
Elevate with Robert Glazer Elevate Classics: General Stanley McChrystal On Character In Leadership
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Mar 26, 2026 General Stanley McChrystal, retired four-star general, founder of the McChrystal Group, and leadership author. He discusses preparing organizations for uncertainty. He talks about leading calmly under pressure. He explores values-based choices, empowering teams with clear intent, and the moral challenges of AI, disinformation, and trust.
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Train Teams To Adapt To Unexpected Conditions
- Prepare your organization to adapt, not just to execute detailed contingency plans that rarely match reality.
- Teach teams the intent and desired outcome so frontline leaders can "execute the order I should have given you" when conditions change.
Plan For Being Wrong Not Every Contingency
- Don't get fixated on many specific contingencies; instead develop the capability to adapt to wholly unforeseen events.
- Build organizational mindsets that accept plans will break and emphasize resilience and improvisation.
Lead Like It's Your Last Job
- Lead like it's your last job: make the right decision now instead of seeking promotion-protecting caution.
- Avoid risk-averse behavior driven by career calculus; act with the courage your role demands.








