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The Road to UNBOUNDEpisode 3

Reading the Signs

  • Chris CarolanHost
  • George B. ThomasHost
  • Kyle JepsonHost
  • Casey HawkinsHost
  • Rob JonesHost

May 13, 2026

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The crew reads the road signs on the way to UNBOUND 2026 — decoding how HubSpot chooses its headliners, what the Loop looks like five years in, and why the AI-era marketing playbook is being rewritten. Chris, George, Kyle, Casey, and Rob riff on speaker-selection strategy, change-management reality, and the provocative idea of a non-human headliner by 2027, all the way to Boston.

Moments from this episode

Chapters

Chapter times not yet verified

  1. 00:01Cold Open and Show WelcomeTopic
  2. 00:53George's Household Reacts to Tom BradyTopic
  3. 02:40Brady as Surprising Conference HeadlinerTopic
  4. 03:02Kyle on Eleven Years of Speaker SelectionTopic
  5. 03:24Celebrity Speakers: Insight or Entertainment?Question
  6. 04:41Mel Robbins, Yamini, and the Full LineupTopic
  7. 05:34The Marketing Power of Unexpected SpeakersTopic
  8. 06:45Over Under: When Does an AI Give the Keynote?Question
  9. 07:40Dreamforce Detour and Mel Robbins OverlapTopic
  10. 08:28Six Years of Themes: Reading the SignsTopic
  11. 11:16Hindsight Confirms the Thematic ArchitectureTopic
  12. 14:51Mel Robbins and the Let Them TheoryTopic
  13. 16:27Runway, Glean, and AI Tools at UnboundTopic
  14. 22:07TBPN: Speed from Idea to HeadlinerTopic
  15. 25:13Icebergs and the Loop Marketing ConspiracyTopic
  16. 27:39Hubspot Culture Creates Its Own LuckTopic

Transcript

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