Latest Episode

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

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...

Recent Episodes

July 9, 2025

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

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...
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...
June 11, 2025

Using Ads to Monetize Your Podcast

We're shaking things up with a special episode swap! This week, we're bringing you a fun departure from our regularly scheduled programming. Heather Osgood had the privilege of joining Sam Brake Guia on Mics to Millions for a...
May 28, 2025

Cracking Multiformat Success

In this episode of The Podcast Advertising Playbook , host Heather Osgood is joined by Mark Pafume, Vice President of Sales and Customer Success at Podbean. With years of experience guiding creators and brands through the evo...
May 14, 2025

Community Is the New Currency

In this episode of The Podcast Advertising Playbook , host Heather Osgood is joined by Angela Hollowell, Podcast Host and Producer of Honey and Hustle . Angela shares how her podcast centers stories of creative entrepreneurs ...
April 30, 2025

Forever Dog Unleashed: Simulcasts, Sets, and Star Power

Join Heather Osgood as she sits down with Joe Cilio, CEO and Co-Founder of Forever Dog Productions, to explore how the network has evolved over the past decade—most recently with a bold pivot into video podcasting. Joe takes ...

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.