Exploring Kindness and Unique Traits in Business Connections

This chapter explores the unique traits of an individual, including curiosity and optimism, while sharing a personal story of significant kindness from a notable figure. The discussion wraps up with a call for listeners to engage with more resources related to the podcast.

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My guest today is Brad Jacobs. Brad’s resumé is remarkable. He has founded seven companies, all of which are billion-dollar or multibillion-dollar businesses. He has done 500 M&A transactions and raised $30 billion dollars of debt and equity capital. Currently, he is the Executive Chairman of XPO, a commercial trucking company that he started in 2011 and has grown into one of the largest logistics businesses in the world. He has also written a book that will be out in January, titled “How to Make a Few Billion Dollars”. Brad’s energy is infectious and our conversation unpacks his strategies for M&A, his propensity for speed, and methods for earning team buy-in. Please enjoy my conversation with Brad Jacobs.

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Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.

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Show Notes

(00:02:11) - (First question) - Identifying key factors in a market before investing

(00:05:07) - Gleaning insights from early acquisition experiences

(00:08:43) - Delving into the seller's mindset during a business sale

(00:12:51) - Weighing pre-built against organic growth strategies in acquisitions

(00:17:20) - Defining the elements of an ideal business

(00:22:49) - Engaging constructively with Wall Street

(00:24:36) - Discussing the substantial buyback of XPO shares

(00:28:16) - Ambition as a recurring theme in entrepreneurial success

(00:30:17) - Emphasizing the need to facilitate team agility

(00:32:35) - Highlighting the joys of post-acquisition integration

(00:36:09) - Drawing lessons from Ludwig Jesselson's principles