EP. 1790

06/27/25

Gary Vaynerchuk

โ€œThe only thing that is sustainable is when your relationship with yourself is so good.โ€

The #1 Reason You're Unhappy: Do This To Overcome Anxiety & Unlock Emotional Peace

Leave an Amazon Rating or Review for my New York Times Bestselling book, Make Money Easy!

Building a $350 million business while staying emotionally grounded seems impossible, but Gary Vaynerchuk reveals how radical self-love became his secret weapon for sustainable success. In this raw conversation, Gary opens up about his biggest professional weakness – his inability to give candid feedback to employees he cares about – and how this “kryptonite” nearly sabotaged his leadership at VaynerMedia. He shares the moment he realized that being “too nice” was actually hurting the people he was trying to protect, forcing him to confront the difference between charity and candor in business relationships. This episode delivers a masterclass in emotional intelligence for entrepreneurs, creators burning out from chasing algorithms, and anyone trapped in the validation cycle of social media success..

Buy Gary’s book, Day Trading Attention, for yourself and a friend!

Buy Gary’s children’s book, Meet Me In The Middle, today!

Tweet Image
"I'm glad I woke up and didn't die last night. Simplicity. Yeah, gratitude comes from simplicity."
Share:

And now let’s jump into episode 1790 of The School of Greatness!

Some Questions I Ask:

  • How does Gary Vee’s upbringing influence his perspective on celebrating success and taking responsibility?
  • What are the key virtues that Gary Vee emphasizes instilling in children, and how can these impact one’s mindset and behavior?
  • How do we approach dealing with toxic or enabling people in his life, and what advice does he have for Generation Z to embrace struggle for personal growth?
  •  What does Gary Vee suggest as a solution for overcoming negative opinions and judgment from others, and what practices does he advocate for personal well-being?
  • How does Gary Vee approach accountability, emotional intelligence, and taking responsibility for one’s actions, and what impact does this have on personal and professional growth?
  • What insights does Gary Vee share about the importance of compassion, positivity, and gratitude, and how does this impact his approach to content creation and social influence?
  •  How does Gary Vee envision the future of attention and technology, and what role does he see for long-form content and live streaming in building communities?
  •  How does Gary Vee emphasize the importance of self-love, public perception, and sustainability in the competitive online space, and what principles does he advocate for mental well-being and success?

In this episode, you will learn:

  • How to build sustainable success without being defined by external metrics like followers, revenue, or rankings
  • The three core emotional skills that determine your capacity for both business success and personal fulfillment
  • Why your relationship with losing directly correlates to your entrepreneurial potential and long-term achievement
  • How to conduct a “self-intervention” dinner that will reveal your blind spots and accelerate your self-awareness
  • The coming revolution in content creation through AI voice translation and virtual influencers that will reshape attention
  • Plus much more…
The School of Greatness Podcast
The School of Greatness Podcast

The School of Greatness Show

The School of Greatness shares inspiring interviews from the most successful people on the planetโ€”world-renowned leaders in business, entertainment, sports, science, health, and literatureโ€”to inspire YOU to unlock your inner greatness and live your best life.