In 2015, Jason created the top 15 iTunes podcast Think Again, one of iTunes’ Best Podcasts of 2015, Salon’s Intimate Interview Podcasts You Should Subscribe to Now, and INC's "7 Podcasts to Help You Think Differently in 2017". Until 2020 he produced the show and hosted 230+ episodes.

A spontaneous, deep dive into art, science, and culture, Think Again surprises some of the smartest people you know with ideas they're not prepared to discuss. Past guests include Marlon James, Neil Gaiman, Margaret Atwood, Martin Amis, Salman Rushdie,  and Henry Rollins. Mark Hershon of The Huffington Post calls it a “deep and enjoyable listen."