North Star Leaders

Beyond Perfect with Bill Glenn

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Perfection. Hustle. Always being the smartest person in the room. Those are the things many leaders are taught to chase. But what happens when you realize those ideas might actually be holding you back?

In this episode of North Star Leaders, Lindsay Pedersen sits down with Bill Glenn, SVP of Marketing at Esper, for a refreshingly honest conversation about leadership, vulnerability, and the long road away from perfectionism. Bill shares how decades in tech reshaped the way he leads - from chasing flawless performance to prioritizing honest feedback, mentorship, and self-awareness.

You’ll hear them discuss:

  • Why performance review conversations can actually be one of the most energizing parts of leadership
  • How direct, honest feedback - delivered with care - can unlock real growth for teams
  • The shift from trying to be the smartest person in the room to building teams that challenge and elevate each other
  • The hidden connection between perfectionism, fear, and authentic leadership
  • Simple daily practices that help leaders reset their mindset and stay grounded
  • hHw mentorship - both giving and receiving it - can shape an entire career
  • Why more professionals are rethinking success, hustle culture, and what the “next phase” of life might look like

    • Resources:

    Bill Glenn - LinkedIn | Esper Device Management

    Lindsay Pedersen - Contact me to tell me who you'd like to hear as a guest! | Connect with me on LinkedIn

    ...more
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    North Star LeadersBy Lindsay Pedersen