In Part Two, Bob shifts from storytelling to reflection, opening up about the lessons he learned through decades in comedy, business, and community life. He talks about humility, resilience, the grind of the road, and why chasing curiosity can change everything. This episode is filled with wisdom, heart, and the kind of perspective that only comes from a lifetime of experience.

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In Part One of our conversation with longtime Side Splitters owner Bob Jewell, we trace his unlikely path from a casual open mic to running one of Florida’s premier comedy clubs. Bob shares stories from the club’s early days—18-hour workdays, last-second remodels, and the comedians who helped shape its identity. From Ray Romano to Billy Gardell, this episode offers a funny, revealing look behind the scenes of life in stand-up.

Rob Semerano and Jessica Curtis sit down with Ray Negron—author, former Yankees executive, and one-time teenage graffiti artist whose life changed the day George Steinbrenner caught him in the act. Negron shares the extraordinary twists that took him from a Bronx holding cell to the Yankee clubhouse, where players and mentors shaped his faith and purpose. His story is a testament to second chances, gratitude, and the unexpected places where true transformation begins.

Lieutenant Colonel Waldo Waldman joins Jessica Curtis to share how lessons from 65 combat missions translate into leadership, teamwork, and courage under pressure. A Hall of Fame speaker and bestselling author of Never Fly Solo, Waldo reveals how facing fear, building trust, and finding your “wingmen” can change both your career and your life. Together, they explore what it really means to lead with courage, humility, and purpose—whether in the cockpit or the boardroom.

Jessica Curtis and Rob Semerano sit down with Tom Faggione for an inspiring conversation about resilience, leadership, and community. From the life lessons of Little League to the responsibilities of public service, Tom shares how faith, family, and teamwork shape his approach to every challenge. Together, they explore what it means to get up after setbacks, lead with humility, and strive each day to be just one degree better.

Jessica Curtis and Rob Semerano sit down with longtime Port Jervis educator and coach Brian Rollman, whose classroom—known to generations of students as “Club 110”—has been a haven of positivity and purpose for nearly three decades. Rollman reflects on how empathy, humor, and vulnerability have shaped his approach to teaching and coaching in an era of constant distraction. From overcoming the isolation of COVID to inspiring students long after graduation, his story is a powerful reminder that the best lessons in life aren’t always found in the curriculum.

Jessica Curtis and Rob Semerano talk with composer and educator Evan Mack, founder of We Are Instrumental, a nonprofit providing quality instruments and music opportunities to underserved schools. Inspired by his son’s observation of classmates playing on broken instruments, Evan turned compassion into action—launching a movement that now spans across the Adirondack region. From Carnegie Hall to rural classrooms, this conversation explores how music can open doors, fuel dreams, and change lives.

Jessica Curtis and Rob Semerano sit down with Emmy-winning journalist and author Bob Sellers, whose career has taken him from the baseball diamond to the anchor desk at Fox, CNBC, MSNBC, and beyond. Bob reflects on resilience, the lessons baseball taught him about failure and persistence, and how passion fueled his path into journalism. With stories of sports, news, and life perspective, this conversation highlights the power of attitude and positivity in shaping success.