Latest Episode

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 ...

Recent Episodes

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 ...
April 23, 2025

Love Is Blind, But Ads Shouldn’t Be – A Podcast Advertising Playbook Special

On this solo episode of The Podcast Advertising Playbook , Heather Osgood dives into the world of podcast advertising through the lens of reality TV’s favorite matchmaking experiment— Love Is Blind . Spoiler alert: when it co...
April 16, 2025

Rewriting the Podcast Ad Playbook with Hetal Patel of iHeartMedia

This week on The Podcast Advertising Playbook , host Heather Osgood sits down with Hetal Patel, President of Ad Intelligence at iHeartMedia, to unpack how data, technology, and strategy are shaping the next era of podcast adv...
April 9, 2025

Ad It Up: Podcasting with the IAB

This week on The Podcast Advertising Playbook , host Heather Osgood sits down with Matt Shapo, Director of Digital Audio and Video at the IAB, to explore the evolving landscape of podcast advertising—from emerging tech to evo...
March 26, 2025

Inside the Calm: Kirk Martin on Podcasting, Growth & Sponsorships

This week on The Podcast Advertising Playbook , host Heather Osgood sits down with Kirk Martin, host of The Calm Parenting Podcast , to pull back the curtain on what it takes to build a successful show while staying true to y...

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.