Chief Change Officer

#148 Monte Wood: Generosity as Your Secret Career Hack (and It Works!) – Part Two


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Part Two.

How many people do you know who walk into a public restroom and leave it cleaner than they found it? I do—and so does the wife of today’s guest, Monte Wood. Turns out, small acts of generosity like this aren’t just about hygiene; they’re about making things better for the next person.

Monte, author of Generosity Wins and former CEO of Opus Agency, has collaborated with heavyweights like Mark Benioff, Andy Grove, Steve Jobs, John Chambers, and Andy Jassy. He’s learned from the greats, his mentors, and even his mother that generosity isn’t just nice—it’s transformative. In his world, giving back is more than a feel-good slogan; it’s a life strategy.

In the last episode, Monte unpacked his definition of generosity and explained why he sees it as the ultimate secret to happiness and career success.

And that’s just the beginning. Today, we’ll tackle why generosity feels so hard in today’s hustle culture and how you can cultivate a mindset centered on giving without burning out.

Still skeptical that generosity pays off? Join the conversation and see how giving a little can lead to getting a lot—just maybe not in the way you expect.

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.”

Connect with us:

Host: Vince Chan | Guests: Monte Wood

______________________

--Chief Change Officer--

Change Ambitiously. Outgrow Yourself.

Open a World of Deep Human Intelligence for

Growth Progressives, Visionary Underdogs,
Transformation Gurus & Bold Hearts.

6 Million+ All-Time Downloads.

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>>>100,000+ 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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