Welcome to this classic episode. Classics are my favorite episodes from the past 10 years, published once a month. These are N of 1 conversations with N of 1 people. Brad Jacob's simple principle of "think big, move fast" is one I think about often.

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 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 is a true force of nature, and I hope you enjoy his episode.

For the full show notes, transcript, and links to mentioned content, check out the episode page here.

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Show Notes

(00:00:00) Welcome to Invest Like the Best

(00:02:11) 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

(00:40:34) Comparing the risks and rewards of early versus late adoption

(00:44:09) Reflecting on errors made in trend analysis

(00:48:59) Strategies for implementing new technologies in enterprises

(00:51:59) The significance of thought experiments in strategic decision-making

(00:56:00) Recalling transformative events from his early years

(00: 57:22) Outlining what makes a meeting 'electric'

(01: 01:53) Sharing experiences with exemplary leadership

(01:05:02) Strategies for maximizing team potential

(01:07:37) Deciding the right time to step away from a business

(01:08:58) Unveiling unexpected challenges in entrepreneurship

(01:18:45) Philosophies for leading a fulfilling life

(01:21:04) Finishing How To Make A Few Billion Dollars

(01:22:53) The kindest thing anyone has ever done for Brad

Aligning Personal Goals with Business Vision - Kyle Smith, CPA