Graham interviews Basketball Hall of Fame broadcaster, Dick Vitale. The legendary ESPN basketball analyst is colorful and heartfelt as he shares stories of his eyesight and bullying battles as a kid, a tight bond with Jim Valvano and overcoming a career-threatening injury. "Dickie V" also offers a tour of his Florida estate and various looks at his philanthropic commitments, including an "obsession" with raising money for pediatric cancer.

Graham spends the day with the most decorated professional surfer ever, Kelly Slater. Slater, now 47, discusses the challenges facing the debut of surfing in the 2020 Tokyo Olympics, and how wave technology could have helped. Slater details the growth of his sustainable clothing brand, and the development of his business. Graham also talks to Slater's long-time girlfriend, Kalani Miller, about the couple's future. And then, Slater and Graham get in the water at Slater's Surf Ranch to get first hand experience with artificial wave technology.

Award-winning actor Kelsey Grammer, best known for his roles in Cheers and Frasier, tells Graham about the reboot of his popular character. Grammer talks family, the importance of his on-screen father-figure, coping with the murder and loss of his real-life father and sister, and his four marriages, including the abuse he suffered before finding happiness with his current wife. Plus, Grammer takes Graham on a tour of his never before seen property in the Catskill Mountains, shows off the tavern for Faith American Brewing Company, and discusses the impact surfing has had on him.