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What If With Leslie Grandy

What If With Leslie Grandy

Written by: Leslie Grandy
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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. We'll look at how asking better questions can unlock transformative thinking and what happens when you challenge assumptions and imagine what could be, rather than accepting what is.2026 Economics Management Management & Leadership
Episodes
  • What If It Isn't Just a Question | #1
    Mar 4 2026

    What if the most powerful tool for innovation isn't an answer—but a better question?

    In the inaugural episode of What If?, host Leslie Grandy introduces the core idea behind the show: "What if" isn't just a question—it's a repeatable practice for unlocking creativity, foresight, and breakthrough thinking.

    Drawing from her career spanning Hollywood film sets and executive leadership roles at companies like Apple, Amazon, T-Mobile, RealNetworks, and Best Buy, Leslie shares how two simple words reshaped the way she solves problems, challenges assumptions, and builds resilient strategies in the face of uncertainty.

    In this episode, you'll learn:

    • Why creativity isn't an artistic talent—but a universal problem-solving skill
    • How asking "what if" helps leaders move from incremental thinking to exponential outcomes
    • The five deliberate ways to apply "what if" to reframe problems, break rules, flip assumptions, and anticipate unintended consequences
    • Real-world examples of how "what if" thinking led to industry-shaping innovations—from subscription video models to curbside pickup
    • How to stop reacting to change and start designing the future you actually want

    This episode sets the foundation for the What If? method—a structured approach that helps executives, functional leaders, and teams think bigger, see around corners, and use AI as a creative collaborator, not a crutch.

    Whether you lead a Fortune 500 team, manage a critical function like finance or operations, or simply feel stuck playing it safe, this podcast is for you.

    Because innovation doesn't start with better answers.
    It starts with better questions.

    Challenge for this week:
    Ask yourself—What if the thing holding me back isn't the problem, but the way I'm seeing it?

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    16 mins
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