Harvesting Leadership: Tommy Ryan on Purpose & Culture

June 23, 2025

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Harvesting leadership? What does tending a garden have to do with leading a tech company?

For Tommy Ryan — co-founder and CEO of ThreeWill — the answer is everything.

In his recent appearance on Your Passion, Purpose, and Personal Brand, Tommy sat down with Lisa McGuire to explore how regenerative farming has shaped his approach to leadership, culture, and business strategy.

From his 50×100 foot organic garden in Georgia to the collaboration-first consulting firm he’s led for over two decades, Tommy draws rich connections between the health of a farm and the health of a team. And he’s not just theorizing — he’s doing both.

▶️ Watch the Interview

Harvesting Leadership: Key Takeaways

🌱 Cultivating Culture Is Like Tending Soil
Tommy sees leadership not as command and control, but as a process of cultivation. Just like farming, creating a thriving workplace means nurturing the environment — not micromanaging the outcome.

🧠 Weeding Is a Business Discipline
Whether in the garden or the office, pruning back what’s overgrown creates space for new growth. Tommy shared how small decisions — like rethinking how project timelines are managed — can eliminate unnecessary anxiety and free up capacity.

🤝 Business Grows Through Community
From neighborhood vegetable pickups to ThreeWill’s Alliance Luncheons, Tommy believes the best business relationships are built around shared purpose — and ideally, shared meals.

🌾 Productivity Starts With People
At ThreeWill, success isn’t about doing more, it’s about doing what matters most. Tommy’s leadership model focuses on aligning technology to real business needs — starting with the culture and ending with AI.


Curious how Tommy’s philosophy shapes the work we do at ThreeWill?

📞 Schedule a Discovery Call

Or

📰 Subscribe to Tommy’s Sowing Success Newsletter

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About ThreeWill

ThreeWill is on a mission to help 100,000 employees thrive by improving their digital collaboration, communication, and automation in the Microsoft Cloud.

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