Prediction markets are rapidly moving from niche platforms into the mainstream—and advertisers are following.

In this episode of Media Monitor, Kelly Sweeney and Sean Wright examine why companies like Meta are investing in prediction market technology, what the rise of platforms like Polymarket and Kalshi signals for the future, and how sports betting has quietly become one of advertising's fastest-growing categories.

Using Guideline's advertising intelligence, they reveal how brands are spending over $50 million annually advertising on betting platforms, why alcohol, telecom, and quick-service restaurants are dramatically increasing investment, and what this shift means for marketers planning future campaigns.

The discussion also covers Meta's new prediction market initiative, OpenAI's reported IPO delay, AI advertising trends, and why advertisers are increasingly treating prediction markets as brand-safe environments.
If you work in advertising, media, marketing, streaming, or digital strategy, this episode offers practical insights into one of the industry's fastest-changing sectors.

In this episode

• Why Meta is entering prediction markets
• The rise of Polymarket and Kalshi
• How prediction markets differ from traditional sports betting
• Why advertisers spent more than $50 million on betting platforms
• Which industries are investing the fastest
• What Guideline's advertising data reveals
• OpenAI's reported IPO delay and AI advertising trends
• Why prediction markets are becoming more attractive to brands

Articles referenced in this episode:

https://www.nytimes.com/2026/06/25/technology/openai-ipo-artificial-intelligence.html

https://www.nytimes.com/2026/06/23/technology/meta-prediction-markets-app.html

If you’d like access to the benchmark report or want to suggest a topic for the next part of the programmatic series, reach out to press@guideline.ai.

If you enjoyed this episode, be sure to follow or subscribe so you don’t miss future conversations on advertising, media strategy, and cultural marketing moments.

And if you’re listening on Apple Podcasts or Spotify, a quick rating or review helps more people discover the show.

Sports, streaming, and advertising continue to reshape the media landscape—and this week delivered plenty to discuss.

In this episode of Media Monitor, Kelly and Sean introduce a new weekly headlines segment before diving into Guideline's early advertising data from the NBA Finals and FIFA World Cup.

They discuss what the Fox and Roku partnership means for connected TV, why Tubi has become one of streaming's biggest success stories, and how advertisers are following audiences across broadcast and streaming platforms.

The conversation also covers Meta's latest AI copyright lawsuit and why it could have broader implications for generative AI companies.

Later, they examine why this year's NBA Finals generated dramatically higher advertising revenue than previous seasons and what early World Cup pricing suggests about the future of premium live sports.

In this episode:

• Fox's acquisition of Roku and what it means for streaming
• Why Tubi continues to outperform expectations
• Meta's AI copyright lawsuit and its potential impact
• NBA Finals advertising revenue reaches new highs
• Why streaming is becoming central to sports broadcasting
• Early World Cup advertising trends and pricing
• The growing value of premium live sports for advertisers
• What marketers should watch over the coming months

Whether you work in advertising, media, marketing, or simply enjoy understanding how major media businesses operate, this episode provides practical insights into one of the busiest weeks in the industry.

What You'll Learn
✔ Why Fox's Roku deal matters beyond streaming
✔ How Tubi became one of FAST television's biggest success stories
✔ Why advertisers spent dramatically more during the NBA Finals
✔ How streaming is changing sports broadcasting
✔ What early World Cup advertising trends reveal
✔ Why Meta's AI lawsuit deserves attention
✔ Where premium advertising inventory is heading

Articles referenced in the episode:

https://www.404media.co/judge-rules-blacked-com-can-sue-meta-for-scraping-its-porn/

https://digiday.com/future-of-tv/future-of-tv-briefing-fox-finds-its-programmatic-identify-in-roku/

https://www.adweek.com/convergent-tv/the-3-biggest-questions-from-fox-and-rokus-22-billion-deal/

If you’d like access to the benchmark report or want to suggest a topic for the next part of the programmatic series, reach out to press@guideline.ai.

If you enjoyed this episode, be sure to follow or subscribe so you don’t miss future conversations on advertising, media strategy, and cultural marketing moments.

And if you’re listening on Apple Podcasts or Spotify, a quick rating or review helps more people discover the show.

Most media companies are fighting declining advertising revenue.

The New York Times is moving in the opposite direction.

In this episode of Media Monitor, Kelly and Sean launch a new deep-dive series by examining one of the most successful media businesses today. Using Guideline's advertising intelligence alongside The New York Times' public financial reporting, they break down where the company's advertising growth is really coming from—and why it continues to outperform much of the industry.

Topics include:

• Why New York Times advertising revenue grew 29%
• The role of direct advertising versus programmatic
• How podcast advertising has become a meaningful revenue driver
• Why sports content continues to outperform expectations
• What The Athletic acquisition is contributing
• The surprising return of print advertising
• Why subscriptions and advertising work together
• Lessons publishers and marketers can apply to their own businesses

Whether you're a marketer, publisher, agency leader, or media executive, this episode offers a practical look inside one of the industry's strongest advertising businesses.

• New York Times advertising revenue trends
• Podcast sponsorship growth
• Sports media monetization
• Print advertising performance
• Direct advertising strategy
• Subscription business expansion
• Publisher revenue diversification
• Media business strategy

If you’d like access to the benchmark report or want to suggest a topic for the next part of the programmatic series, reach out to press@guideline.ai.

If you enjoyed this episode, be sure to follow or subscribe so you don’t miss future conversations on advertising, media strategy, and cultural marketing moments.

And if you’re listening on Apple Podcasts or Spotify, a quick rating or review helps more people discover the show.