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

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.” _____________________ 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. 10 Million+ All-Time Downloads. Reaching 80+ Countries Daily. Global Top 3% Podcast. Top 10 US Business. Top 1 US Careers. >>>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.<<< See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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What’s Stopping You from Outgrowing Yourself? Change Ambitiously. Outgrow Yourself. Chief Change Officer isn’t just another podcast. It ranks in the Top 3% globally, hit #1 in Careers (US), and cracked the Top 10 in Business (US)—because it offers what others don’t: expansive human intelligence, shared by the world’s most extraordinary thinkers and doers. This is the space for transformation gurus, bold hearts, black sheep, and unsung visionaries. We go beyond digitized tips and AI-smooth talk. Here, you get real, time-tested, experience-driven wisdom—the kind that blends logic and love, art and science, hindsight and foresight. For me, this show marks career transition #18. Across 17 transitions, I’ve been mentored by global changemakers who helped me emerge stronger and freer. Now, I’m passing that power forward—through raw, unfiltered conversations with extraordinary people across cultures, industries, and identities. If you’re a growth progressive, a black horse, a visionary underdog, or someone boldly rewriting the rules—you’re already one of us. Because you are the Chief Change Officer. Our mission? To help you become wiser in action, clearer in thought, and more ambitious in motion—so you can outgrow yourself and unlock outcomes beyond imagination or calculation. A better you is already unfolding. 130,000+ followers are outgrowing. Join them on LinkedIn, Apple, Spotify, and YouTube @chiefchangeofficer.