Episodes

The Signals Shaping Podcast Advertising in 2026
May 6, 2026

The Signals Shaping Podcast Advertising in 2026

In this episode of The Podcast Advertising Playbook, Heather Osgood sits down with the team at Magellan AI to unpack the insights behind Beyond the Buy: Smarter Podcast Advertising for 2026 , a new guide exploring how data, a...

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Building in a Regulated Space: What Kids & Family Podcasting Teaches Us About Advertising
April 29, 2026

Building in a Regulated Space: What Kids & Family Podcasting Teaches …

In this episode of The Podcast Advertising Playbook , host Heather Osgood sits down with Jed Baker, former CEO of Starglow Media and now Head of Audio at SuperAwesome. Jed shares the story behind building Starglow into a lead...

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Inside the Mind of a Growth-Focused CMO
April 15, 2026

Inside the Mind of a Growth-Focused CMO

In this episode of The Podcast Advertising Playbook , host Heather Osgood sits down with Rich Smith, Founder of Rich M Smith Growth Studio, to unpack what today’s most effective marketing leaders actually care about when it c...

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Live from SXSW: How AI Agents Are Reshaping Podcast Operations with Podstock
April 1, 2026

Live from SXSW: How AI Agents Are Reshaping Podcast Operations with P…

In this special live episode of The Podcast Advertising Playbook , recorded at Podcast Movement Evolutions during SXSW, host Heather Osgood sits down with the team behind Podstock to explore how AI is beginning to transform t...

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Beyond Downloads: Rethinking Podcast Measurement
March 18, 2026

Beyond Downloads: Rethinking Podcast Measurement

In this episode of The Podcast Advertising Playbook , host Heather Osgood sits down with Jonas Woost, Co-Founder of Bumper, to explore how podcast measurement is evolving beyond traditional metrics. Jonas shares how shifting ...

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The Power of the Middle
March 4, 2026

The Power of the Middle

In this episode of The Podcast Advertising Playbook , host Heather Osgood sits down with Brian Conlan, President of DAX US, to explore how programmatic buying is reshaping the podcast advertising landscape and why mid-tier an...

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Attribution in the Age of Audio and Video
Feb. 18, 2026

Attribution in the Age of Audio and Video

In this episode of The Podcast Advertising Playbook , host Heather Osgood sits down with Bryan Barletta, Founder of Sounds Profitable , to discuss how podcast attribution has evolved and what measurement really looks like in ...

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Is There a Place for AI-Generated Host Reads?
Feb. 4, 2026

Is There a Place for AI-Generated Host Reads?

On this episode of the Podcast Advertising Playbook, Heather Osgood sits down with Marty Avallone, CEO of Ekoz AI, to explore the growing conversation around AI-generated, voice-cloned host-read ads in podcast advertising. Ma...

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True Native Media: 10 Years of Building Trust and Scaling Podcast Advertising
Jan. 14, 2026

True Native Media: 10 Years of Building Trust and Scaling Podcast Adv…

To mark 10 years of True Native Media, VP Nick Gryniewicz steps in as guest host to sit down with founder and CEO Heather Osgood for an honest conversation about what it really takes to build a company in podcast advertising ...

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Why Focus Wins
Dec. 17, 2025

Why Focus Wins

In this episode of The Podcast Advertising Playbook , host Heather Osgood sits down with Jason Fishman, Co-Founder and CEO of Digital Niche Agency (DNA), to explore how specialization, podcasting, and thoughtful marketing str...

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Guesting, Booking, and Brand Awareness, Oh My!
Dec. 3, 2025

Guesting, Booking, and Brand Awareness, Oh My!

In this episode of The Podcast Advertising Playbook, host Heather Osgood sits down with Sam Brake Guia, Co-Founder of Podwritten and host of Mics to Millions. Sam works at the center of podcast guesting, booking, and creator ...

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Where Influencer Meets Audio
Nov. 19, 2025

Where Influencer Meets Audio

This week, host Heather Osgood sits down with Steve Rock , a leader in the influencer and creator marketing space, for a conversation that bridges two worlds advertisers often treat as separate: podcasting and influencer mark...

