Invest Like The Best
Episode 421 Investing in Carvana
Invest Like The Best

Episode 421: Investing in Carvana

Invest Like The Best

Episode 421

Investing in Carvana

Cliff Sosin is the founder of CAS Investment Partners. We cover how taking concentrated positions in companies with brilliant business models created a billion-dollar fund, the remarkable turnaround story behind Carvana, and the critical decision-making processes that set successful investors apart during market crises.

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Show Notes:

(00:00:32) Building a Billion-Dollar Investment Fund

(00:03:41) The Investment Philosophy That Drives Outsized Returns

(00:07:23) Defining Excellence in Business Models

(00:12:31) Risk Management: Contained vs. Uncontained

(00:15:30) Mental Models Behind Market Success

(00:30:13) ESG's Critical Role in Modern Investing

(00:34:26) The Remarkable Carvana Investment Story

(00:41:01) Disrupting the Automotive Sales Model

(00:44:12) Building Trust Through Service Excellence

(00:49:40) Navigating Management Challenges Successfully

(00:59:07) Navigating Unprecedented Market Volatility

(01:18:56) Strategic Growth in Challenging Times

(01:23:10) Maximizing Organizational Efficiency

(01:27:19) Financial Restructuring: The Apollo Effect

(01:34:21) Psychological Resilience in a Crisis

(01:45:16) Future Strategies: AI's Investment Impact

(01:49:48) Identifying Tomorrow's Market Winners

(01:54:51) Beyond Business: Cliff’s Personal Journey

Investing in Carvana

Introduction

Patrick
My guest today is Cliff Sosin. Cliff is the founder of CAS Investment Partners, a fund he started with $5 million in 2012 that's now $1.7 billion. This conversation is different from our typical episodes. We start by talking about Cliff's investment philosophy, but the bulk of this long discussion is a case study into his remarkable investment in Carvana.

Cliff is one of the biggest investors in the business, which had a market cap of over $60 billion in 2021, then fell 99%, survived, and now has a market cap approaching $50 billion again. While I hosted Carvana CEO Ernie Garcia last year to get the inside perspective on managing through such turbulence, today we hear the investor side of this extraordinary story.

It is a singular episode and a rare opportunity to hear a major investor describe his decision-making process at every stage of a volatile journey. Please enjoy my great conversation with Cliff Sosin.

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