How Did We Get Here?

7. How Did We Get From Paperboy to Wall Street? with Bob Seawright


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In this episode, we talk with Bob Seawright, who went from being a paperboy in his hometown to becoming a Chief Investment Officer and a well-known writer. Bob shares how his early jobs, like delivering newspapers in the cold and umpiring baseball games at 14, taught him important lessons that shaped his career. He also opens up about his journey from an unsatisfying legal career to finding his true passion on Wall Street. Filled with stories, wisdom, and practical advice, this episode is perfect for anyone looking for inspiration on how to follow their dreams and stay true to their values.

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Bob Seawright on LinkedIn

Jess Bost on LinkedIn

Mark Newfield on LinkedIn

Referenced in our conversation:

Bob Seawright's The Better Letter

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How Did We Get Here?By Jess Bost and Mark Newfield