Episode 228: Leadership in Uncertain Times — Don’t Wait for Optimism, Generate It

Episode 228: Leadership in Uncertain Times — Don’t Wait for Optimism, Generate It

From Bob 'n Joyce Talk HR 'n OD by Bob Stapleton and Joyce Wilson-Sanford

March 18, 2026 · 26 min · Episode 228

About this episode

The episode discusses how leaders can generate optimism and make a positive impact during uncertain times.

In this episode, we continue our conversation about the role of Organization Development in unsettled times. Last time we explored what it means to act hopeful when it’s hard to feel hopeful. This time we go a step further: How do you show up when things feel uncertain—and still make a positive difference? We draw inspiration from Margaret Wheatley’s book Who Do We Choose To Be?, which offers a powerful historical perspective on how societies and systems evolve—and what that might mean for the world we’re navigating today. If we understand these patterns, leaders and OD practitioners can better assess what is actually happening around them—and more importantly, decide how they want to respond. In our conversation we explore the practical ways leaders can show up in difficult moments: • Strengthening connection when people feel fragmented • Choosing love over fear in how we lead • Maintaining a willingness to contribute, even when outcomes are uncertain • And yes—keeping a sense of humor along the way Because in challenging times, leadership isn’t about waiting for optimism. It’s about generating it.

People in this episode

Hosts: Bob Stapleton, Joyce Wilson-Sanford

Topics covered

  • leadership
  • organization development
  • uncertainty
  • optimism
  • connection
  • fear
  • humor

Keywords

  • leadership
  • organization development
  • optimism
  • uncertainty
  • connection
  • fear
  • humor

Mentioned in this episode

Books & works: Who Do We Choose To Be?

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