Ken studied at Cal Arts with a double major in art and animation, and later worked in the video game industry as a level designer for companies like WayForward Games and Activision, where his credits include Jake Long the American Dragon and Enemy Territory: Quake Wars, among others. O’Brien is a longtime Apple guru, working as a personal instructor of Apple software and products after his career in video games. In 2010 O’Brien started his own art blog, LunchBagDad, which features hand-drawn and painted lunch bags he initially created for his daughters.