Woliner attended Pelham Memorial High School and for higher study at Sarah Lawrence College from 1998 to 2000 before dropping out to pursue a directing career.

After leaving school, Woliner began making films and videos, both on his own and with comedians in New York, which led to the formation of Human Giant.

The first three Human Giant videos ("Shutterbugs", "Illusionators", and the "Shittiest Mixtape Boombox Blast") caught the eyes of executives at MTV, who offered the group a pilot.

Woliner has directed episodes of Fox's The Last Man on Earth, NBC's Parks and Recreation, and Comedy Central's Nathan for You and Jon Benjamin Has a Van, among others.

In 2020, he directed the comedy film Borat Subsequent Moviefilm, and won a Golden Globe for Best Motion Picture with Sacha Baron Cohen.