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Fiercely Independent: Podcasting with Purpose with Dave Hamilton

The Anycast with Matt Levine

Release Date: 06/05/2025

ICYMI - 20 Years at the Edge of Tech and Audio with Leo Laporte show art ICYMI - 20 Years at the Edge of Tech and Audio with Leo Laporte

The Anycast with Matt Levine

In Case You Missed It… Legendary tech guru and podcasting pioneer Leo Laporte graces our show, bringing his wealth of experience from a storied career that kicked off in the radio waves of 1976. In an engaging conversation, Leo recounts his transition from a beloved radio tech expert to a trailblazer in the podcasting world with the creation of the TWiT network. With trademark humor and insights, Leo shares tales from the early days of podcasting, underscoring the essential role that community and human connection play in creating compelling media. He also sheds light on the challenges he...

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The Anycast with Matt Levine

Matt Levine chats with Leo Laporte, a podcasting legend and founder of TWiT.tv, an Internet podcast network focusing on technology. They discuss the early days of podcasting, how tech media has shifted, and what it takes to stay relevant when trends change overnight. Learn how to grow a podcast that lasts, why niche matters more than ever, and what most creators get wrong about discovery and audience loyalty. Leo starts by explaining how he became tech radio’s go-to guy. He loved being on-air, but didn’t love the topics people expected from talk radio. So he carved out a space that let...

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The Anycast with Matt Levine

Full episode launches on July 17

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The Anycast with Matt Levine

In Case You Missed It… Gordon Firemark, the esteemed podcast lawyer, joins us for an enlightening discussion on the ever-evolving podcasting industry. Gordon's journey from a mere podcast enthusiast to hosting his own show, "Entertainment Law Update," offers a fascinating backdrop to our exploration of legal intricacies in the digital age. We unravel the complexities of AI-generated content, addressing the thorny issues of copyright and ownership when AI tools repurpose existing materials. Gordon offers invaluable guidance on safeguarding intellectual property, underlining the importance of...

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Matt Levine chats with Gordon Firemark, the CEO of Firemark Enterprises and a leading voice in entertainment law. They discuss the legal side of podcasting, what creators get wrong about copyright, why “fair use” isn’t a free pass, and how to avoid costly mistakes with content and licensing. Learn how to protect your podcast, navigate grey areas, and stay one step ahead as the industry evolves. Gordon shares how a podcast guest spot back in 2006 changed the course of his legal and podcasting career. Learn why saying yes to small opportunities can start something way bigger than you...

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Full episode launches on June 26

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The Anycast with Matt Levine

In Case You Missed It… Meet Dave Hamilton, an iconic figure in the podcasting world, known for his blend of geeky charm and musical prowess. In this episode, we chat with Dave about his remarkable journey from the dawn of the digital age with the Mac Observer in 1998 to his current role as a leader in the podcast space with shows like Mac Geek Gab, Business Brain, and Gig Gab. Dave shares his thoughts on the evolution of podcasting, highlighting the significance of audio quality and the power of fostering a tight-knit community through platforms like Discord. Whether he's discussing the art...

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The Anycast with Matt Levine

Matt Levine chats with Dave Hamilton, Founder of BackBeat Media. They discuss what it really takes to build a podcast—from building community and attracting sponsors to maintaining top-tier audio quality and treating your show like a business. Dave shares hard-earned insights from nearly 20 years behind the mic, including how to get your first 25,000 listeners, why most podcasters quit too early, and what separates the pros from the rest. Learn how to grow your audience, build a sustainable podcasting brand, and create a show listeners genuinely care about. Dave shares how the Mac Geek Gab...

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In Case You Missed It… Podcasting legend Dave Jackson joins us for a captivating conversation that traces his awe-inspiring journey from the early days of podcasting in 2005 to his celebrated status in the industry today. With anecdotes that highlight the global reach of podcasting, including a memorable connection with a listener in Germany, Dave shares the evolution of his career. From launching the School of Podcasting to his impactful roles at Libsyn and PodPage, his story is filled with insights into his professional milestones. We also explore the honor of his Podcasting Hall of Fame...

