Podcast Advertising Playbook

This week on The Podcast Advertising Playbook, Heather Osgood sits down with Pete Jimison, CEO of Frequency, and Sean Howard, CEO of Flightpath Software, to discuss how predictive intelligence, centralized marketplaces, and smarter inventory management are reshaping podcast advertising.As podcasting continues to mature, publishers and advertisers alike are looking for more efficient ways to forecast inventory, reduce unsold opportunities, and build stronger long-term campaigns. Pete and Sean unpack how the new integration between Frequency and Flightpath aims to solve some of the industry’s biggest operational and revenue challenges while creating a more connected ecosystem for buyers and sellers.In this episode, we cover:Why unsold podcast inventory remains such a major industry challengeHow predictive planning and forecasting are changing campaign strategyThe shift from simply filling ad spots to managing long-term yield and opportunityWhat greater transparency and centralized marketplaces could mean for advertisers and publishersHow the industry can balance automation and efficiency with the long-term value of host-read advertisingIf you’re interested in where podcast advertising operations, planning, and monetization are headed next, this is an episode you won’t want to miss.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 and expansion, and how podcasts are leading the charge in innovative advertising. Tune in to hear: How Acast supports creators and advertisers from start to finish How global expansion is helping advertisers and creators reach larger audiences The nuances in podcast advertising compared to other broadcast channels such as radio Greg's predictions for the next wave of innovation in the podcast industry If you are interested in finding out how you can capitalize on the engagement of podcasts with podcast advertising, this episode is one you won't want to miss.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 Krulewich is the CEO of Mission Media, a company dedicated to driving influence through independent voices. Leveraging the power of audio, CTV, podcasting, and social media, Mission Media connects brands with consumers in the most impactful ways - reaching audiences at meaningful touchpoints through a marketplace of over 100 independent influencers. By harnessing AI-driven contextual targeting, Mission Media enables advertisers to align their messaging with the right content, ensuring powerful brand storytelling and measurable marketing success. In this episode, you will hear: Key differences in host-read ads and programmatic ads Why creators and advertisers should include programmatic in their campaigns How to leverage your back catalog to increase inventory and monetization potential How to drive impact and influence using the latest in programmatic technology Factors that impact overall yield and CPMs through targeting If you're a creator looking for new ways to monetize, or an advertiser looking to add programmatic ad reads to your strategy, this one is for you. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 experience in both traditional media and digital storytelling, Lynn shares her perspective on creating engaging, age-appropriate content for younger audiences—especially on video-forward platforms like YouTube. She breaks down the unique challenges and opportunities of reaching kids through podcasting, and why an integrated video strategy is essential in today’s landscape. In this episode, we cover: Why YouTube is key to discovery for kid-focused podcasts How to create content that’s both fun and safe for young audiences Strategies for YouTube optimization and audience targeting The balance between audio integrity and visual engagement Ethical considerations when producing for children Whether you’re a brand or creator working in the family and kids space—or simply curious about what it takes to succeed in youth-oriented podcasting—Lynn’s insight offers a smart, strategic lens into a fast-growing segment of the industry.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 produce more effective podcast ads—and why this approach is becoming essential as audio advertising matures. From host-read spots to dynamic creative, Scott explains what really moves the needle and how data can guide smarter decisions without sacrificing authenticity. In this conversation, you’ll learn: How creative testing works in podcasting and why it’s critical for advertisers Whether and how host-read ads can be tested effectively Which elements of creative—messaging, tone, music, voice—have the most impact What surprising insights Veritonic has uncovered through testing How advertisers can use data to optimize live campaigns The right way to balance precise targeting with the trust listeners expect How creative intelligence will shape the future of cross-channel audio advertising If you want to understand how data and creativity intersect to drive podcast performance, this episode is a must-listen.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 marketers on podcast ad basics to tackling today’s complex issues around distribution, targeting, and ROI, this episode reflects on how far the industry (and this podcast) has come. Like raising a child, podcasting changes in small, almost imperceptible ways, until you look back and realize just how far it’s evolved. We revisit key themes and takeaways from standout episodes, including: Foundational best practices for getting started in podcast advertising How censorship, piracy, and platform policies are shaping the industry The importance of testing and targeting in successful direct response campaigns Emerging trends in programmatic, consolidation, and content growth Smart strategies for reaching broad audiences and building emotional connection through ads Whether you’ve been with us since episode one or you’re tuning in for the first time, this retrospective offers valuable perspective on the evolution of podcast advertising, and what marketers should be thinking about next. Thank you for being part of our journey to 200 episodes!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 Native Media, Heather brings a wealth of experience to the discussion, breaking down the evolving landscape of podcast monetization—from programmatic ads to host-read endorsements and everything in between. Key topics covered in this episode: The pros and cons of programmatic vs. host-read ads Why mid-sized health podcasts are becoming increasingly attractive to advertisers How to build long-term, authentic sponsor relationships Choosing between baked-in and dynamic ad formats What advertisers are truly looking for when they invest in podcasts Smart monetization strategies for shows with fewer than 5,000 downloads per episode Whether you're a seasoned podcaster or just starting to explore ad revenue opportunities, this episode offers clear, practical advice to help you build a sustainable and values-aligned monetization strategy.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.