logo
episode-header-image
Jan 2025
1h 12m

How to break out of autopilot and create...

Lenny Rachitsky
About this episode

Graham Weaver teaches a top-rated course at Stanford’s Graduate School of Business (GSB), where he often unexpectedly ends up helping students figure out what to do with their lives. He is also the founder and CEO of Alpine Investors, a people-driven private equity firm. In our conversation, we discuss:

• Why everything worthwhile requires suffering

• Why most people operate on autopilot, and how to break free

• The “genie methodology” for discovering your true path

• The Nine Lives exercise for exploring different life possibilities

• How to overcome limiting beliefs that hold you back

• Why “not now” is often just another way of saying “never”

• More

Brought to you by:

Merge—A single API to add hundreds of integrations into your app

Persona—A global leader in digital identity verification

Liveblocks—Ready-made collaborative features to drop into your product

Find the transcript at: https://www.lennysnewsletter.com/p/how-to-break-out-of-autopilot-graham-weaver

Where to find Graham Weaver:

• LinkedIn: https://www.linkedin.com/in/graham-weaver-2b79

• Instagram: https://www.instagram.com/grahamcweaver

• YouTube: https://www.youtube.com/@grahamcweaver

• Website: https://www.grahamweaver.com

• TikTok: https://www.tiktok.com/@grahamcweaver

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

In this episode, we cover:

(00:00) Graham’s background

(05:30) Helping students find their true path

(07:40) The genie methodology

(12:36) Breaking free from autopilot mode

(17:54) Identifying and overcoming limiting beliefs

(20:33) Teaching entrepreneurship and personal fulfillment

(22:53) The reality of long-term success

(35:14) The role of accountability and executive coaching

(40:22) Daily goal setting for success

(43:11) The Nine Lives framework

(48:01) The dangers of the “not now” mentality

(55:27) Navigating life’s transitions

(57:19) Failure corner

(01:00:24) When to quit and when to persevere

(01:02:18) Final thoughts and lightning round

Referenced:

• Setting Goals: Demystified: https://www.grahamweaver.com/blog/goals

• Tony Robbins’s website: https://www.tonyrobbins.com

• Alpine Investors: https://alpineinvestors.com

• Stanford GSB Last Lecture 2024—How to Live Your Life at Full Power: https://www.grahamweaver.com/blog/stanford-graduate-business-school-last-lecture-2024

• I turned 50 today. Here is the most important thing I learned in my first half century: https://www.grahamweaver.com/blog/turning-50

Where the Crawdads Sing on Prime Video: https://www.amazon.com/Where-Crawdads-Sing-Daisy-Edgar-Jones/dp/B0B5KBKDNL

• Chilipad Cube Bed Cooling System: https://www.amazon.com/Chilipad-Cube-Bed-Cooling-System/dp/B07GT9MYRW

• Sleepme OOLER Sleep System: https://www.amazon.com/OOLER-Sleep-System-Temperature-Integration/dp/B07RX8LT9G

• Eightsleep: https://www.eightsleep.com

• Howard Thurman’s quote: https://www.goodreads.com/quotes/6273-don-t-ask-what-the-world-needs-ask-what-makes-you

Recommended books:

Switch: How to Change Things when Change Is Hard: https://www.amazon.com/Switch-Change-Things-When-Hard/dp/0385528752

The Untethered Soul: The Journey Beyond Yourself: https://www.amazon.com/Untethered-Soul-Journey-Beyond-Yourself/dp/1572245379

Don’t Believe Everything You Think: Why Your Thinking Is the Beginning and End of Suffering: https://www.amazon.com/Dont-Believe-Everything-Think-Expanded/dp/B0D47VYQMY

How to Win Friends and Influence People: https://www.amazon.com/How-Win-Friends-Influence-People/dp/0671027034

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.

Lenny may be an investor in the companies discussed.



