
Divot #34: Creativity, Obsession & Building Products That Change the World
Before becoming one of the most influential evangelists in the history of technology, Guy Kawasaki was part of Apple’s original Macintosh team, working directly with Steve Jobs during the early days of personal computing. His career has been defined by independent thinking, deep curiosity, and a lifelong commitment to building and evangelizing products that truly matter.
In this conversation, Guy reflects on working with Steve Jobs, the difference between mission-driven and ego-driven leadership, and why the best products are built by people solving problems for themselves. He shares hard-earned lessons from Silicon Valley on creativity, obsession, grit, and what it really takes to build things that last.
Guy also discusses his role as Chief Evangelist of Canva, the global design platform democratizing creativity for millions worldwide, and how recognizing great products early shaped his journey. From writing 18 books to advising startups and founders, he explains why authenticity consistently outperforms imitation in entrepreneurship and product building.
The episode goes deeper into purpose and legacy, exploring learning later in life, embracing setbacks, redefining success, and measuring impact not by status or money, but by one simple idea: empowering people.
Follow Guy - Instagram: https://www.instagram.com/guykawasaki
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Episode Partners:
Delve
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Pulley
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Timestamps:
1:09 — Starting Surfing at 60: Obsession Beats Talent
3:49 — Growing Up in Hawaii: Identity, Culture & Perspective
6:44 — Everybody Has Something to Hide: Privacy, Signal & Freedom
12:44 — Writing 18 Books: Why Most People Shouldn’t Write One
16:57 — Build for Yourself: The Origin of Great Products
18:20 — Working With Steve Jobs: Mission Over Ego
19:40 — Mission-Driven vs Ego-Driven Leadership
22:35 — The Halo Effect: Why You Should Be Skeptical of Authority
27:22 — Steve Jobs vs Elon Musk: Focus vs Scale
30:51 — Don’t Be the Next Steve Jobs. Be the First You
33:08 — Finding Your Calling: Loving the Entire “Sandwich”
46:31 — Jane Goodall: Purpose Without Retirement
52:19 — Guy’s Golden Touch: Finding Gold Early
57:24 — Grit as the Real Advantage
58:25 — Family, Legacy & Measuring a Life
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Hashtags:
#GuyKawasaki #SteveJobs #ElonMusk #Apple #Canva #Entrepreneurship #Startups #Creativity #ProductBuilding #Leadership #Innovation #SiliconValley #Grit #Purpose #DivotPodcast
