About once a week. My situation is a bit different than most. I roll my commuter right through the hospital and into the elevator up to my office on the second floor. Because of this, I am extremely vigilant about keeping my bike spotlessly clean. I wipe down EVERYTHING with a microfiber towel and either Pledge or Windex Multi Surface Vinegar every few days. I have the cleanest 17k mile commuter you'll ever see. As part of my routine, I inspect my tires and remove glass chips, wire bits, or anything that looks like trouble. Admittedly, it's a bit over-the-top but it keeps me out of trouble with staff and bicycle surprises.
-Kedosto