Levin fell backward into improv in winter of 2002 when he enrolled in improv class at iO (formerly Improv Olympic) in Chicago. One class led to two and a year later he graduated the program a better, happier person convinced that improv can change the world for the better.

In 2005 he moved to Los Angeles to pursue an acting career and voice-over career. He continued to perform, coach and teach improv at iO West, Westside Comedy Theater and American Music and Dance Academy (AMDA). In 2009 Levin and Annie teamed up to create the show NOW? and toured internationally at theaters, festivals, Universities and schools and in 2013 NOW Improv opened a studio of its own in LA and thrived during its two years. Due to the demands of their growing family, they decided to shutter NOW improv theater and were hired as Co-Directors of Education for Mi’s Westside Comedy Theater where they were tasked with writing and designing a unique improv curriculum, training the faculty and helping grow the community.

In 2018 Annie and Levin have moved again, this time to Bozeman, MT where they opened Last Best Comedy, Montana's first and only dedicated comedy venue. Together they are thrilled and honored to share their improv and comedy experience with this incredible town and they remain convinced that improv can help change the world for the better.