Richard Branson invites Graham to the Bahamas as Sir Richard hosts his annual Necker Cup Tennis Pro-Am. The three-day episode taping includes an In Depth interview with the British billionaire and humanitarian, plus kitesurfing and commentary from Martina Navratilova and other Pro-Am competitors. Branson shares some of his most impactful stories, including death-defying hot air balloon expeditions, excessive Formula 1 celebrations and overcoming hardships as he ventured into new industries, including commercial space travel.

John McEnroe invites Graham to both his tennis academy and art gallery in New York City to discuss those passions and reflect on his reputations as both a tennis superstar and a short-tempered bad boy in the sport. McEnroe shares stories of his rise to stardom, his love-hate relationship with anger and coping with the 2017 deaths of both parents. Plus, the tennis star turned TV personality talks of his fondest memories as a commentator and what life might be like once the celebrity spotlight fades.

This week on In Depth, sports figures open up about their dealings with money, including incredible gains, life-changing losses and lessons learned along the way. Some of the biggest names in sports – including Wayne Gretzky, Emmitt Smith, Lewis Hamilton, Billie Jean King and Kevin Harvick – share stories ranging from early introductions to budgets to the mindset after signing that first big contact.