179 Harvesting Leadership: What Farming Taught a Tech CEO with Tommy Ryan

Your Passion, Purpose and Personal Brand

Imagine leading a technology consulting firm and a regenerative farm. That’s exactly what Tommy Ryan, co-founder and CEO of ThreeWill, does—bringing a whole new meaning to “cultivating culture.” In this down-to-earth yet deeply insightful episode, Tommy shares how tending to soil and people aren't as different as you think. From Microsoft collaboration strategies to pulling weeds with intention, we explore the intersection of tech, teamwork, and tomatoes. If you're a business leader seeking grounded strategies for leadership, resilience, and authentic connection—this episode will grow on you.

Tommy’s approach to leadership is rooted in nature, values, and community. You’ll hear how his passion for farming informs the way he builds teams, scales productivity, and fosters collaboration. Plus, learn how he turned his backyard garden into a local produce hub and business wisdom into a widely followed LinkedIn newsletter, “SOwing Success.”

This episode isn't just food for thought—it’s soul food for business leaders ready to do work that matters.

Key Takeaways:

• Leadership isn't about control—it's about cultivation.

• Regenerative farming teaches business lessons in resilience, renewal, and timing.

• Shared values create trust and strengthen company culture.

• Community is built one microgreen (or meaningful conversation) at a time.

• Technology solutions must align with human needs and purpose.

• You can connect better with people by leading with your personal passion.

• Pruning isn't just for plants—it's vital in business and personal growth.

• Storytelling and metaphors from nature can simplify complex business ideas.

• Being intentional about how we work together fuels long-term success.

• Business can (and should) be rooted in humanity.

CONNECT WITH TOMMY

LinkedIn Profile: https://www.linkedin.com/in/tommyryanprofile/

Instagram Profile: https://www.instagram.com/ironmountainorganics/ Website: https://threewill.com/

Sign up for the Sowing Success Newsletter: https://www.linkedin.com/newsletters/7293400216303534080/

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