My guest today is fashion designer, Sir Paul Smith. Paul’s fashion company was founded back in 1970 and has expanded into 70 countries since. He was made a Royal Designer for Industry in 1991. More recently he released “Paul Smith”, a monograph book that captures his unique spirit and creativity, which we discuss in this […]
Episode 140: Ryan Serhant
My returning guest today is the CEO and founder of SERHANT, Ryan Serhant. Ryan first appeared on the second episode of 5 Questions a few years ago and now he’s back after having started his new real estate company SERHANT and authoring a new book called Big Money Energy”. I ask Ryan about the inspiration […]
Episode 139: Scott Galloway
My guest today is NYU Stern Professor, author, and serial entrepreneur, Scott Galloway. Scott founded nine companies, including Prophet, Red Envelope, and L2. He is the bestselling author of The Four and The Algebra of Happiness and has served on the boards of directors of the New York Times Company and Urban Outfitters. We discuss […]
Episode 138: Rob Dyrdek
My guest today is host of Ridiculousness, professional skateboarder, and serial entrepreneur, Rob Dyrdek. Rob began skateboarding at age 11 and just a few years later he turned pro while landing his first board sponsor. He’s best known for hosting hit TV shows including Rob & Big, Ridiculousness, and Rob Dyrdek’s Fantasy Factory. Rob founded […]
Episode 137: Yeardley Smith
My guest today is Emmy Award-winning actress and voice of Lisa Simpson, Yeardley Smith. Yeardley has been the voice of Lisa Simpson on The Simpsons for 32 seasons since 1987. She’s appeared in movies including As Good As it Gets, City Slickers, and TV shows like The Big Bang Theory and Mad Men. Yeardley co-founded […]
Episode 136: Jake Tapper
My guest today is CNN host and author, Jake Tapper. Jake started his career as a Campaign Press Secretary before transitioning to journalism and is now the host of Take the Lead with Jake Tapper on CNN. Aside from hosting a weekly TV show, he’s authored several books, including his latest novel “The Devil May […]
Episode 135: Joey Fatone
My guest today is *NSYNC member and host of Common Knowledge on the Game Show Network, Joey Fatone. Joey is best known for being a member of the multi-platinum selling music group *NSYNC and for his appearances on multiple TV shows and movies like Dancing with the Stars and My Big Fat Greek Wedding. Today, […]
Episode 134: Sophia Bush
My guest today is actress, podcaster and entrepreneur, Sophia Bush. You may know Sophia as a co-star of One Tree Hill alongside past 5 Questions guest Hilarie Burton, but she’s also starred in movies like John Tucker Must Die and Incredibles 2. She’s been a long-time environmentalist, especially now as the co-founder of Fashionkind, a […]
Episode 133: Malcolm Gladwell
My guest today is writer and author, Malcolm Gladwell. Throughout his career, Malcolm has written six popular books including Talking to Strangers, David and Goliath, Outliers, Blink, and The Tipping Point. He was a Staff Writer at The New Yorker for many years and is now the host of the Revisionist History podcast. We learn […]
Episode 132: Justin Baldoni
My guest today is actor and author, Justin Baldoni. While you may know him from acting in Jane the Virgin or his films Five Feet Apart and Clouds, Justin has spent his life on a journey to understand what it means to be a man. After giving a TED Talk about being “man enough”, he […]
Episode 131: Don Lemon
My guest today is the anchor of CNN Tonight, Don Lemon. Over the course of his longtime media career, Don went from anchoring local news stations to being an NBC News correspondent to hosting CNN Tonight weeknights at 10 PM eastern time. As America’s only African American prime-time anchor, who is openly gay, he has […]
Episode 130: Brooke Baldwin
My guest today is former CNN anchor and author, Brooke Baldwin. Brooke is a veteran journalist and Peabody Award finalist, who covered both the Obama and Trump administrations and reported on global news stories. She created and hosted CNN’s digital series American Woman, which promoted trailblazing women in politics and culture. This year she left […]
Episode 129: Brian Chesky
My guest today is the co-founder and CEO of Airbnb, Brian Chesky. Brian is the epidemy of rags-to-riches having gone from not afford rent with his co-founder to founding the multibillion-dollar hospitality company Airbnb. Through his leadership, the company is used by more than 500 million customers in 191 countries. Despite being one of the […]
Episode 128: Arianna Huffington
My guest today is the founder and CEO of Thrive Global, Arianna Huffington. Throughout the past decades, Arianna has become a prominent voice focused on media, politics, and well-being as the founder of both The Huffington Post and Thrive Global. She’s written 15 books, most recently Thrive, The Sleep Revolution, and Your Time to Thrive, […]
Episode 127: Dan Aykroyd
My guest today is actor, producer, comedian, and Founder of Crystal Head Vodka, Dan Aykroyd. Even though Dan intended on becoming a priest, he dropped out of college and worked as a comedian in Canadian nightclubs. He rose to fame as a cast member for Saturday Night Live and eventually starred in hit movies like […]
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