Beyond the Apple Legend: Guy Kawasaki on Remarkable Journeys with Remarkable People

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Fail differently. You should do everything you can not to fail. But if you do fail, you should at least learn from it. So you’ve failed. At least you fail differently the next time. – Guy Kawasaki

Guy Kawasaki is a pioneering figure in Silicon Valley, celebrated marketing icon, and successful serial entrepreneur. Guy was one of the original Apple employees responsible for launching their Macintosh computer line in 1984 – and then revitalizing Apple again in the 90s when it faced market share challenges from Microsoft and IBM. His role at Apple popularized the term evangelism in marketing and technology. He is an executive fellow of the Haas School of Business (UC Berkeley),  and host of the popular Remarkable People podcast. 

Guy has written over 16 best-selling books, including Wise Guy, The Art of the Start 2.0, The Art of Social Media, and Enchantment – and his latest – Think Remarkable: 9 Paths to Transform Your Life and Make a Difference is part of our conversation. 

Guy was a delight and game for a wide-ranging chat. Our conversation points include:

  • Guy’s fascinating career path, from an unwilling law student to reluctant med student to passionate business leader.
  • On family expectations and perspectives on “quitting.” 
  • His stint in the jewelry business.
  • On selling as a fundamental life skill beyond just business.
  • Guy reflects on his time at Apple.
  • Working under Steve Jobs.
  • The transformation of tech sales.
  • Apple’s struggles and resurgence in the 90s
  • Guys invention of the email newsletter (via listserver) during his second stint at Apple 
  • Insights into the power of maintaining a positive narrative during Apple’s turnaround 
  • On Artificial Intelligence.
  • His views on social media and what he uses now platforms.
  • Writing and Podcasting: Guy shares insights into his writing process.
  • The resilience of remarkable individuals inspired by stories from his book and podcast.


Guy Kawasaki’s story is one of passion pursuit, intellectual curiosity, and a deep-seated desire to make a meaningful impact. His work continues to inspire a new generation of thinkers, innovators, and creators.


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