Alan Waxman - Building Sixth Street - [Invest Like the Best, EP.433]

Invest Like the Best with Patrick O'Shaughnessy

Colossus

Investing, Business, Technology

4.8 • 2.4K Ratings

🗓️ 15 July 2025

⏱️ 76 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

My guest today is Alan Waxman. Alan is the co-founder and CEO of Sixth Street, one of the most unique investment firms with a "go anywhere, do anything" mandate across asset classes, geographies, and time horizons, and over $110 billion in AUM. He describes his journey from CIO of Goldman Sachs’ Special Situations Group and the frameworks he brought with him to lay the foundation for Sixth Street. Alan details their famous investments like Spotify and Airbnb during challenging periods, their innovative sports partnerships with Real Madrid and FC Barcelona, and their $30 billion "TAO" vehicle that allows them to write billion-dollar checks while keeping individual fund sizes matched to opportunities. We discuss hiring people without egos, enabling a truly multi-strategy approach, and Sixth Street’s "face the tiger" philosophy. Please enjoy this great conversation with Alan Waxman. 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 (00:04:57) Introducing Alan Waxman and Sixth Street (00:05:58) The Formative Goldman Sachs Years (00:10:21) Unitizing Risk and Return (00:14:23) Facing the Tiger: Sixth Street's Culture and Values (00:34:51) Spotify and Airbnb: Case Studies in Investment (00:39:20) Ambitious Investment Strategies (00:40:40) Strategic Partnerships in Sports (00:41:23) Navigating COVID with Airbnb (00:43:36) Risk and Return Analysis (00:46:56) Investing in Sports and Live Entertainment (00:52:23) Developing Investment Themes (00:55:29) Balancing Leadership and Investment (00:57:30) The Importance of Culture (01:10:33) Future Self and Long-Term Vision (01:15:09) The Kindest Thing Anyone Has Ever Done For Alan

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.
	...

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