Latest Episode

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...

Recent Episodes

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...
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 ...
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...
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...
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...
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...

About the Host

HEATHER OSGOOD Profile Photo
HEATHER OSGOOD

Founder

Heather Osgood is the founder of True Native Media, a boutique podcast representation agency specializing in podcast advertising. With an extensive background in radio advertising and a love for podcasting, Heather was uniquely positioned to start an agency that could help advertisers get better results and assist podcasters in finding sponsors.

She is an influential voice in the podcast advertising space and has sold over 60K ads in six years. Heather is also the Podcast Moneymaker's creator, a course designed for podcasters who want the formula, tools, and tactics to get advertisers in 6 weeks.

Heather can be credited for contributing her expertise to major podcasting events like Podcast Movement, PodFest, and more. She is the host of The Podcast Advertising Playbook, a show dedicated to educating anyone interested in podcast advertising.

When Heather is not playing matchmaker to brands and podcasts, you will find her hiking and spending time with her family at the beach.