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From Ears to Eyes: How Video Is Reshaping Podcast Advertising
Nov. 5, 2025

From Ears to Eyes: How Video Is Reshaping Podcast Advertising

In this episode of The Podcast Advertising Playbook , host Heather Osgood sits down with Matt Drengler, Head of Partnerships at Podscribe, to explore one of the hottest questions in the industry today: how video is changing p...

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Driving Innovation in Podcast Advertising with Greg Glenday of Acast
Oct. 22, 2025

Driving Innovation in Podcast Advertising with Greg Glenday of Acast

In this episode of The Podcast Advertising Playbook, host Heather Osgood sits down with Greg Glenday, CEO of Acast, the world's largest independent podcast company. These two industry experts talk about growth, monetization a...

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The Problem with Category-Based Ad Buying
Oct. 15, 2025

The Problem with Category-Based Ad Buying

In this episode of The Podcast Advertising Playbook, host Heather Osgood shares why choosing shows by category isn't the best advertising strategy, and what to do instead. In this episode, you will hear: Why choosing shows by...

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Unlocking Programmatic Potential with AI
Oct. 8, 2025

Unlocking Programmatic Potential with AI

In this episode of The Podcast Advertising Playbook, David "DK" Krulewich joins host Heather Osgood to talk about the value of programmatic ads, and how AI powered ad tech can help maximize both reach and revenue. David Krule...

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Growing Your Audience: The Power of Cross-Promotion
Sept. 24, 2025

Growing Your Audience: The Power of Cross-Promotion

In this episode of the Podcast Advertising Playbook, host Heather Osgood sits down with Lauren Passell, Founder and CEO of Tink Media, a podcast growth and discovery company. Lauren shares how creators can grow their audience...

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Creating for Kids: Why Video Matters for Young Audiences
Sept. 9, 2025

Creating for Kids: Why Video Matters for Young Audiences

On this episode of The Podcast Advertising Playbook, Heather Osgood sits down with Lynn Kestin Sessler, Executive Producer behind children’s podcasts and video content for Nickelodeon, PBS, and FableVision. With deep experien...

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Inside Talent Development
Aug. 19, 2025

Inside Talent Development

In this episode of The Podcast Advertising Playbook , host Heather Osgood is joined by Jeff Stormer, Talent Development Manager at True Native Media. With nearly a decade of experience in podcasting, Jeff brings a creator-fir...

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Sound Decisions: How Creative Testing Elevates Podcast Advertising
Aug. 5, 2025

Sound Decisions: How Creative Testing Elevates Podcast Advertising

In this episode of The Podcast Advertising Playbook , host Heather Osgood welcomes Scott Simonelli, Founder and CEO of Veritonic, the leading audio intelligence platform. Scott shares how creative testing empowers brands to p...

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Beyond the Feed: How Influencer Marketing is Shaping Podcast Advertising
July 22, 2025

Beyond the Feed: How Influencer Marketing is Shaping Podcast Advertis…

In this episode of The Podcast Advertising Playbook , host Heather Osgood sits down with Ed Fuller, CEO and Founder of Media Bodies, an influencer marketing agency bridging the worlds of social media and podcast advertising. ...

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The Big 2-0-0: Highlights, Hits, and Hot Takes from the Playbook Archives
July 9, 2025

The Big 2-0-0: Highlights, Hits, and Hot Takes from the Playbook Arch…

In this milestone 200th episode, host Heather Osgood takes a look back at some of the most defining conversations and insights shared over the years on The Podcast Advertising Playbook . From the early days of educating marke...

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From PR to Podcasting
June 25, 2025

From PR to Podcasting

In this episode of The Podcast Advertising Playbook , host Heather Osgood sits down with Chris Norton, Founder and Managing Director of Prohibition PR and host of Embracing Marketing Mistakes . With a deep background in publi...

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Using Ads to Monetize Your Podcast
June 11, 2025

Using Ads to Monetize Your Podcast

In this special episode swap, Heather Osgood joins Sam Brake Guia on the Mics to Millions podcast for an insightful conversation about what it really takes to monetize a podcast through advertising. As the founder of True Nat...

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