Explore every episode of the podcast Boardroom with Rich Kleiman

In the latest episode of Boardroom Talks, Michael Che sits down for a wide-ranging conversation about comedy, Saturday Night Live, his new Netflix special Shot in Minnesota, and the changing business of stand-up. Che discusses why great comedy can come from outside the traditional gatekeepers, how social media has changed the path for emerging comedians, and why constraints can actually make artists more creative. He also opens up about his time as SNL's first Black head writer, the challenges of writing from a different perspective, and why criticism can be healthy for the creative process. Che gets candid about his friendship and prank war with Colin Jost, the viral moment when he confronted Ye, the state of Black representation in comedy and television, and why he believes sitcoms have lost some of the magic of the 1990s and early 2000s. He also talks about directing Shot in Minnesota for the first time, why he wanted the special to feel more like a live rock show, the comedians who make him laugh, his love of New York, his favorite music, and the best investment he's ever made: betting on himself and trying comedy.

Keanu Reeves is best known for iconic roles in films like The Matrix and John Wick, but one of his biggest passions away from Hollywood has become a business of its own: ARCH Motorcycle. In the latest episode of Boardroom Talks, Keanu and ARCH co-founder Gard Hollinger sit down with Rich Kleiman for a wide-ranging conversation about the unlikely partnership that became ARCH Motorcycle and ARCH Racing. The two founders trace their story back to 2005, when Keanu brought his Harley-Davidson to Gard’s custom motorcycle shop. What started as a one-off custom bike eventually became a motorcycle company, a racing team, a TV series, and a growing creative brand. Keanu and Gard discuss building ARCH from the ground up, developing their own ARCH 120 LS engine, competing in the MotoAmerica Super Hooligan series, the business behind motorcycle racing, finding sponsors, building a community of owners, and why storytelling has always been central to what they’re creating. Keanu also reflects on what excites him about ARCH, from the creative process and design to racing and the possibility of expanding ARCH into a broader lifestyle brand. He explains why making things has become such an important part of his life, even after decades of making movies.

Emma Grede sits down with Rich Kleiman for the latest Boardroom Cover Story to talk about the ambition, resilience, and relentless work ethic that shaped her path from growing up in London to becoming one of the most influential entrepreneurs in fashion. Grede opens up about growing up around financial stress, starting a paper route as a child, and learning early that money represented freedom. She shares how her mother shaped her mindset, why Oprah became her ultimate role model, and how she turned every opportunity into the next step in her career. She also breaks down the thinking behind Good American, her role as Chief Product Officer at SKIMS, what makes celebrity-backed businesses succeed, why great marketing can't save a bad product, and how the changing media landscape is forcing brands to rethink celebrity and influence. Grede and Kleiman also discuss leadership, empathy, knowing when to change your team, balancing entrepreneurship with motherhood, dealing with criticism and social media, and why reputation can be one of your most valuable assets. From her early days in entertainment marketing to building some of fashion's biggest brands, Grede explains why she's still "just getting going."

For the latest episode of Mental Wealth, entrepreneurs Savannah James and April McDaniel join Boardroom CEO Rich Kleiman and Jack Howard, Head of Money Wellness at Ally Bank, for an honest conversation about money, entrepreneurship, friendship, self-worth, motherhood, and building businesses on their own terms. James and McDaniel open up about how their 15-year friendship evolved into a business partnership, the different ways they approach money, and how their opposite personalities create balance as founders. They also discuss the realities of building businesses while navigating different financial circumstances, why they funded their podcast Everybody's Crazy themselves for its first two years, and how their new holding company, Signed, is helping bring their ventures together. The conversation goes deeper into their personal relationships with money. McDaniel shares how growing up with limited resources created a lingering fear that her money could disappear, while James reflects on understanding her own value despite never having a traditional job or paycheck. Both women discuss the importance of knowing your worth, asking for what you deserve, and doing the inner work necessary to grow. James and McDaniel also explore how they approach money with their children, the values they want to pass down, finding joy in everyday experiences, setting boundaries in business, and learning when to let go of partnerships that no longer feel right. Mental Wealth explores the financial journeys, mindsets, and lessons of leading figures in sports and entertainment, as well as the emotional relationship we all have with money. Subscribe to Boardroom for more conversations at the intersection of sports, business, culture, and wealth. Visit ally.com/moneyroots to start your mental wealth journey. Ally Bank, Member FDIC.

