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 media in 2026, including AI-generated shows, human voice and video cloning, creator burnout, YouTube’s influence on podcast identity, Apple’s HLS video podcast direction, and why human trust may become the most valuable asset creators have left.

Rob and Dave bring decades of experience to this discussion.

Both have seen podcasting shift through multiple technology waves, from the early RSS era to platform consolidation, video podcasting, AI tools, and the rise of creator-led media. That history makes this episode a practical and honest look at what indie creators need to do now to stay relevant, trusted, and discoverable.

What does this episode cover?

Can independent podcasters still succeed in a noisier, more competitive market?

What does “winning” even mean now: downloads, money, trust, community, authority, or sustainability?

Why the Podpage and School of Podcasting connection matters for podcast education and creator websites

Why podcasters need a home base beyond social platforms and YouTube

How AI is changing show notes, images, writing, research, production, and creator workflows

Why AI-generated content should not all be treated as spam, but fraud and abuse must be addressed

How human storytelling, lived experience, and trust help creators stand apart from AI content

Why video is becoming harder to ignore, but audio-only creators should not panic

How YouTube has changed public perception of what a podcast is

What Apple’s HLS video direction could mean for audio, video, RSS, and creator workflows

Why websites, email lists, communities, and audience ownership still matter

How indie creators can avoid burnout while adapting to new media expectations

Key Takeaways:

Indie podcasters can still win, but the definition of winning has changed.

Creators need more than a microphone and a media host. They need clarity, a trusted point of view, a website, a distribution plan, and a realistic path to audience growth.

AI is not going away. The smartest creators will learn how to use it without losing their human voice.

Video will continue reshaping podcasting, but not every creator has to become a full-scale video studio overnight.

Human-created content still has a powerful advantage when it is rooted in story, experience, transparency, and trust.

Websites are becoming more important again because creators need a stable home base that is not controlled by a single platform.

Podcast education matters because the barrier to starting is low, but the barrier to standing out is much higher.

Guest

Dave Jackson
Founder, School of Podcasting
Head of Podcasting, Podpage.com
2018 Podcast Hall of Fame inductee
Author of Profit From Your Podcast

Dave Jackson has been helping creators launch and improve podcasts since 2005 through the School of Podcasting. He is also Head of Podcasting at Podpage, where he supports podcasters using websites as a central hub for discovery, audience ownership, and long-term growth. (The School of Podcasting)

Guest links:
School of Podcasting: https://www.schoolofpodcasting.com/
Podpage: https://www.podpage.com/
Dave Jackson: https://davidjackson.org/
Podcast Consultant: https://www.podcastconsultant.com/

Host

Rob Greenlee
Host, The New Media Show
Podcast Hall of Fame inductee
Chairperson, Podcast Hall of Fame
Founder, Trust Factor Lab and Adore Network
Co-Founder, Passion Struck Network

Host and show links:
New Media Show: https://newmediashow.com/
Rob Greenlee: https://robgreenlee.com/
Podcast Hall of Fame: https://podcasthall.com/
Adore Network: https://adorenetwork.com/
Trust Factor Lab: https://trustfactorlab.com/
Passion Struck Network: https://passionstrucknetwork.com/
Rob on LinkedIn: https://www.linkedin.com/in/robgreenlee/

Bottom Line in this Episode:

This episode answers a major creator economy question for 2026: Can indie podcasters and independent media creators still compete as podcasting becomes more professional, more video-driven, and more influenced by AI?

Rob Greenlee and Dave Jackson explain why the answer is yes, but only if creators evolve. The winning indie creator now needs a clear purpose, a strong human voice, trusted expertise, a discoverable website, owned audience channels, thoughtful use of AI, and a strategy that works across audio, video, search, social, and community.

The episode is especially useful for podcasters, YouTube creators, podcast consultants, media educators, creator economy leaders, podcast hosting companies, AI media startups, and independent showrunners trying to understand the next phase of podcasting and new media.

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