In 2006, he was the Youth Speaks Grand Slam Poetry Champion. In 2011, he was a featured guest on The Ellen DeGeneres show. Watsky’s social media presence made him one of only twenty-three artists titled the “The Next Big Sound,” as a “Big Sound of 2011”, alongside Mac Miller and Skrillex. By 2014, he was on an international tour spanning all of North America, Australia, India and Europe.