Master P sits down for the latest episode of Boardroom’s On Record to break down the stories behind No Limit Records, MP Da Last Don, and the moves that helped him build one of hip-hop’s most influential independent empires. He also reveals how he signed Snoop Dogg away from Death Row Records, including the “used car” pitch that led him to pay $1.3 million, and explains why he believed Snoop could become one of the biggest stars and bosses in the world. Master P also opens up about turning down a $1 million offer from Jimmy Iovine for No Limit, negotiating an unprecedented 85/15 distribution deal, and why ownership and education were central to his business philosophy. Plus, he revisits the making of The Last Don, the album’s movie and marketing strategy, selling more than 100 million records, working with Tupac, Bone Thugs, E-40, UGK, Mia X, Mystikal, and more, his approach to finding artists, writing songs without a pen and pad, and the lessons he wants the next generation to take from his career.

In the latest episode of Boardroom Talks, Tyrese Haliburton sits down with Speedy Morman for an unfiltered conversation about his journey from Wisconsin to the NBA Finals, the 2024 Olympics, his Achilles injury, money, music, fashion, and life off the court. Haliburton opens up about not playing much during the Olympics, using the experience as motivation, the Pacers’ run to the NBA Finals, and what it was like watching the Knicks win it all while sidelined. He also talks about his recovery, his expectations for Indiana’s return, and why he still believes the Pacers can win a championship. Off the court, Haliburton gets candid about his approach to money, including flying Southwest despite signing a $244 million contract, shopping on Facebook Marketplace, hunting for deals on eBay and Grailed, and the $250,000 watch splurge that made him rethink his spending. Plus: becoming a DJ, meeting Jay-Z and Beyoncé, hooping with Floyd Mayweather, his friendship with 50 Cent, getting starstruck by Joe Jonas and Zac Efron, why he hates the words “aura” and “glaze,” and the NBA legends he still wants to meet.

Laremy Tunsil sits down with Boardroom CEO Rich Kleiman for a wide-ranging conversation about leadership, football, business, and building a life beyond the game in the latest episode of Boardroom Talks. The Washington Commanders All-Pro offensive tackle opens up about becoming a better leader, working with Jayden Daniels, his long-running battles with Myles Garrett, protecting the quarterback, and what he learned from a difficult 2024 season in Houston. Tunsil also breaks down his partnership with Lalu Sanni and the evolution of Divine Tree, his approach to investing, building his personal brand, and his YouTube series. He and Rich also discuss the business opportunities and challenges NFL offensive linemen face compared with quarterbacks and skill-position stars.

For the latest episode of Mental Wealth, entrepreneur, DJ, and Summer House star Kyle Cooke joins Boardroom CEO Rich Kleiman and Jack Howard, Head of Money Wellness at Ally Bank, for a candid conversation about entrepreneurship, financial stress, relationships, resilience, and finding joy beyond money. Cooke opens up about the rise and struggles of Loverboy, revealing how the company went from having 30 employees and $10 million in cash to losing money for three straight years and forcing him to financially bail out his own business. He breaks down the costly lessons he learned about hiring, debt, cash flow, and knowing when to ask for help. Cooke also discusses how his upbringing in New Hampshire shaped his relationship with money, why his grandparents became early influences on his entrepreneurial mindset, and the biggest mistakes he made while scaling Loverboy. He shares how the brand's reality-TV exposure, his viral moments, and his DJ career have helped create new opportunities while he works to rebuild the business. The conversation also explores the intersection of money, marriage, mental health, and entrepreneurship, with Cooke reflecting on his divorce, the pressure of being transparent about financial struggles on television, and why pursuing DJing became an unexpected source of passion, income, and freedom.

