<p><strong>Brian Halligan</strong> co-founded HubSpot, ran it as CEO for about 15 years, and now coaches Sequoia’s fastest-growing founders as their in-house CEO coach.</p><p></p><p><strong>We discuss:</strong></p><p>1. His LOCKS framework for evaluating founders</p><p>2. Why you should build your team like the 2004 Red Sox</p><p>3. Why hiring “spicy” candidates beats consensus picks</p><p>4. Why enterprise sales will be the last white-collar job AI replaces</p><p>5. Some of my favorite “Halliganisms”</p><p>—</p><p><strong>Brought to you by:</strong></p><p><a target="_blank" href="http://sentry.io/lenny"><strong>Sentry</strong></a>—Code breaks, fix it faster: <a target="_blank" href="http://sentry.io/lenny">http://sentry.io/lenny</a></p><p><a target="_blank" href="https://www.datadoghq.com/lenny"><strong>Datadog</strong></a>—Now home to Eppo, the leading experimentation and feature flagging platform: <a target="_blank" href="https://www.datadoghq.com/lenny">https://www.datadoghq.com/lenny</a></p><p><a target="_blank" href="https://workos.com/lenny"><strong>WorkOS</strong></a>—Modern identity platform for B2B SaaS, free up to 1 million MAUs: <a target="_blank" href="https://workos.com/lenny">https://workos.com/lenny</a></p><p>—</p><p><strong>Episode transcript:</strong> <a target="_blank" href="https://www.lennysnewsletter.com/p/sequoia-ceo-coach-why-its-never-been">https://www.lennysnewsletter.com/p/sequoia-ceo-coach-why-its-never-been</a></p><p>—</p><p><strong>Archive of all Lenny's Podcast transcripts:</strong> <a target="_blank" href="https://www.dropbox.com/scl/fo/yxi4s2w998p1gvtpu4193/AMdNPR8AOw0lMklwtnC0TrQ?rlkey=j06x0nipoti519e0xgm23zsn9&st=ahz0fj11&dl=0">https://www.dropbox.com/scl/fo/yxi4s2w998p1gvtpu4193/AMdNPR8AOw0lMklwtnC0TrQ?rlkey=j06x0nipoti519e0xgm23zsn9&st=ahz0fj11&dl=0</a></p><p>—</p><p><strong>Where to find Brian Halligan</strong></p><p>• X: <a target="_blank" href="https://x.com/bhalligan">https://x.com/bhalligan</a></p><p>• LinkedIn: <a target="_blank" href="http://linkedin.com/in/brianhalligan">linkedin.com/in/brianhalligan</a></p><p>• Delphi: <a target="_blank" href="https://www.delphi.ai/bhalligan">https://www.delphi.ai/bhalligan</a></p><p>• Podcast: <a target="_blank" href="https://sequoiacap.com/series/long-strange-trip">https://sequoiacap.com/series/long-strange-trip</a></p><p>—</p><p><strong>Where to find Lenny:</strong></p><p>• Newsletter: <a target="_blank" href="https://www.lennysnewsletter.com">https://www.lennysnewsletter.com</a></p><p>• X: <a target="_blank" href="https://twitter.com/lennysan">https://twitter.com/lennysan</a></p><p>• LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/lennyrachitsky/">https://www.linkedin.com/in/lennyrachitsky/</a></p><p>—</p><p><strong>In this episode, we cover:</strong></p><p>(00:00) Introduction to Brian Halligan</p><p>(03:56) The perpetual state of constructive dissatisfaction</p><p>(05:25) Coaching CEOs</p><p>(07:49) The art of interviewing and hiring</p><p>(11:21) Getting the most out of reference calls</p><p>(13:10) Homegrown talent vs. big company hires</p><p>(16:31) Traits of successful CEOs</p><p>(19:40) Brian’s LOCKS framework for evaluating founders</p><p>(21:34) Are great CEO’s born or made?</p><p>(23:41) Giving effective feedback</p><p>(25:54) The future of go-to-market strategies</p><p>(31:56) Understanding forward deployed engineers</p><p>(34:17) How the CEO role has evolved over the last 20 years</p><p>(38:10) Halliganisms</p><p>(01:01:18) The CEO’s role in scaling a company</p><p>(01:02:41) Lightning round and final thoughts</p><p>—</p><p><strong>Referenced:</strong></p><p>• Dev Ittycheria on LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/dittycheria">https://www.linkedin.com/in/dittycheria</a></p><p>• HubSpot: <a target="_blank" href="https://www.hubspot.com">https://www.hubspot.com</a></p><p>• Parker Conrad on LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/parkerconrad">https://www.linkedin.com/in/parkerconrad</a></p><p>• McKinsey & Company: <a target="_blank" href="https://www.mckinsey.com">https://www.mckinsey.com</a></p><p>• Brian Chesky’s new playbook: <a target="_blank" href="https://www.lennysnewsletter.com/p/brian-cheskys-contrarian-approach">https://www.lennysnewsletter.com/p/brian-cheskys-contrarian-approach</a></p><p>• Jensen Huang on LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/jenhsunhuang">https://www.linkedin.com/in/jenhsunhuang</a></p><p>• Winston Weinberg on LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/winston-weinberg">https://www.linkedin.com/in/winston-weinberg</a></p><p>• James Cadwallader on LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/jsca">https://www.linkedin.com/in/jsca</a></p><p>• Gabriel Stengel on LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/gabestengel">https://www.linkedin.com/in/gabestengel</a></p><p>• He saved OpenAI, invented the “Like” button, and built Google Maps: Bret Taylor on the future of careers, coding, agents, and more: <a target="_blank" href="https://www.lennysnewsletter.com/p/he-saved-openai-bret-taylor">https://www.lennysnewsletter.com/p/he-saved-openai-bret-taylor</a></p><p>• Scaling Entrepreneurial Ventures: <a target="_blank" href="https://orbit.mit.edu/classes/scaling-entrepreneurial-ventures-15.392">https://orbit.mit.edu/classes/scaling-entrepreneurial-ventures-15.392</a></p><p>• OpenClaw: <a target="_blank" href="https://openclaw.ai">https://openclaw.ai</a></p><p>• Ruth Porat on LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/ruth-porat">https://www.linkedin.com/in/ruth-porat</a></p><p>• Mike Krzyzewski: <a target="_blank" href="https://goduke.com/sports/mens-basketball/roster/coaches/mike-krzyzewski/4159">https://goduke.com/sports/mens-basketball/roster/coaches/mike-krzyzewski/4159</a></p><p>• Dalai Lama’s 18 Rules for Living: <a target="_blank" href="https://www.prm.nau.edu/prm205/Dalai-Lama-18-rules-for-living.htm">https://www.prm.nau.edu/prm205/Dalai-Lama-18-rules-for-living.htm</a></p><p>• Zigging vs. zagging: How HubSpot built a $30B company | Dharmesh Shah (co-founder/CTO): <a target="_blank" href="https://www.lennysnewsletter.com/p/lessons-from-30-years-of-building">https://www.lennysnewsletter.com/p/lessons-from-30-years-of-building</a></p><p>• Kareem Amin on LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/kareemamin">https://www.linkedin.com/in/kareemamin</a></p><p>• Glassdoor: <a target="_blank" href="https://www.glassdoor.com">https://www.glassdoor.com</a></p><p>• Tobi Lütke’s leadership playbook: Playing infinite games, operating from first principles, and maximizing human potential (founder and CEO of Shopify): <a target="_blank" href="https://www.lennysnewsletter.com/p/tobi-lutkes-leadership-playbook">https://www.lennysnewsletter.com/p/tobi-lutkes-leadership-playbook</a></p><p>• Katie Burke on LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/katie-burke-965767a">https://www.linkedin.com/in/katie-burke-965767a</a></p><p>• Jerry Garcia: <a target="_blank" href="https://en.wikipedia.org/wiki/Jerry_Garcia">https://en.wikipedia.org/wiki/Jerry_Garcia</a></p><p>• Bob Weir: <a target="_blank" href="https://en.wikipedia.org/wiki/Bob_Weir">https://en.wikipedia.org/wiki/Bob_Weir</a></p><p>• Phil Lesh: <a target="_blank" href="https://en.wikipedia.org/wiki/Phil_Lesh">https://en.wikipedia.org/wiki/Phil_Lesh</a></p><p>• Ron “Pigpen” McKernan: <a target="_blank" href="https://en.wikipedia.org/wiki/Ron_%22Pigpen%22_McKernan">https://en.wikipedia.org/wiki/Ron_%22Pigpen%22_McKernan</a></p><p>• Marc Andreessen: The real AI boom hasn’t even started yet: <a target="_blank" href="https://www.lennysnewsletter.com/p/marc-andreessen-the-real-ai-boom">https://www.lennysnewsletter.com/p/marc-andreessen-the-real-ai-boom</a></p><p>• <em>The American Revolution</em>: <a target="_blank" href="https://www.pbs.org/kenburns/the-american-revolution">https://www.pbs.org/kenburns/the-american-revolution</a></p><p>• Delphi: <a target="_blank" href="https://www.delphi.ai">https://www.delphi.ai</a></p><p>• Sonos: <a target="_blank" href="https://www.sonos.com">https://www.sonos.com</a></p><p>• Yamini Rangan on LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/yaminirangan">https://www.linkedin.com/in/yaminirangan</a></p><p>• The Boston Red Sox: <a target="_blank" href="https://www.mlb.com/redsox">https://www.mlb.com/redsox</a></p><p>—</p><p><strong>Recommended book:</strong></p><p>• <em>Marketing Lessons from the Grateful Dead: What Every Business Can Learn from the Most Iconic Band in History</em>: <a target="_blank" href="https://www.amazon.com/Marketing-Lessons-Grateful-Dead-Business/dp/0470900520">https://www.amazon.com/Marketing-Lessons-Grateful-Dead-Business/dp/0470900520</a></p><p>—</p><p>Production and marketing by <a target="_blank" href="https://penname.co/">https://penname.co/</a>. For inquiries about sponsoring the podcast, email <a target="_blank" href="mailto:
[email protected]">
[email protected]</a>.</p><p>—</p><p><em>Lenny may be an investor in the companies discussed.</em></p> <br/><br/>To hear more, visit <a href="https://www.lennysnewsletter.com?utm_medium=podcast&utm_campaign=show-notes-no-free-preview-language">www.lennysnewsletter.com</a>