Jenna Weiss-Berman is a trailblazer in the podcasting world, known for co-founding Pineapple Street Studios. Pineapple Street is a critically acclaimed podcast production company that has created some of the most talked-about and award-winning podcasts, including “Missing Richard Simmons,” “Wind of Change,” and “The Catch and Kill Podcast.” The studio earned a reputation for its innovative approach to storytelling, often blending investigative journalism with compelling narratives to engage listeners on a deep level.
In 2019, Pineapple Street Studios was acquired by Entercom, now known as Audacy, where Weiss-Berman served as Executive Vice President of Podcasts. In this role, she oversaw Audacy’s podcast network and studios, including Pineapple Street Studios and Cadence13, focusing on strategy and developing new podcast content and distribution partnerships.
In February 2025, the former Audacy executive further cemented her influence in the industry by joining Amy Poehler’s Paper Kite Productions as their Head of Audio. Weiss-Berman has risen to the top of the podcasting food chain not by making the loudest noise but by amplifying the right voices, and it will be fascinating to see where she steers Paper Kite Productions next.
