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Brian Halligan
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Brian Halligan
@bhalligan
Co-founder HubSpot | Sequoia | Propeller | MIT Host, Long Strange Trip pod: tinyurl.com/CEOLongStrange…
Cambridge
bhalligan.ai
Joined June 2008
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  • Pinned
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    Brian Halligan
    @bhalligan
    Mar 31
    I got a chance to interview Jack Dorsey for the Long Strange Trip pod about his new article (in comments) on how to build a modern ai native company in 2026. I took some of his ideas and mixed them with some observations about the hyper scaling ai native CEOs I work with every
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    48K
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    Brian Halligan
    @bhalligan
    Oct 1, 2024
    I wrote down literally everything I've learned about the journey from startup founder ($0) to scaleup CEO ($25billion). This thread is the on the lessons in LEADING. Several more threads coming on different topics.
    601K
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    Brian Halligan
    @bhalligan
    Sep 23, 2025
    Dear founders, It's a good time to sell your company. Love, Brian.
    906K
  • user avatar
    Brian Halligan
    @bhalligan
    Oct 16, 2025
    I've looked at a lot of AI startups recently at the app/agent layer. My take: Everyone's building the same stuff.
    230K
  • user avatar
    Brian Halligan
    @bhalligan
    Jan 24, 2025
    The CEO’s of of the fastest growing startups are doing the following 1. 100% in office 2. Very very lean headcount 3. Mostly homegrown exec teams 4. Shooting for $1trillion. Unicorns are dead. 5. 80+ hour weeks
    468K
  • user avatar
    Brian Halligan
    @bhalligan
    Sep 2, 2024
    I feel like the CEO playbook is being rewritten by Brian Chesky, Jensen Huang, and Elon Musk. I like where this is all heading.
    265K
  • user avatar
    Brian Halligan
    @bhalligan
    Oct 20, 2022
    Today I'm launching a $100million climate tech venture fund focused 100% on the oceans called @PropellerOcean (in addition to my duties as chairperson @HubSpot)
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    Brian Halligan
    @bhalligan
    Sep 18, 2025
    Dear Founders, The CEO should captain/lead the vc pitch, regardless of how much experience the co-founder has. Love, Brian.
    244K
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    Brian Halligan
    @bhalligan
    Nov 19, 2023
    The SVB, FTX, and OpenAI debacles have proven that boards are underrated.  Here are some things I’ve learned about building boards from @HubSpot that I hope might help other founders. 1. VC’s “can be” excellent board members.  Yes, they are self-interested, but their interests
    443K
  • user avatar
    Brian Halligan
    @bhalligan
    Jul 17, 2019
    Great managers love the idea of remote workers Great micro-managers hate the idea of remote workers
  • user avatar
    Brian Halligan
    @bhalligan
    Sep 25, 2025
    Dear founders, I have imposter syndrome too. Love, Brian.
    81K
  • user avatar
    Brian Halligan
    @bhalligan
    May 15, 2025
    A founder asked me how he could develop thicker skin - more immunity to criticism. Any advice here for him?
    264K
  • user avatar
    Brian Halligan
    @bhalligan
    Sep 5, 2025
    Dear Founders, Take money off the table in the next round. Love, Brian.
    177K
  • user avatar
    Brian Halligan
    @bhalligan
    Apr 17, 2024
    I don’t like when the press refers to HubSpot’s CEO as a “female CEO” and compares her to other “female CEO’s.” She’s a CEO without a qualifier. She should be compared to other CEO’s without qualifiers.
    70K

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