From Dodgers Top Draft Pick to Harvard Trained Middle Eastern Maven: Does the American Dream Still Exist?
David Lesch is a poster child for something. I’m just not sure what. On the one hand, given his personal reinvention from Los Angeles Dodgers first-round draft pick to official biographer of Bashar al Assad, some might consider him proof that the American Dream still exists. But others, including even himself , would argue that his incredible pivot from baseball protege to Harvard-educated Middle Eastern expert, reflects the privilege of his social class and perhaps even gender. In any event, the Lesch story is pretty amazing - which is why the San Antonio-based biographer Catherine Nixon Cooke has just published Dodgers to Damascus, the story of his journey from star pitcher to star diplomat. So it was intriguing to not only host Cooke but also David Lesch to discuss his highly unusual journey from the youthful potential of baseball to the grim reality of Bashar al Assad’s Syria.
1. Privilege complicates the reinvention narrative Lesch's transformation from baseball to diplomacy required significant advantages - supportive family, financial stability, and access to elite education. His story demonstrates both genuine resilience and the reality that dramatic career pivots often depend on existing social capital.
2. Failure as preparation has limits While Lesch credits baseball's culture of failure with preparing him for diplomacy, this framework works better in retrospect. The "fetishization of failure" narrative is easier to embrace after achieving success than during actual setbacks.
3. American Middle East policy remains deeply flawed Despite Lesch's generous B-grade assessment based on narrow objectives (oil access, Israeli security, Soviet containment), the broader record suggests more fundamental failures in understanding regional complexities and long-term consequences.
4. Assad's evolution illustrates power's corrupting force Lesch's insider perspective on Bashar al-Assad's transformation from potential reformer to authoritarian ruler provides a case study in how institutional constraints and personal ambition can override initial intentions.
5. Listening skills transfer across domains The interview emphasizes how Lesch's approach to conflict resolution - particularly deep listening and cultural understanding - represents transferable expertise that America needs more of, regardless of political administration.
Keen On America is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.
This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit keenon.substack.com/subscribe
Episode 2087: Alex Dang and Ilya Strebulaev on How to Think Like a Venture Capitalist
Episode 2086: Keith Teare on Silicon Valley's Trump-Biden dilemma
Episode 2085: KEEN ON America featuring Nick Bryant
Episode 2084: Terry H. Anderson on why the 1990's still matter so much
Episode 2083: Andrew Lipstein on the $15 Trillion 401(k) Doomsday that might trigger a global economic catastrophe
Episode 2082: James Kirchick explains why a chill has fallen over Jews in the American publishing industry
Episode 2081: Robert Wolcott on how just-In-time technology is about to radical transform business, society and daily life
Episode 2080: Keith Teare's defense of technological utopianism
Episode 2079: Jeremy S. Adams on Lessons in Liberty from ten extraordinary Americans
Episode 2078: Spencer Kornhaber on our carnally confused age in which sex is always in our heads but not in our beds
Episode 2077: Kathleen DuVal on a Thousand Year History of Native Nations in North America
Episode 2076: Sir Tim Lankester on the promise, failure and legacy of Margaret Thatcher's monetarist revolution
Episode 2075: Bethanne Patrick's six must-read new books for May