Ben Shelton sat down with Rich Kleiman for the latest episode of Boardroom Talks ahead of the US Open to discuss his rise to the top of American tennis, his love for playing in New York, and what it takes to compete at a Grand Slam. Shelton opens up about why the US Open is the tournament he wants to win most, how he prepares physically and mentally for the pressure of a Grand Slam, and why he believes the next generation of tennis players is better than ever. The American tennis star also dives into his unconventional path through college tennis at the University of Florida, how college helped develop his game and relationships, and why NIL could change the future of professional tennis. Shelton shares his thoughts on the business of tennis, building an authentic brand, choosing the right sponsorships, and why he prioritizes winning over chasing money. He also breaks down his approach to film study, serving, return of serve, athletic development, mental focus, coaching with his dad, Bryan Shelton, life on the road, and the evolution of tennis from the Big 3 era to today's stars like Carlos Alcaraz and Jannik Sinner. Subscribe to Boardroom for more conversations at the intersection of sports, business, entertainment, and culture.

For the latest episode of Mental Wealth, Olympic champion Lindsey Vonn joins Boardroom CEO Rich Kleiman and Jack Howard, Head of Money Wellness at Ally Bank, for a candid conversation about resilience, money, identity, and finding purpose beyond the sport that defined her career. Vonn opens up about the physical and emotional toll of her latest injury, the uncertainty surrounding retirement, and why she refuses to let skiing define who she is. She also shares the lessons her parents taught her about money, how she built a career beyond winning races, and why she prioritized long-term partnerships and financial stability over quick paydays. From growing up in a family of five kids and making sacrifices to pursue her Olympic dream to becoming one of the most recognizable athletes in the world, Vonn explains how her mindset around work, money, and success has evolved – and how she's learning to prioritize joy, travel, and life outside of competition. Mental Wealth explores the financial journeys, mindsets, and lessons of leading figures in sports and entertainment, as well as the emotional relationship we all have with money. Subscribe to Boardroom for more conversations at the intersection of sports, business, culture, and wealth. Visit ally.com/moneyroots to start your mental wealth journey. Ally Bank, Member FDIC.

In a special episode of Boardroom Talks, Kevin Durant sits down with Speedy Morman for an unfiltered conversation. KD opens up about his NBA future, getting older in a young man's league, Russell Westbrook's retirement, LeBron James joining the Philadelphia 76ers, the Knicks' championship run, and why he believes the NBA's global evolution is a good thing. Durant also gets deeply personal, discussing his views on love and dating, his approach to life and introspection, finding purpose, tapping into his "inner Godness," his lifelong competitive mindset, his relationships outside of basketball, gaming, music, money, and much more. Plus, KD explains why he loves talking back to fans, revisits his legendary pregame routine, reveals how he collects jerseys from other NBA players, and reflects on the people who have shaped him along the way.

Nneka Ogwumike is retiring from the WNBA at the conclusion of the 2026 season…on her own terms. In an emotional and wide-ranging Boardroom Talks with Taylor Rooks, the WNBA champion, MVP, 11-time All-Star, and WNBPA President opens up about her decision to step away after 15 seasons, the moment she knew it was time, and what it means to leave the league feeling fulfilled rather than forced out. Nneka reflects on her incredible WNBA career, the evolution of women's basketball, the historic CBA negotiations, her role as a leader and player advocate, and the legacy she hopes to leave behind. She also discusses her next chapter and her desire to keep growing the women's game on a global stage. Plus, Nneka and Taylor discuss leadership, identity, being an introvert, knowing when to move on, and why retirement doesn't have to mean the end — it can mean moving toward what's next.

What does it really mean to be wealthy? In the latest episode of Mental Wealth, Philadelphia 76ers All-Star Jaylen Brown joins Boardroom CEO Rich Kleiman and Jack Howard, Head of Money Wellness at Ally Bank, for an honest conversation about money, success, relationships, and finding purpose beyond a bank account. Brown opens up about being raised by a single mother in Atlanta, how basketball changed his family’s financial circumstances, and what it was like navigating wealth and fame from a young age. He also gets candid about the envy and shifting relationships that can come with success, why money can put you on an island, and the importance of developing “tools of discernment” when managing your finances and the people around you. Mental Wealth explores the financial journeys, mindsets, and lessons of leading figures in sports and entertainment, as well as the emotional relationship we all have with money. Subscribe to Boardroom for more conversations at the intersection of sports, business, culture, and wealth. Visit ally.com/moneyroots to start your mental wealth journey. Ally Bank, Member FDIC

Emory “Vegas” Jones sits down with Rich Kleiman for a special episode of Boardroom Talks to discuss the journey that made him one of the most influential cultural architects in music, fashion, and sports. From growing up in Cambridge, Maryland, to building alongside Jay-Z, launching Paper Planes, shaping Puma’s cultural resurgence, and developing deep relationships with figures like Nipsey Hussle, Emory reflects on the mindset, patience, and creativity that defined his path.

