Boardroom with Rich Kleiman

Andrew Ross Sorkin has spent his career following the money to understand everything — from Wall Street to Silicon Valley, from media to AI. A journalist who never set out to be one, Sorkin built DealBook into the Super Bowl of business journalism, turning curiosity into empire-building. In Boardroom's October Cover Story, he shares how an overheard word such as “internet” landed him at The New York Times, how he approaches interviews like a tennis rally rather than a serve, and why Oprah remains his white whale. Through stories of Too Big to Fail, the 1929 crash, and the coming AI reckoning, Sorkin unpacks how narrative drives markets, crashes, and comebacks alike. From Elon Musk’s many personas to the billion-dollar game of sports, streaming, and live entertainment, this is Andrew Ross Sorkin: journalist, storyteller, dealmaker — chasing what feels impossible, one conversation at a time.

Eugene Remm, co-founder of Catch Hospitality Group, is a renowned restaurateur known for creating a vibrant culinary brand. He shares his journey from nightlife to building Catch, emphasizing that true hospitality can't be faked. Remm highlights the importance of scaling culture, team loyalty, and focusing on small details that elevate experiences. He discusses strategic partnerships and the balance between maintaining neighborhood roots while attracting a diverse clientele, all while staying true to the brand's authentic experience.

A consensus five-star recruit coming out of high school, AJ Dybantsa shocked the basketball world when he turned down powerhouse programs to take his talents to BYU. In the latest episode of Boardroom Talks, Dybantsa sits down with Rich Kleiman to reveal why he chose the Cougars, what makes playing for Kevin Young special, and why he’s looking forward to March Madness more than the NBA. The two also discuss who Dybantsa models his game after, including Kevin Durant, the best business advice he’s gotten from LeBron James, incoming Mavericks rookie Cooper Flagg, his expanding NIL portfolio that includes deals with Fanatics and Red Bull, and much more in this exclusive interview.

Reigning US Open champion and world No. 1 Aryna Sabalenka reflects on her breakout year in an exclusive Boardroom Cover Story interview with co-founder Rich Kleiman. Following her first Grand Slam win last September, Sabalenka has emerged as one of the most dominant and recognizable figures in tennis, and she opens up about the pressure of defending her US Open title, the emotional rollercoaster of elite competition, and the personal growth that comes with life at the top. She discusses the challenges of winning over American crowds during high-stakes matches like her victory against Jessica Pegula, the intense discipline required to maintain her No. 1 ranking, and the career-defining move of switching from IMG to Naomi Osaka’s agency, Evolve. Sabalenka also dives into the off-court aspects of her rising stardom, from expanded branding opportunities to how idols like Novak Djokovic and Rafael Nadal helped shape her mindset and ambitions. She shares her goals for the future—both on the court and in life—as she aims to build a lasting legacy in women’s tennis while hoping to one day balance starting a family with continuing to compete at the sport’s highest level.

Will Makris, co-founder of the exclusive Zero Bond club in NYC, shares insights into the bustling nightlife scene. He discusses his journey from enthusiast to industry leader, navigating the challenges of launching during the pandemic. Makris highlights the power of membership clubs and the importance of brand integrity. The conversation touches on the evolution of nightlife, celebrity influences, and the rise of wellness-focused drinking trends. Nostalgia for iconic venues blends with a look ahead at what’s next in the vibrant NYC social landscape.

In this exclusive interview, Michael Rubin — founder and CEO of Fanatics — shares the remarkable journey behind building one of the most powerful companies in sports and e-commerce. He tells the story of his journey to becoming a billionaire entrepreneur with deep ties to the NBA, NFL, and global athletes & musicians like Tom Brady & Travis Scott. Rubin opens up about the mindset, hustle, and pivotal moments that shaped his path. Rubin discusses how he scaled Fanatics into a sports merchandising giant, and the key business principles he lives by. He also dives into leadership lessons, risk-taking, and what it takes to stay ahead in fast-moving industries. Whether you're an aspiring entrepreneur, a sports fanatic, or someone inspired by success stories, this conversation offers rare insight into the mind of a visionary who turned passion into a business empire.

Few icons represent New York City like Spike Lee — award-winning director, cultural force, Knicks superfan, and the visionary behind Do The Right Thing. In this exclusive Boardroom May Cover Story, Spike sits down with Co-Founder Rich Kleiman for a powerful conversation covering: The meaning behind May 19th — Malcolm X’s 100th birthday, the anniversary of Do The Right Thing, and the Cannes premiere of his latest film Highest 2 Lowest starring Denzel Washington & A$AP Rocky.

Francisco Lindor, the stylish shortstop for the New York Mets and an All-Star, discusses the immense pressure of playing in New York. He dives into the excitement surrounding Juan Soto's arrival and his staggering $756M contract, emphasizing the importance of teamwork and leadership. Lindor also touches on balancing personal life and baseball adjustments, highlighting mental health and cultural relevance in the game. With a passionate ownership driving the team, he paints a hopeful picture for the Mets' future and their aspirations to dominate the city.

Orlando Magic Power Forward Paolo Banchero's path to superstardom wasn't linear. Never considered a viral sensation, Banchero took Coach Mike Krzyzewski's early advice to go to Duke if he wanted a chance to become the NBA's #1 overall draft pick, a dream fulfilled in 2022. Banchero shares this and more in the newest installment of Boardroom Talks, where he sits with Boardroom Co-Founder Rich Kleiman to share his battle back from injury this season, how the chemistry of the Magic has evolved throughout his hiatus and return and how they're working toward a star-packed parity in the NBA similar to Jayson Tatum and Jaylen Brown in Boston or Nikola Jokić and Jamal Murray in Denver. Later, the two discuss how the role of the NBA star has evolved from Michael Jordan to LeBron James and into present day stars like Shai Gilgeous-Alexander and Anthony Edwards as well as how the latter, Edwards, shared an instrumental belief on how the playoffs are a unique beast of competition. Banchero also gushes over his love for Duke Basketball, his admiration for Duke phenom Cooper Flagg and what's next for his quest of becoming a perennial All-Star in the league.

MLS Commissioner Don Garber welcomes Boardroom into the MLS’ New York City office. In conversation with Boardroom Co-Founder and Philadelphia Union Part Owner Rich Kleiman the Major League Soccer commissioner discusses how an early job with the NFL jump started his career. Then, the duo discuss the nuances that come with managing sports owners, the impact of superstardom on the league brought on by players like Lionel Messi and David Beckham, how the AppleTV streaming partnership paved the way for other sports teams to follow suit and more. Later, Garber shares insights on the scalability of the league and the archetype of the modern fan, health and safety of its players, what fans can expect from the 2026 World Cup where he likens the global event to the NFL’s Super Bowl and so much more.