Will Holland is the Principal of Strategy and Marketing (PoSM) at ThreeWill, where he champions our core values by shaping and sharing how ThreeWill helps employees thrive. Using his love for storytelling, Will leverages his unique ability to balance technical depth and strategic vision, bridging the gap between developers and business leaders through clear, creative communication. Outside of work, Will can usually be found at the nearest soccer pitch, either cheering for his kids or for Atlanta United.
What does it really mean to be productive in today’s world of AI and endless apps? In his recent appearance on The WHY WHAT HOW Show with Andrew Kappel, ThreeWill CEO and Co-Founder Tommy Ryan shared his thoughts on the future of work, the limits of technology, and how real productivity starts with people, purpose, and process.
▶️ Watch the Interview
Key Takeaways
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The Hierarchy of Productivity
True productivity builds upward — from clarity to culture, process to governance — with AI as the final layer, not the foundation. -
Community Management as a Service
Why managing your digital workplace like a living, breathing community is the next evolution in IT and productivity services. -
It’s Not About the Tools
The best tech in the world won’t help if it’s not aligned with how your business actually works. -
Farming for Perspective
How Tommy’s experiences with small-scale organic farming have shaped his leadership style and strategic thinking. -
Setting Copilot Up for Success
Microsoft Copilot works best when people and processes are already clear — otherwise, it’s just confusion at scale.
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