Take a look on the video. On this video, Tillman the skateboarding dog in the iphone commercial enjoys a day of skateboarding at Venice Beach. Very cute dog. How all these started? Tillman was born in June of 2005. He became a part of a family that included a boy, a rottweiler, Stoli, and a mixed breed rotti, named Teddy. The boy and Stoli loved to skate and once Tillman got a feel for it he never stopped. Since then Tillman has loved to skate and now that Stoli and Teddy have passed Tillman keeps their memory alive and just keeps getting better and better at skateboarding.