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Meet Our Team

At Cypress Healthcare, our CEOs are the cornerstone of our success. Each leader in our network brings decades of executive-level experience in hospital administration, financial restructuring, and healthcare operations. Handpicked for their proven track records and strategic expertise, our CEOs step in with confidence and clarity to lead hospitals through challenging transitions. They are hands-on, results-driven, and deeply committed to improving both the financial health and quality of care at every facility they serve. With a focus on leadership, accountability, and sustainable growth, our CEOs don’t just manage—they transform

President / CEO

Tony L. Pfaff is the founder of Cypress Healthcare, LLC. Founded in 2000, Cypress is a hospital management and consulting company focusing on Critical Access and Frontier hospitals. As part of his Cypress duties, he also serves as the President of Deer Lodge Medical Center. Cypress has multiple management and consulting contracts with other rural hospitals throughout Montana and surrounding states.

 

Mr. Pfaff has over 25 years’ worth of experience as a healthcare executive, both in urban and rural settings.

Mr. Pfaff was named one of Modern Healthcare’s Up and Comer’s in 2000. He is also the Founder/owner and creator of TC Aviation, a Fixed Based Operator located at the Deer Lodge City/County Airport. The FBO literally started with nothing and quickly moved to one of the busiest

small airports in Montana.

 

Mr. Pfaff holds a Bachelor of Science degree with High Honors in Healthcare Administration and a Master of Public Administration degree, both from Idaho State University. Mr. Pfaff sits on several

boards including the Deer Lodge City/County Airport, Yellowstone Insurance, Montana Hospital Association, and Pioneer Federal Savings & Loan.

 

Mr. Pfaff is CE510 Jet typed, instrument-rate pilot with over 3,000 flight hours. Outside of work, Mr. Pfaff enjoys spending time with his wife, Cathy, their 2 dogs, and Larry the cat, fly fishing, golf, and is an avid aviation enthusiast.​​

Tony Pfaff

President / CEO

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Our Team:

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