Beyond Blogging: Building a Media Empire w/ HubSpot’s Kieran Flanagan‬ ‭

Ross sits down with Kieran Flanagan, SVP of Marketing at HubSpot, for a deep dive into AI’s impact on SEO, content strategy in a post-search world, and the real story behind the "HubSpot traffic drop. Kieran breaks down why conversions—not clicks—have always been at the core of HubSpot’s strategy, how AI is reshaping team structures, and why co-citation and brand authority are the future of SEO. They also cover LLM optimization, the importance of tools in training sets, and what separates influential content from purely informational posts. Plus: Why lazy AI marketers will fail, what The Hustle acquisition means for HubSpot’s media strategy, and how to build long-term influence through POV-driven content. Chapters: 00:00 – Intro: Did HubSpot Really Lose 80% of Blog Traffic? 02:00 – HubSpot’s Real Metrics: LTV: CAC, Not Just Clicks 04:00 – Google’s AI & the New Era of Search Disruption 06:00 – What Content Will Be Cannibalized by LLMs 08:00 – Influence or Information: Winning with Point of View 10:00 – From Links to Mentions: Co-Citation SEO Strategy 12:00 – Optimizing for LLMs: Citations, Not Just SERPs 14:00 – AI, Brand Authority & The Repetitional Layer 17:00 – Tools, Training Sets, and the Battle of Ideas 20:00 – Inside HubSpot’s Media Play: The Hustle, Podcasts & Creators 24:00 – Why Interactive Tools Still Work (If Done Right) 26:00 – Gated Content & Moving the “Free Line” 28:00 – New Team Models: Journalists, Generalists, and Engineers 32:00 – Kieran’s Leadership Framework: Manage Problems, Not People 35:00 – Contrarian Bet: Buying The Hustle & Building Influence 38:00 – Lessons from Zapier vs HubSpot’s Go-To-Market 40:00 – Why Lazy AI Marketers Will Fail 42:00 – Is M&A Still a Growth Lever for HubSpot? 44:00 – Final Thoughts & Where to Follow Kieran --- Show Links Did Hubspot Lose 80% of Blog Traffic? [https://www.youtube.com/watch?v=tBHoJMOkL6Y](https://www.youtube.com/watch?v=tBHoJMOkL6Y) Contrast Ratio by Siege Media [https://www.siegemedia.com/contrast-ratio](https://www.siegemedia.com/contrast-ratio) Interactive Content Data Use [https://www.siegemedia.com/strategy/content-marketing-trends#interactive-content](https://www.siegemedia.com/strategy/content-marketing-trends#interactive-content) The Hustle by HubSpot [https://blog.hubspot.com/the-hustle/page/1](https://blog.hubspot.com/the-hustle/page/1) Kieran Flanagan on LinkedIn [https://linkedin.com/in/kieranjflanagan](https://linkedin.com/in/kieranjflanagan) 🎧 Subscribe & Follow Subscribe for weekly tips: [https://bit.ly/3dBM61f](https://bit.ly/3dBM61f) iTunes: [https://podcasts.apple.com/us/podcast/content-and-conversation-seo-tips-from-siege-media/id1289467174](https://podcasts.apple.com/us/podcast/content-and-conversation-seo-tips-from-siege-media/id1289467174) Spotify: [https://open.spotify.com/show/1kiaFGXO5UcT2qXVRuXjsM](https://open.spotify.com/show/1kiaFGXO5UcT2qXVRuXjsM) Google Podcasts: [https://podcasts.google.com/feed/aHR0cHM6Ly9mZWVkcy5zaW1wbGVjYXN0LmNvbS9jT3NjUkdLeA](https://podcasts.google.com/feed/aHR0cHM6Ly9mZWVkcy5zaW1wbGVjYXN0LmNvbS9jT3NjUkdLeA) Follow Siege: [http://twitter.com/siegemedia](http://twitter.com/siegemedia) Follow Ross: [http://twitter.com/rosshudgens](http://twitter.com/rosshudgens) Directed by Cara Brown: [https://twitter.com/cararbrown](https://twitter.com/cararbrown) Email Ross: [ross@siegemedia.com](mailto:ross@siegemedia.com) #seo #contentmarketing Subscribe today for weekly tips: https://bit.ly/3dBM61f Listen on iTunes: https://podcasts.apple.com/us/podcast/content-and-conversation-seo-tips-from-siege-media/id1289467174 Listen on Spotify: https://open.spotify.com/show/1kiaFGXO5UcT2qXVRuXjsM Listen on Google: https://podcasts.google.com/feed/aHR0cHM6Ly9mZWVkcy5zaW1wbGVjYXN0LmNvbS9jT3NjUkdLeA Follow Siege on Twitter: http://twitter.com/siegemedia Follow Ross on Twitter: http://twitter.com/rosshudgens Directed by Cara Brown: https://twitter.com/cararbrown Email Ross: ross@siegemedia.com #seo | #contentmarketing