On this episode, Scott is joined by Guy Benjamin, a former F-16 fighter pilot for the Israeli Defense Forces (IDF), Yale graduate, former McKinsey consultant, and cofounder and CEO of Healthee. Guy’s story is a remarkable one, filled with the rigor, discipline, and determination it takes to become a fighter pilot, earn admission to one of the nation’s top universities, and go on to work for one of the world’s leading consulting firms. But his journey was just getting started.

We talk about Guy’s path from Israel to the United States and how he set out to solve a problem that affects millions of people: making health benefits simpler, smarter, and more accessible for both employers and employees. Guy saw the potential of AI long before it became the conversation dominating boardrooms and headlines. We explore how Healthee is leveraging AI to transform the health benefits experience, why Guy believes this technology will fundamentally change the way we navigate healthcare, and what he sees coming next. His vision is bold, his perspective is insightful, and his entrepreneurial journey offers a fascinating look at what happens when you combine technology, purpose, and a willingness to challenge the status quo.

And because every great conversation on Heart of It goes beyond the résumé, we wrap things up with a discussion of hummus, falafel, chocolate chip cookies, and the things that make us who we are outside of our professional lives. This episode is about leadership, innovation, taking risks, and the power of genuine human connection. I walked away with a new perspective on AI and a deeper appreciation for this new friendship. You won’t want to miss this conversation with Guy Benjamin!

I never intended to write a book. In fact, when the idea first surfaced, it felt more like something I should do than something I actually wanted to do. But as I began writing My New Heart Says, I realized this story needed to be told and that the process itself was going to be part of the healing. What started as a chore became unexpectedly cathartic, giving me a chance to reflect on my life, my heart transplant, the people who shaped me, and the lessons I’ve learned along the way. In this episode of Heart of It, I’m joined by two people who were instrumental in making the book possible: Jackie Haley of Dream To Author and Stephen Goldblatt, founder of Partners In Crime.

Jackie brought a proven methodology and accountability to a process I had never experienced before. Her system, resources, and ability to keep me committed transformed an overwhelming goal—“write a book”—into a series of manageable steps. Stephen brought something entirely different: years of knowing me, a deep friendship, and an incredible understanding of the heart behind the story. They say you can’t judge a book by its cover, but in this case, I hope you absolutely do. Stephen’s design captured the essence of My New Heart Says in a way that only someone who truly understood me and the journey could have. Together, Jackie and Stephen helped turn an idea into something tangible and something I’m incredibly proud to share.

This conversation is about much more than writing and designing a book. We talk about what Jackie and Stephen learned about me through the process, what I learned from each of them, and how creating this book opened all of our eyes to things we might not have discovered otherwise. We explore what it’s really like to write a book when you’ve never written one before...the doubt, the commitment, the surprises, and ultimately the incredible feeling of seeing your story come to life. It’s an uplifting and inspirational conversation, and if you’ve ever thought, “Maybe someday I should write a book,” I hope this episode gives you the push to stop thinking about it and start doing it.

In this special episode of Heart of It, Scott sits down with Alison Conklin, Editor-in-Chief of Bonus Days Magazine, who recently interviewed Scott for a story in the magazine’s latest issue. What began as an interview quickly became something much more personal. Alison and Scott discovered that they share an extraordinary connection: both are heart transplant recipients who were diagnosed with cardiomyopathy and given a second chance at life through the generosity of an organ donor. Two people who had never met suddenly found themselves comparing experiences, discoveries, side effects, emotions—and the remarkable ways a new heart can change not only your life, but your perspective on it.

Their conversation goes far beyond the mechanics of transplantation. They talk about what it means to receive a gift you can never repay, the responsibility they feel to make the most of the lives they have been given, and the desire to honor their donors by using their stories to create meaning and inspire others. At times, it feels like looking in a mirror—hearing someone else describe experiences that are deeply familiar yet almost impossible to explain to someone who hasn't lived them.

This is a conversation about gratitude, purpose, generosity and the complicated but beautiful relationship between organ donation and transplantation. Alison and Scott explore how something as unlikely and life-altering as a diagnosis can ultimately lead to connection, purpose and a renewed appreciation for every day. It’s a perspective on the power of organ donation you may never have considered and a reminder of just how much one person's generosity can live on in another.