Hosted the popular ESPN series Cheap Seats alongside his identical twin brother Randy Sklar. The brothers have also appeared in such TV shows as Comedy Bang Bang, CSI, Childrens Hospital and It's Always Sunny in Philadelphia.
In 1997, he and Randy wrote and starred in an MTV sketch entitled Apt 2F.
He made an appearance without Randy on an episode of the HBO comedy series Curb Your Enthusiasm.
He and his brother grew up in St. Louis, Missouri and attended the University of Michigan where they joined the Alpha Epsilon Pi fraternity. He married fertility therapist Dr. Jessica Zucker; they have a son and a daughter together.
The twins collaborated with fellow comedian Nick Kroll on the Streamy Award-winning web series Layers.