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Today I sit down with Tommy Ryan, founder of Three Will, to talk about why human services teams often tolerate technology and how we can make it truly support care, outcomes, and daily operations. We connect his personal journey through major health scares to a practical approach for measuring what matters, reducing chaos, and thinking clearly about what AI can and cannot do. 

• Tommy’s “purpose, relationships, clarity” lessons and how they shape leadership 
• Why Three Will focuses on people, process, and technology together 
• “No money, no mission” and the real role of operational efficiency 
• Improve, Protect, Explain as a simple measurement framework 
• Choosing 5 to 15 metrics and reviewing them weekly 
• Turning spreadsheets and scattered systems into a clear leadership dashboard 
• “Less chaos, more care” as the goal for tech in senior living and human services 
• AI as acceleration plus risk, and why human judgment still matters 
• Using AI for documentation relief and better client-facing time 
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Guest Bio

Tommy Ryan is the Founder and CEO of ThreeWill, a Microsoft 365 technology and operations consulting firm based in Alpharetta, Georgia. For the past 25 years, Tommy has  built ThreeWill around a simple idea: productivity isn't about doing more, it's about doing what matters most. Today, ThreeWill works with organizations in home and community based
chronic care, including senior living communities, helping them reclaim time for the work that matters. That belief was shaped by three health scares that reordered Tommy's priorities around  purpose, relationships, and clarity. One of them led him to start growing his own food. That small 10 by 50 foot garden plot has since grown into a 5,000 square foot farm, where he tinkers with irrigation systems and shares what he learns through his newsletter, Sowing Success.

Tommy also runs Cultivating Care, a community initiative for human services and senior living leaders. It includes a quarterly Atlanta luncheon series and a storytelling show hosted at his farm, where he highlights the people doing this work every day.

Email address:

tryan@threewill.com

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Music by Zach Price: Zachpricet@gmail.com