Chief Change Officer

#242 Monte Wood on Generosity: The Most Underrated Career Cheat Code — Part Two


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Monte Wood, former CEO of Opus Agency and author of Generosity Wins, knows that generosity isn’t just about being nice—it’s a game-changer in business and life. 

From working with icons like Steve Jobs and Mark Benioff to lessons from his mom, Monte has seen firsthand how small acts of giving create big returns. In this episode, he breaks down why generosity is the real secret to happiness and career success—and why it’s more powerful than you think.

Key Highlights of Our Interview:

Generosity Beyond Kindness: Lessons from Steve Jobs, John Chambers, and Andy Jassy

“Steve Jobs’ goal to democratize technology was generous, even if his approach wasn’t. Leaders like Chambers and Jassy showed that while generosity doesn’t always come with kindness, the drive to uplift others’ success is, in itself, a powerful form of generosity.”

The 600-Day Challenge: How Practicing Generosity Daily Transforms You

“Documenting a daily act of kindness, whether it’s a smile or genuine listening, became a habit that revealed a thousand ways to be generous—proof that practicing generosity opens new perspectives.”

Unexpected Generosity in a Hot Tub: A Chat with Elon Musk

“In an unexpected encounter, Musk showed genuine interest and warmth, sharing laughs and stories. It was a small gesture, but a powerful reminder of the impact of unexpected generosity from those at the top.”

The Hidden Costs of Greed and Division in Today’s Media

“With opinion-driven media stirring division, the challenge lies in overcoming these forces with conscious generosity and mutual respect—proving that true strength is found not in agreement, but in the ability to disagree respectfully.”

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Connect with us:
Host: Vince Chan | Guests: Monte Wood

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--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Deep Human Intelligence for 
Growth Progressives, Visionary Underdogs,
Transformation Gurus & Bold Hearts.

10 Million+ All-Time Downloads.
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>>>130,000+ subscribers are outgrowing. Act Today.<<<

--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Expansive Human Intelligence
for Transformation Gurus, Black Sheep,
Unsung Visionaries & Bold Hearts.

EdTech Leadership Awards 2025 Finalist.
20 Million+ All-Time Downloads.
80+ Countries Reached Daily.
Global Top 1% Podcast.
Top 5 US Business.
Top 1 US Careers.

>>>180,000+ are outgrowing. Act Today.<<<

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Chief Change OfficerBy Vince Chan

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