
True Native Media: 10 Years of Building Trust and Scaling Podcast Advertising
The Podcast Advertising Playbook with Heather Osgood

January 14, 2026 · 27 min
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 from the ground up. Together, they reflect on the lessons learned over a de…
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 from the ground up.
Together, they reflect on the lessons learned over a decade in business, the pivotal moments that shaped True Native Media’s growth, and the decisions that changed everything along the way. Heather shares the turning points that mattered most, what surprised her about entrepreneurship, and the things she wishes someone had told her before she ever got started.
This episode is part reflection, part reality check, and part roadmap for anyone building in podcasting, media, or entrepreneurship. Whether you’re just starting out or deep in the work, there’s no shortcut here, just hard-earned insight from ten years in the business.
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Guest: Marty Avallone
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. Marty shares his background and what inspired him to build Ekoz AI, along wit…
Guest: Jason Fishman
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 strategy can drive sustainable growth. Jason shares how building a focused nic…
Guest: Sam Brake Guia
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 strategy, bringing a unique view into how brands and personalities can use …
Partner with top-tier creators and let us design, build, and optimize your podcast campaigns.
Start advertisingJoin our curated network of shows and let our expert sales team scale your ad revenue.
Join our roster