That Pivotal Moment of Change

"That Pivotal Moment of Change" is a podcast dedicated to uncovering the often winding and unpredictable paths that define our careers. In each episode, we explore the diverse journeys of individuals from various disciplines, focusing on the pivotal moments that have significantly shaped their professional and personal lives. Our guests share their stories of success and failure, each packed with unique lessons that offer valuable insights into resilience, decision-making, and the impact of unexpected opportunities. By delving into these transformative experiences, the podcast aims to inspire listeners to reflect on their own career trajectories and to understand that every challenge and triumph comes with lessons that pave the way for future success.

That Pivotal Moment of Change is a business podcast hosted by Ryan Leffel, with 20 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Ryan Leffel hosts That Pivotal Moment of Change, a business show with 20 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

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  Episode #1

  Episode 20: Lorraine K. Lee on Showing Up, Standing Out, and Speaking with Impact

  May 7, 202542 minS3

  What does it take to build a personal brand that opens doors—and still feels authentic? In this episode of That Pivotal Moment of Change, Lorraine K. Lee shares her journey from editorial leader at LinkedIn and Prezi to keynote speaker, LinkedIn Learning instructor, and author of Unforgettable Presence. We talk about navigating pivotal moments like layoffs, embracing the power of introversion, and making the leap from middle management to senior leadership. Lorraine offers powerful frameworks like EPIC (Experiences, Personality, Identity, Community) and RAVE (Relationships, Appearance, Visibility, Expertise), and opens up about the mindset shift that changed her career: becoming th...

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  Episode #19

  Episode 19: Roger Rohatgi on Hustle, Heart, and Human-Centered Innovation

  Apr 23, 202551 minS2

  In this episode, Roger Rohatgi shares the remarkable journey that led him from designing rave flyers and producing an award-winning film to becoming Chief AI Officer at Chai. Roger opens up about how building an app to help children with autism sparked his entry into the AI space, and how he’s stayed grounded in empathy and purpose while leading design at scale for companies like BP, Objective Edge, Ministry Brands, and more. He talks about launching the first social television network in the U.S. after pitching a wild idea just weeks into a new role, and why curiosity, co...

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  Episode #19

  From Personas to Purpose: Kevin Hawkins on Strategic Leadership

  Apr 16, 202539 minS2

  In this episode of That Pivotal Moment of Change, Kevin Hawkins shares a thoughtful look at his evolution from building products to building high-performing teams. Reflecting on experiences that span from fintech startups to global travel platforms, Kevin opens up about what it really takes to scale teams—from 6 to over 100—and the mindset shifts that come with it. One of the most compelling ideas in this conversation is Kevin’s use of stakeholder personas—a concept that applies product thinking not just to users, but to the people around the product. By understanding stakeholders’ motivations, fears, and communication styles, Kevin buil...

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  Episode #17

  Tim Gilligan: From Backstage to the Boardroom, Designing Operations with Heart

  Apr 9, 202542 minS2

  In this episode of That Pivotal Moment of Change, I sit down with Tim Gilligan, whose career has taken him from immersive theater productions in New York to the world of design operations at Capital One. Tim’s story challenges the idea of linear career paths and explores how each chapter—no matter how unexpected—can become a powerful building block. We talk about the transition from stagecraft to systems thinking, the importance of resilience as a resource rather than a mindset, and the value of asking for help when the way forward feels uncertain. Tim opens up about learning to clo...

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  Episode #16

  Draw the Rectangle: Matt Walsh on Resilience, Reinvention, and Leadership

  Apr 2, 202550 minS2

  In this episode of That Pivotal Moment of Change, we sit down with Matt Walsh — Founder & CEO of Greenstone and a veteran behind some of the most iconic digital agency work of the last two decades. Matt takes us back to where it all began: sitting at his desk on day one of his UX career, staring at a blank screen, unsure of what to do next — until he simply drew a rectangle and took the first step. From that moment forward, Matt shares the pivotal decisions that shaped his career — from playing a key role in digital strategy for brands...

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