Long Strange Trip: CEO to CEO with Brian Halligan
Sequoia CapitalThe 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.
| Publishes | Twice monthly | Episodes | 9 | Founded | 3 months ago |
|---|---|---|---|---|---|
| Number of Listeners | Category | Business | |||
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Latest Episodes
Bill Anderson runs Bayer, a 160-year-old pharmaceutical giant that had 100,000+ employees when Bill took the helm. In just two years after becoming CEO, he flattened 11 layers of management, expanded managers' direct reports from 6 to 90, and elimina... more
In this episode, Vlad Tenev pulls back the curtain on what it takes to lead through the kind of crises that would break most CEOs. From waking up at 5 AM to raise $3 billion in a few hours during the GameStop frenzy to navigating a 90% stock price dr... more
This might be my favorite episode yet.
Harvey’s Winston Weinberg is the canonical 2026 hypergrowth CEO. He takes us inside what it's really like to scale from zero to $190M run rate in just a few years. What stands out? His obsessive intensity and ... more
Nikesh Arora is one of the most fascinating CEOs in tech.
He didn’t come up through cybersecurity. He wasn’t a founder. And when he took over Palo Alto Networks, he openly admits he didn’t know what cybersecurity even meant. Today, under his leaders... more
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Reviews
- Great insights but flow could be better.
I recently started listening to this podcast and ripped through all of the episodes because of the good content. I do enjoy it a lot and I hope it continues with many other guest speakers. Some feedback, I did feel at times that answers were cut short from the CEOs, and it would be nice to hear their full answer. As well, the questions could be a bit more structured; the free-flow conversation is nice at times, but other times, as a listener, I’d prefer to hear as much useful information as poss... more
Apple Podcasts4Jesse Docherty
United States24 days ago - Good Questions
I have really enjoyed listening. One thing Brian does good at is probing answers and really getting down to root cause or experience. However, Brian could improve by letting guests finish their thoughts before asking thoughtful follow up questions
Apple Podcasts5NakentnsooswnnrntifUnited States24 days ago - Fantastic
Halligan is awesome. Great guests and super insightful conversations! Keep up the great work! Long Strange Trip is definitely on my weekly ‘must listen’ list!
Apple Podcasts5SomeonealreadytookmynamrUnited States25 days ago - Real value
Brian speaks to people you want to hear from and asks them the questions you thinking in your head. I’ve learned a ton from the episodes so far. Looking forward to the next ones
Apple Podcasts5Johnson854
Israel2 months ago - Way more than just lessons for business leaders
If you’re a founder or business leader, you probably know about Brian Halligan. I think it’s safe to say that he’s one of the greats.
Whats really nice about this podcast, and where it seems to differentiate from other podcasts with similar themes, is that it’s much more open, honest, and emotionally vulnerable. It’s also coming from a host who has been there and done that, but also seems to have genuine curiosity and a desire to learn and grow.
Super curious as to how progresses and how Bri... more
Apple Podcasts5Thomas J MyersUnited States3 months ago
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Apple Podcasts | #202 |  Brazil/Business |
Apple Podcasts | #236 |  South Korea/Business |
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Frequently Asked Questions About Long Strange Trip: CEO to CEO
What is Long Strange Trip: CEO to CEO about and what kind of topics does it cover?
The podcast features in-depth discussions with various CEOs from both emerging startups and established corporations, focusing on the changing landscape of leadership in business. Topics covered include the challenges of scaling companies, managing company culture, and navigating complex decision-making processes. Notable guest insights reveal personal experiences with mentorship, adaptability, and the necessity for a customer-first approach. The host, leveraging his extensive background in growing a successful tech company, engages in a unique blend of curiosity-driven inquiry and practical advice, making it compelling for anyone involved in entrepreneurship or management.
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Which podcasts are similar to Long Strange Trip: CEO to CEO?
These podcasts share a similar audience with Long Strange Trip: CEO to CEO:
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How many episodes of Long Strange Trip: CEO to CEO are there?
Long Strange Trip: CEO to CEO launched 3 months ago and published 9 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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What guests have appeared on Long Strange Trip: CEO to CEO?
Recent guests on Long Strange Trip: CEO to CEO include:
1. Vlad Tenev
2. Winston Weinberg
3. Nikesh Arora
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