Kelsey Plum joins Boardroom CEO Rich Kleiman and Jack Howard, Head of Money Wellness at Ally Bank, for an honest conversation about success, money, leadership, and the future of women’s sports. Recorded live during one of the biggest weekends in women’s sports, the first episode of Mental Wealth explores the mindset behind one of basketball’s biggest stars.

Shaquille O’Neal is more than a basketball legend; he’s built one of the most powerful athlete business empires in the world. In this Boardroom Cover Story, Shaq sits down with Rich Kleiman alongside Authentic Brands Group founder and executive chairman Jamie Salter to discuss the mindset behind building a legacy that lasts forever. Shaq opens up about his transition from NBA superstar to entrepreneur, the lessons he learned from Magic Johnson, his partnership with Salter, and why he’s focused on creating businesses that extend far beyond basketball. The two discuss the acquisition and revival of Reebok, Shaq’s vision for the future of the iconic brand, his role as president of Reebok, investing in women’s basketball through Angel Reese, launching the DUNKMAN League, and why the best partnerships are built on trust, honesty, and a shared drive to win. From learning business after entering the NBA to building one of the most recognizable names in sports and entertainment, Shaq explains why he’s still only in the “second inning” of his career.

LeBron James sits down with Rich Kleiman at the Game Plan Summit during Fanatics Fest for a candid interview. LeBron opens up on how he's thinking about free agency and the factors that will ultimately shape which NBA team he chooses next. He reveals how family, like Bronny James, sits at the center of every major decision he makes, both on and off the court. The two dig into his relationship with Jay-Z and how it shaped the way LeBron approaches the game and business alike. He speaks on his long-standing partnership with Maverick Carter, Rich Paul, & Randy Mims. He dives into his relationship with Nike and what that relationship has meant across his career. Throughout the conversation, LeBron gets honest about legacy and how he wants to be remembered when it's all said and done. Presented by Boardroom & CNBC, Gameplan brings together the biggest names at the intersection of sports, business, and culture.

UFC President Dana White sits down with Rich Kleiman in the latest episode of Boardroom Talks for a candid conversation about building one of the most dominant sports empires in history and what's coming next. White breaks down how UFC went from being banned on pay-per-view to selling out 85,000 seats on the South Lawn of the White House, why he believes boxing is fundamentally broken and how he plans to fix it, and the inside story of Power Slap, the sport that outpaced UFC in sponsorship revenue in its first two years.

For Boardroom’s latest Cover Story, Groot Hospitality founder David Grutman breaks down the mindset behind LIV, Komodo, Papi Steak, Gekkō, Casadonna, and the relationships that helped turn Miami into a global hospitality capital. From building long-term trust with talent and entrepreneurs to teaching a college course at FIU that inspired his new book Take It Personal, Grutman explains why caring deeply has become his competitive advantage.

In this special edition of Boardroom Talks, Steve Stoute continues his wide-ranging conversation with Rich Kleiman on culture, music, and the new rules of influence in business. From the cultural impact of Kim Kardashian and SKIMS, Beyoncé’s blueprint for ownership and artistry, Rihanna’s empire with Fenty, and Hailey Bieber redefining beauty with Rhode, to Brent Faiyaz’s rise as a “pure artist” operating outside the traditional machine, the conversation explores how today’s biggest names are reshaping what power looks like in entertainment and branding. Stoute and Kleiman also break down the evolving financial model of music streaming, why major labels are starting to function more like indie operations, and how the role of a great CMO has shifted from marketing products to building culture itself.

Steve Stoute – aka “The Commissioner”-- joins Rich Kleiman for the newest episode of Boardroom Talks for a raw, unfiltered conversation on culture, music, and the rise of fame over talent. From getting his nickname from Nas to advising icons like Jay-Z and Jimmy Iovine, Stoute breaks down how hip-hop reshaped business, and where things are headed next. He explains why “fame doesn’t need talent anymore,” and how that shift is changing everything from music to media to personal branding.

