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.

AI continues to dominate headlines—but is the advertising industry becoming more cautious?

In this episode of Media Monitor, Kelly and Sean examine a series of major developments shaping the future of artificial intelligence and advertising. From Anthropic’s IPO plans and OpenAI’s advertising strategy to the surprising shift in AI conversations at Cannes Lions, the discussion explores how the industry’s perspective on AI may be evolving.

The conversation covers:

• Anthropic’s reported IPO ambitions and trillion-dollar valuation discussions
• xAI, OpenAI, and the growing competition among AI leaders
• What public markets may expect from AI companies
• Why advertising revenue is becoming increasingly important
• OpenAI’s early advertising performance
• The challenges of monetizing generative AI platforms
• How AI conversations have changed at Cannes Lions
• Why AI panel discussions have declined compared to last year
• The growing debate around human creativity versus AI-generated content
• The Pope’s recent comments on artificial intelligence
• Business leader enthusiasm versus employee concerns about AI adoption
• The emerging challenge of “AI slop” in the workplace
• Predictions for AI advertising over the next several years

As AI companies move toward public markets and face increasing pressure to generate revenue, advertisers, agencies, and marketers will need to understand how these platforms evolve—and what role advertising will play in their future.

• Artificial intelligence
• AI advertising
• OpenAI advertising strategy
• Anthropic IPO
• xAI valuation
• AI monetization
• Cannes Lions 2026
• Generative AI
• AI adoption
• Advertising technology
• Marketing innovation
• Workplace AI trends
• AI business models
• AI search advertising
• Future of advertising

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.

The NFL continues to dominate live sports advertising.

In this episode, Kelly and Sean break down Guideline’s latest NFL Advertising Report, examining the trends, categories, teams, and schedule changes shaping one of the most valuable advertising properties in the world.

The NFL generated nearly $6 billion in advertising revenue last season, marking another record year of growth. Kelly and Sean discuss what is fueling that growth, how playoff matchups impact revenue, why certain teams consistently attract advertiser dollars, and what the league's newest scheduling changes could mean for advertisers in the upcoming season.

The conversation also explores:

• Why NFL advertising continues to outperform expectations
• How playoff games drive major revenue increases
• The impact of streaming, Netflix, and special-event games
• Why the Dallas Cowboys remain an advertising powerhouse
• How celebrity culture influences sports viewership
• The surprising category spending trends shaping the NFL
• Why financial services became the NFL’s biggest advertiser category
• What international expansion means for league revenue
• New schedule changes and their advertising implications
• Predictions for the upcoming NFL season

Whether you're an advertiser, marketer, media planner, sports executive, or simply interested in the business behind professional sports, this episode provides a data-backed look at how the NFL continues to drive massive audience attention and advertising investment.

• NFL advertising revenue
• NFL media economics
• Sports advertising trends
• NFL playoffs advertising
• Super Bowl advertising
• Financial services advertising
• Auto advertising trends
• Sports media strategy
• NFL international expansion
• Streaming and NFL viewership
• Sports sponsorship trends
• Live sports advertising
• NFL schedule changes
• Sports media planning

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.