Can Indie Podcasters and Media Creators Still Win? | Dave Jackson #661

About this episode

Rob Greenlee and Dave Jackson discuss the challenges and opportunities for indie podcasters in the evolving creator economy.

On Episode 661 of The New Media Show , host Rob Greenlee , 2017 Podcast Hall of Fame inductee, Chairperson of the Podcast Hall of Fame , and longtime new media executive, is joined by Dave Jackson , 2018 Podcast Hall of Fame inductee, founder of School of Podcasting , and Head of Podcasting at Podpage.com , for a deep conversation about whether independent podcasters and media creators can still win in today’s rapidly changing creator economy. This episode centers on a question many creators are quietly asking right now: Can indie podcasters still grow, monetize, and build trust in a market being reshaped by video, AI, platform control, and professionalized media production? Rob and Dave discuss the recent combination of Podpage and School of Podcasting , why podcast education matters more than ever , and how websites, email lists, communities, video, RSS, and AI-assisted workflows are becoming essential parts of a creator’s survival strategy. Dave joined Podpage as Head of Podcasting in 2024 , and School of Podcasting has been helping creators launch, grow, and monetize podcasts since 2005. The conversation also moves into some of the biggest issues facing podcasting and new…

People in this episode

Host: Rob Greenlee

Guest: Dave Jackson

Topics covered

• independent podcasters
• creator economy
• podcast education
• AI in media
• monetization strategies
• creator burnout
• trust in media

Keywords

• indie podcasters
• media creators
• podcast growth
• monetization
• AI-assisted workflows
• creator trust
• video influence

Mentioned in this episode

Organizations: School of Podcasting, Podpage.com, Apple, YouTube

More episodes of New Media Show (Audio)

• Are Podcast Networks becoming Creator Networks? | Greg Wasserman #666 · June 8, 2026 · 1h 23m
• What Is New Media Now vs Podcasting? | Ashley Christenson / @Ashni #665 · May 31, 2026 · 1h 20m
• How Creators Are Using AI Agents to Work Smarter | Mike Russell #664 · May 24, 2026
• When AI Content Stops Looking and Sounding Artificial | Jeanine Wright + Robert Scoble #663 · May 21, 2026 · 1h 37m
• Can Human Critics Improve Podcast Discovery? | Imran Ahmed, Great Pods #662 · May 7, 2026 · 1h 32m
• Libsyn’s Next Chapter: Podcast Hosting, Video, Monetization, RSS and API | Brendan Monaghan #660 · April 23, 2026 · 1h 1m