The CEO rulebook is getting rewritten. Brian Halligan, Sequoia partner and co-founder and longtime CEO of HubSpot, sits down with some of the CEOs who are defining the new one—from hypergrowth AI-native startups to 150-year-old behemoths. Whether you’re an early-stage founder or a scale-up CEO, Brian will be digging for advice you can use on the long strange trip of your own CEO journey.
Long Strange Trip: CEO to CEO with Brian Halligan
Claim This Podcastby Sequoia Capital
18 episodes
Updated Daily
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Podcast Overview
The CEO rulebook is getting rewritten. Brian Halligan, Sequoia partner and co-founder and longtime CEO of HubSpot, sits down with some of the CEOs who are defining the new one—from hypergrowth AI-native startups to 150-year-old behemoths. Whether you’re an early-stage founder or a scale-up CEO, Brian will be digging for advice you can use on the long strange trip of your own CEO journey.
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Publishing Since
11/11/2025
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Recent Episodes
July 9, 2026
Kalshi’s Tarek Mansour vs. the Federal Government
Host Brian Halligan interviews Kalshi CEO Tarek Mansour about his company's audacious lawsuit against the federal government and its impact on the prediction market industry.
June 4, 2026
David Senra: Mute the World and Build Your Own
Brian Halligan interviews David Senra, founder of the Founders podcast, as he reveals the common traits of successful entrepreneurs and the power of focused execution.
May 21, 2026
Notion’s Ivan Zhao: The Refounder
Host Brian Halligan interviews Notion founder and CEO Ivan Zhao about his "jazz mode" leadership philosophy and refounding strategies for the AI era.
18 total episodes available with 13 transcripts
Recent guests on Long Strange Trip: CEO to CEO with Brian Halligan
Guests from recent episodes — sign up to see every guest that has ever appeared on this show.
Tarek Mansour
Guest
Luana Lopes Lara
Guest
David Senra
Guest
Ivan Zhao
Guest
Dick Costolo
Guest
Sally Kornbluth
Guest
Jack Dorsey
Guest
Roelof Botha
Guest
Tom Hale
Guest
Kaz Nejatian
Guest
Ben Horowitz
Guest
Bill Anderson
Guest
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This podcast updates daily.
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