my IWB tucked carry by now, but every new means of carry I try means a fresh round of mirror checks/spousal interrogation (which she LOVES by the way /sarc off).
You get used to methods as you use them. I don't think I'll ever become so arrogant as to throw on a new rig and walk out into the Great Unknown without a quick gander at myself for various "tell-tales".
Try out some tests that I use to speed up the process without sacrificing efficiency:
With a full length mirror, bend over at the waist, squat down, lift both legs (one at a time :), twist your torso, bend your waist in all four directions, raise your arms, extend your arms (sides and front), and do a quick spin-and-look.
Now tuck your shirt back in and try to casually avoid the actions that print your gun!