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Matt Levine chats with Dave Hamilton, Founder of BackBeat Media. They discuss what it really takes to build a podcast—from building community and attracting sponsors to maintaining top-tier audio quality and treating your show like a business. Dave shares hard-earned insights from nearly 20 years behind the mic, including how to get your first 25,000 listeners, why most podcasters quit too early, and what separates the pros from the rest. Learn how to grow your audience, build a sustainable podcasting brand, and create a show listeners genuinely care about.

  • Dave shares how the Mac Geek Gab podcast went from 1,000 to 25,000 listeners, three weeks after Apple added podcasts to iTunes.
  • Dave highlights the two rules that became the foundation of his podcast: always release on time, and never compromise on audio quality. 
  • To him, consistency wasn’t just about discipline, it was a promise to the listener that they could count on the show to show up and sound good every single time.
  • Dave believes poor audio wears people out because bad audio makes it hard to focus, and that makes it harder for your audience to care about you.
  • Dave emphasizes that building a loyal audience is less about numbers and more about ownership. When people feel like the show belongs to them and they’re part of the community, they stick around longer, engage more, and tell their friends.
  • Dave explains the benefits of getting a listener to financially support your show. The moment someone gives you even a dollar, they become twice as invested in following your podcast. 
  • Dave questions the logic of removing ads for paying supporters. He argues that if someone values your show enough to pay for it, they’re also likely to value your sponsors, especially if those sponsors are a good fit. 
  • Mark and Dave explain why your audience shouldn’t feel like they’re being sold to—they should feel like they’re being shown something useful by someone they trust. That’s how sponsorship becomes service, not interruption. 
  • Dave insists on vetting every potential sponsor by asking: Will this resonate with my audience? Can I genuinely get behind this? 
  • If you can’t speak about a product with conviction, your audience will hear it, and the trust you’ve built could evaporate.
  • Dave describes what it means to be a fiercely independent podcaster. 
  • Dave shares a powerful truth about discoverability: most podcast listeners are looking for their next favorite show. The easiest way to get in front of them is to partner with other podcasters, promote each other’s work, and give your audience new voices to trust.
  • Dave reminds us that podcasting is one of the most intentional media formats in the world. 
  • No one stumbles into a podcast; every listener has already opted in, and that level of buy-in makes the connection between host and audience deeply valuable.
  • Dave leans into the concept of 1,000 true fans. He believes that when you build an audience that shows up for you, not just your content, you’re already halfway to financial sustainability. 
  • Dave believes the best podcasters sit in front of the mic because they have something to say, and they say it with conviction. If others listen, great. But the drive comes from within.
  • Dave shares a powerful insight: if one person reaches out, whether to thank you or argue with you, you’ve won. That kind of emotional reaction means they’re invested, and that kind of listener will come back. 
  • Matt and Dave break down the critical early drop-off point for podcasters. 
  • Most people quit before episode 10. But if you can stay consistent for six months, you massively increase your odds of long-term success.
  • Dave draws a line between podcasting and music. A good podcaster, like a good musician, doesn’t just deliver sound—they create a feeling.
  • Dave outlines the traits that define great podcasters: discipline, sincerity, curiosity, and a genuine desire to serve. You don’t need to be a performer—you need to be someone worth listening to.
  • According to Dave, we’re still in the early innings of podcasting. Despite how crowded it feels, the majority of people still don’t listen regularly. That means the biggest opportunities haven’t even hit yet.
  • Dave sees podcasting as the most effective form of modern word-of-mouth. When a trusted voice says, “go check this out,” people act on it. And that’s what makes podcast advertising, done right, so powerful.
  • Dave ends with a message of hope: there are infinite corners of the market still unclaimed—and if you’re willing to show up with consistency and care, one of them can be yours.

 

 

Mentioned in This Episode:

Dave Hamilton on LinkedIn

The inaugural episode of The Mac Geek Gab Podcast

theanycast.com/s2e12