Future of Work Expert, Keynote Speaker, NY Times Bestselling Author - Dan Schawbel

Future of Work Expert, Keynote Speaker, NY Times Bestselling Author - Dan Schawbel

5 Questions with Dan Schawbel Podcast

“It was such an honor to be on this show with Dan and to have a chance to share some of my story and advice.” 
– Alyssa Milano

New York Times bestselling author Dan Schawbel distills the most actionable and tangible advice from a variety of world-class humans including entrepreneurs, authors, Olympians, politicians, billionaires, Nobel Prize winners, TED speakers, celebrities, astronauts, and more. In less than 10 minutes, guests respond to 5 questions with their best career advice.

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The 5 Questions podcast has partnered with Business Insider, fastest-growing business site, to distribute the transcripts of select episodes.

Episode 12: Rachael Ray

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An interview with Rachael Ray, the Daytime Emmy Award Winning TV show host of Rachael Ray, about her biggest influences, her business, being self-made, her first job and her best career advice. Welcome to the twelfth episode of 5 Questions with Dan Schawbel. As your host, my goal is to curate the best advice from the […]

Episode 11: Jocko Willink

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An interview with Jocko Willink, a former U.S. Navy Seal, the host of the Jocko Podcast and author of multiple #1 New York Times bestsellers, about the biggest leadership lesson he learned, how to lead in change, why leaders have to be followers, the dichotomy of leadership and his best advice. Welcome to the eleventh […]

Episode 10: Steve Harvey

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An interview with Steve Harvey, host of the syndicated talk show “Steve”, the morning radio show “The Steve Harvey Morning Show” and Family Feud, about how he overcame his biggest struggle, how to handle fear, his daily routines, letting go of negative people and what’s most important to him in life. Welcome to the tenth […]

Episode 9: Tony Hawk

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An interview with Tony Hawk, a legendary skateboarder and entrepreneur, about what keeps him motivated, how he makes time for his children, when he recognized his potential, the legacy he wants to leave and his best career advice. Welcome to the ninth episode of 5 Questions with Dan Schawbel. As your host, my goal is to […]

Episode 8: Dr. Drew Pinsky

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An interview with Dr. Drew Pinsky, a celebrity doctor, podcast host and board-certified internist, about how he stays relevant, what inspires him, well-being in the workplace, using technology and time management. Welcome to the eighth episode of 5 Questions with Dan Schawbel. As your host, my goal is to curate the best advice from the world’s smartest […]

Episode 7: Beth Comstock

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An interview with Beth Comstock, the former Vice Chair and CMO of GE, about how she broke the glass ceiling, why fear holds us back, how she shares new ideas, stays relevant and her best career advice. Welcome to the seventh episode of 5 Questions with Dan Schawbel. As your host, my goal is to […]

Episode 6: Van Jones

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An interview with Van Jones, the host of “The Van Jones Show” on CNN, about how we can all come together as a united America, the impact he wants to make on the world, how he overcame a struggle in his career, how he deals with critics and his best career advice. Welcome to the […]

Episode 5: Condoleezza Rice

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An interview with the 66th United States Secretary of State, and first ever African-American female Secretary of State, Condoleezza Rice about her decision making process, lessons learned, use of technology, view of diversity and best career advice. Welcome to the fifth episode of 5 Questions with Dan Schawbel. As your host, my goal is to […]

Episode 4: Richard Branson

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An interview with philanthropist, billionaire, bestselling author and Virgin Group founder Richard Branson about what motivates him, his daily routine, the importance of face-to-face, work friendships, and his best career advice. Welcome to the fourth episode of 5 Questions with Dan Schawbel. As your host, my goal is to curate the best advice from the […]

Episode 3: Adam Grant

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An interview with Wharton Professor and #1 New York Times bestselling author Adam Grant about work life balance, networking, doing favors, creativity and his best career advice. Welcome to the third episode of 5 Questions with Dan Schawbel. As your host, my goal is to curate the best advice from the world’s smartest and most […]

Episode 2: Ryan Serhant

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An interview with Bravo TV star, author and top New York City real estate agent Ryan Serhant about the defining moment in his life, what keeps him motivated, sales advice, how he stood out when he started his career and his core relationship principle. Welcome to the second episode of 5 Questions with Dan Schawbel. As […]

Episode 1: Jay Shetty

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An interview with social media phenomenon Jay Shetty about his career transitions, sources of inspiration, technology use, time management and best advice. Welcome to the first episode of 5 Questions with Dan Schawbel. As your host, my goal is to curate the best advice from the world’s smartest and most interesting people by asking them […]