Livvy Dunne opens up like never before in this raw, in-depth conversation for Boardroom’s April Cover Story about her rise from a relentless young gymnast in New Jersey to one of the most influential college athletes in America. From training in her childhood living room with “no off switch” to competing for LSU and helping deliver a national championship, Dunne breaks down the sacrifice, discipline, and obsession that shaped her path. She also reveals how she turned NIL into a personal empire – building massive social media influence, landing major equity deals, and redefining what it means to be a modern athlete. In this interview, she discusses everything from early Olympic dreams and devastating injuries to her first acting auditions (including a surprising White Lotus moment), and why she believes female student-athletes can build careers far beyond their sport. Tap in to learn Livvy’s story of ambition, identity, and what happens when talent meets relentless focus.

Mark Jackson sits down with Rich Kleiman to reflect on the history and spotlight of NBA games on Christmas as a player, a coach, and a fan in a very special conversation, presented by State Farm®. Jackson discusses the commitment it takes as a player to weather the holidays and the sacrifice everyone on the business side makes in forgoing family for hoops on Christmas Day. He explains why Patrick Ewing stands alone as the greatest Knick of all time, breaking down leadership, toughness, and what Ewing represented to New York basketball. Jackson also revisits his time coaching the Golden State Warriors, including insights into Stephen Curry’s growth, mindset, and what made those Warriors teams special. He opens up about Rick Pitino and why he remains the most influential and respected coach of his career. Throughout the interview, Jackson connects eras of the game, blending history with the modern evolution of basketball. He offers a candid, legacy-driven look at basketball through the eyes of someone who has lived it as a player, coach, and voice of the sport.

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, joins Rich Kleiman on Boardroom Talks to share how he built one of the most recognizable restaurant brands in the world without losing authenticity or the soul that made it special. From his early days as a nightlife promoter in New York to creating a global hospitality empire, Remm discusses the lessons learned along the way, from scaling culture and consistency to building teams based on trust and communication. He also opens up about leadership, patience in business, and why true hospitality is something you can’t fake. Watch as Remm breaks down what it really takes to grow a brand that connects across food, culture, and experience, and how he’s continued to evolve Catch without compromising what makes it unique.

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, one of the founders of New York City’s most exclusive members clubs, Zero Bond, joins Rich Kleiman and Boardroom to discuss what’s happening in NYC’s bustling nightlife. With notable patrons such as Taylor Swift, Gigi Hadid and the Kardashians, Makris has his pulse directly on the pulse of New York City Nightlife. They discuss Makris’s involvement in the White Party, and how he built a hospitality juggernaut in one of the City That Never Sleeps. In this conversation, The NYC restauranter shares how being in the right place at the right time served as a launching pad to his storied career and how his business-shifting model of a member’s club almost did not come to life in the height of COVID.

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.

New York Mets shortstop Francisco Lindor sits down with Rich Kleiman to talk about the pressure of playing in New York, the blockbuster addition of Juan Soto and his $756M contract, and why the Mets might finally be taking over 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.

The Grand Marshall of the 2025 Super Bowl Parade, the face of a billion dollar chicken finger empire and a pillar of his community, Todd Graves has dedicated his life to building his business and solidifying it as a great place to work. In conversation with Boardroom Co-Founder Rich Kleiman, the Raising Canes founder is fresh off of successful Super Bowl and All-Star Weekends where his brand could not be missed alongside some of the biggest names in sports, entertainment and culture including Kevin Hart, Kevin Durant, Cardi B and more. Graves gets into the origin of his empire, sharing how a failed business plan in college and negative feedback from local banks gave him the motivation to go out on his own and raise the funds to build his company in early years. He also shares some of his biggest lessons of his journey, from being rattled by the natural disaster of Hurricane Katrina to the speed of growth he underwent. Later, Graves discusses the importance of making sure his employees feel valued and see a valuable growth trajectory within Raising Canes and how while he isn't interested in a traditional franchise model, he's found success in rev-sharing models with one of the biggest names in entertainment - Post Malone. Lastly, Graves gives a nod to many of the professional athletes and Caniacs aligned with his brand, from Joe Burrow to Saquon Barkley, Graves shares how the athlete mindset, motivation and discipline serve as staples to the way be shapes his own personal philosophy.

