Episode 531: Leslie John: Oversharing as a Competitive Advantage in Leadership and Negotiation

Miss Understood with Rachel Uchitel · Feb 24, 2026 · 1h 27m

We’ve been conditioned to believe that saying less is safer. But playing it safe costs trust, influence, stronger negotiations, and deeper relationships because the line between “too much” and meaningful connection is further out than we think. In the latest episode of Habits & Hustle, I’m joined by author Leslie John to break down the exact tipping point where leader vulnerability backfires, why holding your cards close in negotiation weakens your leverage, and how pushing slightly past your comfort zone builds real authority. Leslie John is the James E. Burke Professor of Business…