Graham Weaver - Building Alpine - [Invest Like the Best, EP.425]

Invest Like the Best with Patrick O'Shaughnessy

Colossus

Investing, Business, Technology

4.8 • 2.4K Ratings

🗓️ 27 May 2025

⏱️ 92 minutes

🔗️ Recording | iTunes | RSS

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Summary

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 to retire, but lack succession plans. Alpine buys companies and installs 28-year-old military veterans and top MBA graduates as CEOs, leveraging 25 years of intellectual property on how young executives can successfully run established businesses. Alpine's CEO-in-training program is now the most applied-to job at Harvard, Stanford, and Kellogg business schools. We discuss the past, present and future of their unique approach. Please enjoy my conversation with Graham Weaver. For the full show notes, transcript, and links to mentioned content, check out the episode page⁠⁠ here.⁠⁠ ----- This episode is brought to you by⁠⁠ Ramp⁠⁠. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Go to⁠⁠ Ramp.com/invest⁠⁠ to sign up for free and get a $250 welcome bonus. – This episode is brought to you by⁠⁠ AlphaSense⁠⁠. AlphaSense has completely transformed the research process with cutting-edge AI technology and a vast collection of top-tier, reliable business content. Invest Like the Best listeners can get a free trial now at⁠⁠ Alpha-Sense.com/Invest⁠⁠ and experience firsthand how AlphaSense and Tegus help you make smarter decisions faster. – This episode is brought to you by⁠⁠ Ridgeline⁠⁠. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. Head to⁠⁠ ridgelineapps.com⁠⁠ to learn more about the platform. ----- Editing and post-production work for this episode was provided by The Podcast Consultant (⁠⁠https://thepodcastconsultant.com⁠⁠). Show Notes: (00:00:00) Welcome to Invest Like the Best (00:05:13) The Journey to Private Equity (00:06:59) Early Influences and Personal Growth (00:09:54) The Power of Wrestling and Rowing (00:11:45) Choosing Your Path and Making Decisions (00:14:48) College Goals and Rowing Success (00:18:05) Lessons from Early Business Ventures (00:26:24) Founding Alpine and Early Challenges (00:34:46) Core Beliefs and Talent Development (00:39:07) Fun Board Meetings and Team Dynamics (00:40:42) Platform Building 101 (00:44:08) Talent and Training Programs (00:49:12) Employee and Customer Engagement (00:52:27) Financial Outcomes and Asymmetric Returns (00:55:52) Incentivizing Young CEOs (01:00:26) The Role of Emotional Intelligence (01:02:45) The Alpine CEO in Training Program (01:03:40) Teaching at Stanford and Influential Mentors (01:07:58) Helping Students Find Their Passion (01:10:22) Visualizing Your Future Self (01:11:19) Scalability of Coaching (01:12:15) Personal Growth Through Teaching (01:16:16) The Role of Executive Coaching (01:24:45) Lessons from a Bad Deal (01:31:50) Daily Routines and Success (01:36:13) The Future of Private Equity (01:35:24) Unleashing Heroes at Alpine (01:38:09) The Journey of Building Alpine (01:41:31) The Kindest Thing Anyone Has Ever Done For Graham

Transcript

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0:00.0	Something I speak about frequently on Invest Like the Best is the idea of life's work.
0:04.5	A more fun way to think about it is that I'm looking for maniacs on a mission.
0:08.5	This is the basis for our investment firm, Positive Sum, and it's the reason why I'm so enthusiastic about our presenting sponsor, Ramp.
0:15.0	Not only are the founders, Karim and Eric, life's work-level founders, certainly maniacs on a mission.
0:20.0	They have created a product that is effectively an unlock for founders and finance team to do more of their life's work
0:25.5	by streamlining financial operations, saving everyone their most precious resource time.
0:30.9	Ramp has built a command and control system for corporate cards and expense management.
0:35.1	You can issue cards, manage approvals, make vendor payments of all kinds, and even automate
0:39.4	closing your books all in one place.
0:41.7	Speaking from my own experience using Ramp for my business, the product is wildly intuitive,
0:46.4	simplistic, and makes life so much easier that you'll feel bad for any company who hasn't
0:50.4	yet made the switch.
0:52.5	The Ramp team is relentless, and the product continues to evolve to save you time
0:56.0	that you would never have dreamed of getting back.
0:58.2	To me, there is nothing more interesting
1:00.0	than technologies that reduce friction for other entrepreneurs
1:03.7	to be able to build the thing that they want to.
1:06.2	So much attention has gone to cloud computing,
1:08.8	APIs, and other ways of making life easy for founders,
1:12.6	what Ramp has done and is doing is build yet another set of tools in this category.
1:18.0	To get started, go to ramp.com. Cards issued by Celtic Bank and Sutton Bank, member FDIC,
1:23.9	terms and conditions apply. As an investor, staying ahead of the game means having the right tools, and I want to share
	...

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