Get full access to Lenny's Newsletter at www.lennysnewsletter.com/subscribe
Up next
Jul 6
Solo founder, $80M exit, 6 months: The Base44 bootstrapped startup success story | Maor Shlomo
Maor Shlomo is the founder of Base44, an AI-powered app builder that he bootstrapped to an over $80 million acquisition by Wix in just six months. As a solo founder (with severe ADHD), he hit $1 million ARR just three weeks after launch and grew the product to more than 400,000 u ... Show More
1h 31m
Jul 3
I’ve run 75+ businesses. Here’s why you’re probably chasing the wrong idea. | Andrew Wilkinson (co‑founder of Tiny)
Andrew Wilkinson is the co‑founder of Tiny, a holding company that quietly owns more than three dozen profitable internet and consumer brands, including Dribbble and the AeroPress coffee maker. Starting as a teenage barista and web designer, he’s created a portfolio approaching $ ... Show More
1h 28m
Jun 29
Naming expert shares the process behind creating billion-dollar brand names like Azure, Vercel, Windsurf, Sonos, Blackberry, and Impossible Burger | David Placek (Lexicon Branding)
David Placek is the founder of Lexicon Branding, a company that focuses exclusively on the development of brand names for competitive advantage. Lexicon is behind iconic names such as Sonos, Microsoft’s Azure, Windsurf, Vercel, Impossible Foods, BlackBerry, Intel’s Pentium, Apple ... Show More
1h 22m
Recommended Episodes
May 27
Graham Weaver - Building Alpine - [Invest Like the Best, EP.425]
My guest today is Graham Weaver. My guest today is Graham Weaver. Graham is the founder of Alpine Investors, a large private equity firm targeting an interesting market inefficiency. Alpine focuses on the thousands of $20 million revenue businesses whose baby boomer owners want t ... Show More
1h 29m
May 6
335. #1 CEO Coach: This Is How To CRUSH Your Limiting Beliefs! Completely CHANGE Your Life In 12 Months!
"This is not a time to pause. This is the time to go faster." — Dean GraziosiIn this powerful episode, I sit down with Dean Graziosi, multiple-time bestselling author, legendary entrepreneur, and one of the world’s top high-performance coaches with over 30 years in the self-educa ... Show More
54m 46s
Nov 2024
MI376: Why Do Great Companies Fail? The Innovator’s Dilemma w/ Shawn O’Malley
In today’s episode, Shawn O’Malley (@shawn_OMalley_) discusses why great companies fail, as outlined by Clayton Christensen in his timeless book, The Innovator’s Dilemma, which was first published in 1997. The Economist actually named it one of the six most important business boo ... Show More
53m 4s
Aug 2024
#200 Brian Halligan: Building HubSpot into a Multi-Billion Dollar Company
From Cambridge startup to NYSE heavyweight, HubSpot co-founder Brian Halligan reveals the sophisticated frameworks behind scaling a $30B enterprise. Now a Sequoia Capital Senior Advisor, Halligan shares rare insights into the nuanced decisions that separate exceptional companies ... Show More
1h 4m
Jan 2025
#212 Alfred Lin: How to Think (and Work) Like a World-Class Investor
Alfred Lin shares strategies for navigating startup challenges, building resilient teams, and creating long-lasting value. Lin explores lessons from companies like Zappos, Airbnb, DoorDash, and Amazon, offering actionable insights on topics like hiring for potential, managing cri ... Show More
2h 19m
Mar 2025
Snapchat CEO: Exact Formula Used To Build A $130 Billion Company! I Said No To $3 Billion From Mark Zuckerberg! It’s Time To Quit Your Job When You Feel This!
From turning down $3 billion from Facebook to building a $100 billion empire, Evan Spiegel reveals the blueprint behind Snapchat. Evan Spiegel, co-founder & CEO of Snapchat (now Snap Inc.), founded the app while at Stanford and became the youngest billionaire at 25. In this conve ... Show More
2h 29m
Jul 2024
The Pursuit of Wealth: Barista to Billionaire - Andrew Wilkinson
I’ve built a brand new community for like-minded people called Productivity Lab. We’ll have online classes, workshops, and coaching to help you double your productivity. You can find out more here 👉 https://eu1.hubs.ly/H0b1Wpd0 Check Out My New York Times Bestselling Book Feel-G ... Show More
1h 48m
May 5
Finance For Founders - Why 'Playing It Safe' Is Risky w/ Michiel Boere, CFO at Remote (Edu)
Think staying profitable means you’re on the right track? Think again.Too many founders obsess over budgets and burn—but the real risk isn’t running out of cash. It’s growing too slowly to matter.In this episode, Yaniv Bernstein is joined by Michiel Boere, CFO of Remote and forme ... Show More
52m 14s
Jan 2025
E071 - The System Has Trapped You: Here’s Your 90-Day Escape Plan | Simon Squibb
Back again for round two is none other than Simon Squibb. After the success of our first sit-down, we had to reconnect for round two whilst Simon is in Dubai. For those unfamiliar with Simon, he’s an entrepreneur, angel investor, and the founder of Helpbnk. Dedicating his career ... Show More
1h 17m
Feb 2025
Founder Mistakes – Why Most Founders Fail (and How Coaching Helps You Succeed) w/ Alexis d'Amecourt
As a startup founder, are you constantly putting out fires and feeling overwhelmed? You may be falling into some common pitfalls without even realizing it. In this episode, Yaniv and Chris are joined by Alexis D’Amecour, Head of Coaching at Mochary Method, to discuss the top foun ... Show More
58m 50s