My commute is hampered by New Circle Rd, a large bypass road that pretty much divides Lexington into hub and rim sections. I'm a mile to two miles outside the hub now and that narrows my initial options to a handful of routes. The more direct ones are shorter but I go out of the way to take advantage of a bike trail. Once you're inside New Circle there's generally more options but I work essentially downtown so at that point the choices end up being variations of the same rush hour traffic.
I'd love to live somewhere I could actually find lots of short cuts, though.