HeyJaredWhat If With Leslie Grandy
This podcast is about curiosity, what it means to be creative, and why asking "What if?" can transform how things work and help you build a resilient future.
- Indexed episodes, last 90 days
- 8
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- Sep 2, 2026
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- Jul 8, 2026
Latest episodes
Creative Velocity Conversations: Coaches Collection with Hortense le Gentil (opens the original)
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This week's edition of the Creative Velocity Conversations: The Coaches Collection reintroduces Hortense le Gentil. Hortense is an executive leadership coach, speaker, and author of Aligned and The Unlocked Leader. Together we explore why the future of leadership requires something very different from the old superhero model. Hortense offers a powerful reframe for this moment: leadership requires humility and the recognition that "I don't know" is not a weakness. Instead, it invites others to co
Creative Velocity Conversations: Coaches Collection with Chuck Garcia (opens the original)
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As we prepare for a new season of the podcast in the fall, we revisit a few episodes about leadership, executive communication, and building human capital. These three conversations are with executive coaches who help leaders become the most effective versions of themselves. Taken together, they offer a roadmap for leading in a world where human judgment, emotional regulation, and empathy are becoming our greatest competitive advantages. The series kicks off with Chuck Garcia. Chuck was actually
What Leadership Really Requires | #25 (opens the original)
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What if leadership is not about having all the answers, but about creating the conditions where people can do their best thinking? In this special compilation episode of What If? , Leslie Grandy revisits moments from past conversations with leaders, executives, coaches, and culture builders who each offer a different view of what leadership actually demands. Not the polished version from leadership books or corporate values statements. The real version. The version that asks whether you act like
Curiosity Is the Creative Leader's Advantage | #24 (opens the original)
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What if curiosity is not a personality trait, but one of the most important leadership skills of this moment? In this special compilation episode of What If?, Leslie Grandy revisits moments from past conversations with leaders, investors, executives, academics, and entrepreneurs who all return to the same underlying idea: curiosity is what keeps people creative, adaptive, and relevant when the world around them keeps changing. Across these conversations, curiosity shows up in different ways. For
What Failure Teaches Creative Leaders | #23 (opens the original)
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What if failure is not the opposite of success, but one of the ways creative leaders learn how to succeed? In this special compilation episode of What If?, Leslie Grandy revisits moments from past conversations with leaders, founders, investors, executives, and coaches who have all had a close relationship with failure—and have learned to think about it differently. Failure is often treated as evidence that something, or someone, was not good enough. From school onward, many of us are trained to
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