Use extra light concealer on the outside of eyes to brighten up and reflect light around eyes. Very light or white highlight in shadowy areas like deep lines will have the same effect. Benefit's Lemon-Aid works very nicely for this purpose.
My Routine:
I can usually do a full-scale makeup in 20-30 minutes. Hair is a major episode -- 1-1/2 hours from wash to fully styled. Dressing is about 20-30 minutes.
My Horror Story:
I've been known to walk out the door with mascara on one eye or major spots of concealer that I've forgotten to blend in.