Jon Wertheim is a sports journalist and author who has a passion for psychology and economics. He is the Executive Editor at Sports Illustrated, where he has been a full-time staff member since 1996. Jon also is a contributing correspondent on 60 Minutes and an analyst for the Tennis Channel at the four Majors. He is the author of ten books including Strokes of Genius about the Federer-Nadal rivalry, the New York Times bestseller Scorecasting, and more recently, This Is Your Brain on Sports.

Our conversation spans across sports, behavior and decision making, discussing Jon’s path to a career in sports journalism, insider perspective on tennis, role of luck, cycles in basketball strategy, loss aversion, job preservation, omission bias, sports gambling, the business of sports, and lessons from interviewing.

Jon moves with ease across sports, investing and psychology, and the parallels with his anecdotes and the world of investing are both entertaining and readily apparent.