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Unlock Your Why, A Masterclass With Simon Sinek (#63)

Kevin sits down with the renowned author and motivational speaker Simon Sinek. They discuss the importance of understanding one's "why," the journey of building impactful leadership, and the nuances of personal and professional growth. They also explore the dynamics of leadership, the importance of building trust, and the role of vulnerability in personal and professional relationships. Lastly, Simon discusses the 10,000-hour rule and breaks down finite and infinite games in terms of business. 

Guest Bio and Links:

Simon Sinek is a renowned author, motivational speaker, and organizational consultant. He is known for popularizing the concept of "Why," his insights on leadership, culture, and business have inspired millions worldwide. His TED Talk on "How Great Leaders Inspire Action" is one of the most viewed talks on the platform.

Listeners can learn more about Simon Sinek at his website, on IG @simonsinek, and on YouTube @SimonSinek

Partners:

Manscaped: 20% off precision-engineered grooming tools

LMNT: Electrolyte drink mix. Grab a free sample pack

Facet: Personalized financial planning. Get your $250 enrollment fee waived

Resources:

Kevin's Newsletter: Join 100,000+ subscribers

Simon’s Blog: The Optimism Company Blog

Simon’s Books

Simon Sinek: The Number One Reason Why You’re Not Succeeding | E145 | The Diary of a CEO 

It’s not about the nail

Finite and Infinite Games: A Vision of Life as Play and Possibility by James P. Carse 

Show Notes: 

  • (0:00) Introduction

  • (1:00) Manscaped: 20% off precision-engineered grooming tools

  • (2:15) LMNT: Electrolyte drink mix. Grab a free sample pack

  • (3:45) The success of "Start With Why"

  • (5:45) The beginning of ‘why, what, how’ 

  • (11:55) How to help coach someone to find their ‘why’  

  • (14:30) The problem of pursuing a dream job

  • (18:30) The importance of vulnerability in leadership

  • (22:17) Facet: Personalized financial planning. Get your $250 enrollment fee waived

  • (23:52) Kevin's Newsletter: Join 100,000+ subscribers   

  • (24:50) “To be uncomfortable is probably the single greatest asset you could ever, you know this because nobody who's ever achieved anything in the world did it smoothly.” -S.Sinek

  • (27:05) The three most important words for an entrepreneur to learn

  • (31:55) The problems with problem-solving mode  

  • (32:30) It’s not about the nail

  • (34:15) How to listen vs. trying to fix everything during a conflict  

  • (36:30) How to find ‘your why’

  • (38:35) Simon explains how to find your why through the friends exercise 

  • (40:35) “Because what they're doing is articulating the value you have in their life, which is the thing you give to the world, which is your why. And if you do this with multiple friends, you will get very similar, if not the exact same answer, because who you are in the world is the space you fill in all of these people's lives.” (friendship exercise) -S.Sinek  

  • (41:55) Question: Can you have multiple ‘whys’ in life?

  • (42:45) Using pattern recognition to find your ‘why’ 

  • (49:45) The concept of human skills versus hard skills 

  • (52:00) Kevin and Simon discuss conflict resolution 

  • (58:15) How to deal with being socially awkward 

  • (1:08:00) Elon Musk purchasing Twitter  

  • (1:12:55) What’s next for Simon 

  • (1:14:25) The 10,000 hour rule

  • (1:20:00) The concept of finite and infinite games 

Connect with Kevin:

Website: kevinrose.com 

Instagram: @KevinRose

X: @KevinRose

YouTube: @KevinRose

Discussion about this podcast

Kevin Rose
The Kevin Rose Show
Actionable intelligence on emerging tech, financial markets, longevity research, and peak performance. Each episode is packed with valuable insights to fuel personal and professional growth, from technologists and scientists to Zen Masters and productivity hackers; this variety show will always provide you with an abundance of unconventional wisdom.
Kevin has been recognized as one of Time Magazine's 'Top 25 Most Influential People on the Web' and a 'Top 25 Angel Investor' by Bloomberg, highlighting his impact in the tech and investment spheres. His influence extends to the cover pages of prestigious publications like Businessweek, Red Herring, 7x7, and Inc. Magazine. Further highlighting his versatility and widespread recognition, Kevin has also made notable appearances on the Jimmy Fallon Show and Charlie Rose.