Over the 2025 All-Star Weekend, Boardroom and Bose hosted an intimate conversation in San Francisco for an audience of business, entertainment and sports power players. The conversation, led by Boardroom CEO Rich Kleiman, was a deep dive into the intersection of sports, music and culture, driven by Carmelo Anthony, Quavo, and Bose CEO Jim Mollica - three individuals who know the space best. As a newly minted NBA Hall Of Fame inductee, Anthony's storied career gave him the ability to reflect on how much the business has changed to become more collaborative through the years, a sentiment that Mollica can agree with from a corporate perspective. Mollica shares how his team in the music space has committed to partnering with music lovers across several sectors, including the brand's partnership with Minnesota Timberwolves' Anthony Edwards. Quavo, a Grammy-nominated music icon, also shared how many of his most popular hits and career moments are deeply reflective of the NBA culture he was raised on, showing again how the ties between all of these individuals remain intrinsically tied.

Join Rich Kleiman and NBA champion turned media mogul (and podcasting OG) Matt Barnes as they break down the business behind building the next generation of media companies. Matt shares how he and co-host Stephen Jackson turned a simple idea into an award-winning podcast that transformed athlete storytelling and broke down barriers in sports media. Highlights: The Origin Story: How All The Smoke began with candid, barbershop-style conversations. Challenges & Triumphs: Navigating media business deals and overcoming initial skepticism. Cultural Impact: The show’s role in shifting perceptions on cannabis and athlete voices in media. Partnerships & Growth: Insight into structuring deals with Showtime, iHeart, and their leap to self-sufficiency with DraftKings. New Media vs. Old Media: The shift in athlete-driven content and what it means for the future.

In this episode of Boardroom Talks, Rich Kleiman sits down with super producer Mike Will Made-It to explore his groundbreaking career. Mike breaks down how Atlanta's musical legacy influenced modern sound, why genre-blending is key to his success, and the powerful impact of artists like Beyoncé, Miley Cyrus, and Future. Plus, he shares his thoughts on the role of Artificial Intelligence in music, the mystery behind streaming numbers, and how industry icon Jimmy Iovine shaped his approach to making hip hop accessible to the mainstream. Don’t miss this candid conversation with one of the industry's most influential producers!

Wallo267, host of Million Dollaz Worth of Game and New York Times bestselling author of Armed With Good Intentions, didn’t achieve success overnight. In this episode of Boardroom Talks, he sits down with Rich Kleiman to share the raw truth about relationships in prison, the unlikely characters he met, and the mental strength he developed during his decades behind bars. Wallo reveals how those lessons taught him everything he needed to know about marketing, building relationships, and growing a business. He also dives into his business partnership with Barstool and reflects on whether money truly solves life's biggest problems.

Coinbase CEO Brian Armstrong joins Rich Kleiman for an all new Boardroom Talks. This conversation dives into the early aughts of Armstrong's journey through the business world, a journey that led him from Bay Area Bitcoin meetups to the Silicon Valley staple Y-Combinator, a place where his idea for the future of cryptocurrency truly came to life. Armstrong stresses how the early stages of cryptocurreny, much like any new innovation, including Sam Bankman-Fried's FTX, continues to be riddled with peaks and valleys, but that the utility will always be there for those who need it. Throughout the highs and inevitable volatility, of the bitcoin ecosystem, Armstrong discusses how he's striving to do good in the world, empower the younger consumer of cryptocurrency and foster an environment that helps people have autonomy over their money in the digital space.

Host, Sideline Reporter and Journalist Taylor Rooks is everywhere. From Thursday Night Football on Amazon, NBA on TNT, her show 'Taylor Rooks X' on HBO Max and her newest venture, a brand new podcast with fellow host Joy Taylor called 'Too Personal,' Rooks has spent her life and career solidifying her significance. In this episode of 'Boardroom Talks' with Boardroom Co-Founder Rich Kleiman, Rook's discusses her beginnings as a correspondent at the Big Ten Network right out of college and how that experience left her hungry for an even bigger stage, how she made her way to the New York market to continue to evolve her career and where she'd still like to go. Later, the duo discuss how her good friend Sue Bird helped play an integral role in understanding discrepancies within the coverage of women's sports, where and how media still continues to fall short and the differences in how men who play basketball at the highest level are viewed versus their WNBA colleagues. Lastly, Kleiman and Rooks dive into the culture of NBA player podcasts, the differences between covering the NBA and the NFL and how her new podcast, 'Too Personal' is a place for women to create the same kind of thoughtful and polarizing conversations their male counterparts have in the media everyday.

