Jesse R., Executive Director

“5 Stars – Inspirational Leadership Experience I recently had the opportunity to participate in the Legacy Leadership Course facilitated by Chris Ross—and it has been nothing short of transformational. This wasn’t just another leadership seminar with theories and clichés. This was a deep dive into who you are, why you lead, and how to grow…

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Alex S., Sr. Director of Procurement

“Legacy Leadership Academy – an incredible experience. Over the course of each week, we went through the Legacy pillars and learned how to apply them in our current roles, allowing us to expand on our leadership knowledge and practices. The layout of the course was top notch – bringing us together as a group from…

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Ep. 70 – Lead the Leaders: A Conversation with Cynda Walter

This week on Pillar Talk, we’re shaking things up. For the first time in a long time, Chris is joined by a guest—and it’s one worth tuning in for. Meet Cynda Walter, Founder of People Empowered and a powerhouse in healthcare leadership development. Cynda brings 16+ years of experience from the acute care side of…

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Ep. 69 – Easter & Passover: 7 Leadership Lessons on Growth

In this special episode of Pillar Talk, Chris steps outside his comfort zone to reflect on two powerful and deeply meaningful holidays—Easter and Passover—and the leadership and growth lessons we can draw from both. While not a religious person, Chris shares his respect for the principles and rituals that shape both the Christian and Jewish…

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Ep. 68 – Habits

Episode 68 – Habits: The Hidden Drivers of Your Life Let’s talk about something that’s shaping your success—and maybe sabotaging it too—without you even realizing it: habits. In this episode of Pillar Talk, Chris breaks down the real power of habits and how they silently drive the outcomes in our lives, our work, and our…

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Ep. 67 – Hidden Lessons

Sea Turtles & Leadership: What They Have in Common Might Surprise You What do sea turtles and great leaders have in common? More than you’d think. In this week’s fun and reflective episode of Pillar Talk, Chris shares lessons from his family’s recent trip to Hilton Head—and more specifically, from an unexpected encounter with a…

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Ep. 66 – Chaos

Managing Chaos by Choosing Calm In this episode of Pillar Talk, Chris gets real about something that affects us all: chaos. The kind that creeps into your workday, your relationships, your goals—and if you’re not careful, it becomes your norm. But chaos isn’t just noise—it’s a barrier to growth, a slow drain on your energy,…

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Marcus M., Franchise Owner and Operator, Skedaddle Humane Wildlife Control

“I manage a team of 15 people in southeastern Wisconsin who provide humane wildlife control solutions for homeowners, and I recently finished the LEGACY Leadership Academy a couple of weeks ago. And I’ve got to say, I was really impressed with Chris’s approach to leadership in general. It was a great contrast from the very…

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