New York City — Ben takes on the Big Apple and a long walk with filmmaker Matt Wolf, all by himself. This episode features a deep dive into Matt Wolf’s career and approach — from his days as a gay teen activist to his new two part series, Pee-wee As Himself, premiering on HBO Max. Matt leads Ben through the streets of the Lower East Side while sharing insights into his unique approach to doc filmmaking, the power of archival footage, and the importance of finishing what you start.
00:00 Introduction and First Impressions
00:44 Technical Difficulties and First Steps
01:18 Exploring the Neighborhood
03:11 Meeting Matt Wolf
05:14 Matt Wolf's Early Career
08:16 The Journey to Filmmaking
14:35 Reflecting on Success and Challenges
16:19 Finding New Stories
17:51 Navigating Construction Noise
18:26 The Art of Documentary Filmmaking
18:59 The Importance of Archival Material
20:56 Pitching and Funding Projects
23:20 Current Inspirations and New Projects
28:15 Challenges in the Documentary Industry
33:06 Passion for Filmmaking
35:29 Advice for Aspiring Filmmakers
36:50 Conclusion and Upcoming Episodes