After a devastating injury mere months after being drafted No. 2 to the Oklahoma City Thunder, Chet Holmgren missed his entire first season with a foot injury. Nearly a year later, Holmgren, alongside his teammates Shai Gilgeous-Alexander and Jalen Williams, took the one-seed in the Western Conference, with Holmgren playing a full 82-game season. In this Boardroom Cover Story, Holmgren sits with Boardroom Co-Founder Rich Kleiman to talk about how he processed, reassessed and reinvented his approach to the game after injury, how he's found himself in a tight race to Rookie Of The Year with San Antonio Spurs Victor Wembanyama and what it's like playing across from legends like LeBron James, Kevin Durant and Steph Curry. Holmgren also shares stories about how 76ers Joel Embiid gave him a humble welcome to the league, why he doesn't feel pressure to put on more weight and how he plans to capitalize on the business side that comes with being an NBA player.

VISA CMO Frank Cooper joins Boardroom CEO Rich Kleiman to discuss the ever-changing role of the CMO, NYC in the 90s, his journey from entrepreneur to executive roles at Pepsi, Buzzfeed, Blackrock, VISA and more.

Minnesota Timberwolves Superstar Anthony Edwards is Boardroom’s December Cover star in light of his new signature shoe, the AE 1 with Adidas. Ant and his business partner Justin Holland join Rich Kleiman to discuss how he connected with the sport of basketball, committing to the University of Georgia to stay close to his family and being drafted to the Timberwolves. Later, they discuss how he compartmentalizes his play and his business, how he doesn’t plan to act again, despite starring alongside Adam Sandler in “Hustle,” and how Kevin Durant inspired him to name sneakers after the people he loves.

In the latest Boardroom Cover Story, Rich Kleiman sits down with Yankees legend CC Sabathia and his wife, CAA Baseball Agent Amber. In this conversation, the trio discuss the responsibility they have to the game of baseball and its players, raising a son who is playing at a high, collegiate level, and the difficulty of breaking into large markets as a young player. Later, they'll discuss how much the trajectory of young players has changed to reward the wealthy, where Amber's career is headed next and whether or not they'll ever own their own MLB franchise.

Terence Crawford joins Rich Kleiman on the Out Of Office podcast to discuss how he never set out to be a pound for pound heavyweight champion, the boxing gym and community he's created in his hometown of Omaha, Nebraska and why Crawford considers the business of boxing so corrupt. They also touch on the leadup to his landmark fight against Errol Spence Jr., getting Eminem to make a rare appearance, how he feels in control of his destiny and more.

Philly native and 76ers Co-Owner David Adelman sits with Rich Kleiman to discuss how he first entered the world of entrepreneurship at a young age, how he made his first investment with bat mitzvah money and why he considers himself "unemployable." The two also touch on his part in the thriving sports ecosystem in Philadelphia and which parts of being a sports owner are the toughest. 

Baltimore native Bay Frazier entered the NBA lexicon more than two decades ago as Carmelo Anthony's right hand man. In a rare interview with Rich Kleiman on Out Of Office, Frazier discusses meeting Melo as a kid and how they teamed up to create a business that spanned decades, his trajectory within the basketball business and how he's finally opening up his public persona in his new role as Head Of Basketball at Vayner Sports.

Michael Strahan and business partner Constance Schwartz-Morini detail how they’re teamed up to conquer Sports & Entertainment, their unique relationship, how Constance pushed Deion Sanders to become a head coach, their business mantras and more.

Nigel joins Rich Kleiman for a conversation about his unique career in BMX. Together they dive into the early years of Sylvester’s career, including falling in love with bike riding after accidentally performing a life changing trick, how his uber-viral video shook up the industry and ignited his pro career including a multi-year deal with Nike at 18-years-old, the plethora of partnerships that followed, and much much more. 

Music entrepreneur Steve Rifkind joins Rich Kleiman to discuss how Mark Ronson played a part in bringing the duo together, his career evolution rooted in hip-hop with legendary acts like Wu-tang Clan, meeting Fat Joe and Big Pun despite hesitation from outsiders and much more.