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October 1, 2025 33 mins

In this episode of Route Notes, Wes and David explore what happens when leaders overshare, overprocess, or unravel in public—and the unintended consequences it can have on teams, trust, and momentum. A strange moment on a delayed flight (where the pilot shares a little too much about what went wrong) widens into deeper reflections on leadership and the tension between authenticity and stability.

They recount one of their most bizarre and hilarious facilitations where the cost of oversharing in leadership moved past vulnerability into volatility. 

Plus: David’s detour through Manhattan’s High Line and a Swiftie-approved backup plan for those staying grounded.

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