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

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

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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.

SUBSCRIBE to listen to a new episode every Monday!

RATE & REVIEW on iTunes if you’ve enjoyed listening.

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

New York Times columnist @nytdavidbrooks shares his candid advice for ignoring your ego, overcoming loneliness, and saying ‘yes’ to everything (via 5 Qs with @DanSchawbel) https://t.co/sxgc4QIhs0

— Business Insider (@businessinsider) July 14, 2019

Episode 88: Debra Messing

June 22, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Debra Messing about how her parents supported her career, how she’s challenged the status quo, staying positive in the face of adversity, the global health crisis, and her best career advice. Welcome to the 88th episode of 5 Questions with Dan Schawbel. As your host, my goal is to curate the best […]

Episode 87: Patrick McGinnis

June 15, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Patrick McGinnis about starting a side business while working full-time, how to start a business, prevent FOMO from affecting our daily lives and his best career advice. Welcome to the 87th episode of 5 Questions with Dan Schawbel. As your host, my goal is to curate the best advice from the world’s […]

Episode 86: Meg Whitman

June 8, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Meg Whitman about the difference between leading a Fortune 500 company and a startup, how to decide what risks are worth taking, what she learned from politics, how to manage during a crisis, and her best career advice. Welcome to the 86th episode of 5 Questions with Dan Schawbel. As your host, […]

Episode 85: Andrew Yang

June 1, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Andrew Yang about how he created a political movement, how Universal Basic Income can enable people to follow their passion, how to prepare for the future of work, his decision making on the campaign trail, and his best career advice. Welcome to the 85th episode of 5 Questions with Dan Schawbel. As […]

Episode 84: Jon Taffer

May 25, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Jon Taffer about how entrepreneurs can build trust during a crisis, how his first job as a bartender made him empathetic, what successful relationships have in common, how he’s addressed his own excuses, and his best career advice. Welcome to the 84th episode of 5 Questions with Dan Schawbel. As your host, […]

Episode 83: Steve Aoki

May 18, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Steve Aoki how he monetized his passion, his reflections from being in isolation, how Avicii’s death impacted him, how he recovered from failure, and his best career advice. Welcome to the 83rd episode of 5 Questions with Dan Schawbel. As your host, my goal is to curate the best advice from the […]

Episode 82: Martin Dempsey

May 11, 2020 By Dan Schawbel • 1 Comment • Podcasts

An interview with Martin Dempsey about how to lead during a crisis, how conflicts in his career shaped his life perspectives, the common expectations that form relationships, the military figures that have influenced him, and his best career advice. Welcome to the 82nd episode of 5 Questions with Dan Schawbel. As your host, my goal is […]

Episode 81: Hilarie Burton

May 4, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Hilarie Burton about how she transitioned from Hollywood to a farm, how her life has changed, the most challenging skill she learned on the farm, the power of human connection, and her best career advice. Welcome to the 81st episode of 5 Questions with Dan Schawbel. As your host, my goal is […]

Episode 80: Jim Kwik

April 27, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Jim Kwik about how his childhood brain injury serves as his motivation, what his superpower and kryptonite are, what he’s learned from Will Smith, how to accelerate our learning, and his best career advice. Welcome to the 80th episode of 5 Questions with Dan Schawbel. As your host, my goal is to […]

Episode 79: Erika Nardini

April 20, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Erika Nardini about being the CEO of Barstool Sports, how to stay relevant, handling pressure, her biggest challenges and best career advice. Welcome to the 79th 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 […]

Episode 78: Jim Ross

April 13, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Jim Ross about why he continues to be a wrestling announcer after decades of work, how he’s dealt with setbacks, what he’s learned from wrestlers, what makes for a compelling story and his best career advice. Welcome to the 78th episode of 5 Questions with Dan Schawbel. As your host, my goal is […]

Episode 77: Glennon Doyle

April 6, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Glennon Doyle about how she overcame her struggles, how to trust yourself, how parenthood changed her, how being brave can make us luckier and her best career advice. Welcome to the 77th episode of 5 Questions with Dan Schawbel. As your host, my goal is to curate the best advice from the world’s […]

Episode 76: Diamond Dallas Page

March 30, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Diamond Dallas Page about the lessons he learned from his family, how his dyslexia is both a strength and a weakness, his favorite and least favorite part of being a wrestler, why he decided to start a yoga business and his best career advice. Welcome to the 76th episode of 5 Questions […]

Episode 75: Molly Yeh

March 23, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Molly Yeh about how her Chinese Jewish heritage and Midwest roots influenced her career, how she made a big life transition, how she maintains work-life balance, where she gets her inspiration for her recipes and her best career advice. Welcome to the 75th episode of 5 Questions with Dan Schawbel. As your host, […]

Episode 74: Jessica Pels

March 16, 2020 By Dan Schawbel • Leave a Comment • Podcasts

An interview with Jessica Pels about what prepared her for her job as Editor-in-Chief of Cosmopolitan, why ageism doesn’t affect her, the ideal mentor relationship, what she wants her legacy to be and her best career advice. Welcome to the 74th episode of 5 Questions with Dan Schawbel. As your host, my goal is to curate […]

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5 Questions Podcast Episodes

Episode 118: Tori Amos

My guest today is singer, songwriter, and pianist, Tori Amos. Tori has composed songs that focus on … Read the rest

Episode 117: Bobby Berk

My guest today is the star of Netflix’s Queereye, Bobby Berk. Bobby struggled growing up gay in a … Read the rest

Episode 116: Marcus Lemonis

My guest today is the star of CNBC’s The Profit and Streets of Dreams, Marcus Lemonis. Marcus is not … Read the rest

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