Each Principal of SkySail Rx applies their extensive PBM know-how and unique skill sets with the aim of delivering proven solutions to the entire spectrum of the Pharmacy Benefit industry.

Trey Smith

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Chuck Gamsu R.Ph., MBA

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Brandon Kessler

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Kathryn Medina, MBA

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- Trey Smith -

Trey Smith is a well-respected leader and seasoned process improvement professional with 10 years of PBM industry experience. Trey’s prior positions include Director level positions at Truveris and Envision Rx. Throughout his career, Trey has successfully utilized his understanding of PBM pricing, underwriting, and billing and payments along with his technical expertise to build effective tools that automate and scale PBM processes. Trey’s drive for continuous improvement combined with his deep understanding of finance, business strategy, and computer science have generated and saved companies millions of dollars in revenue and efficiency returns. Trey Smith earned a Bachelor’s in Finance from Abilene Christian University and is a Veteran of the United States Air Force.

- Chuck Gamsu -

Chuck Gamsu is a highly regarded Pharmacist and pharmacy benefit expert with over 25 years of experience in healthcare. He began his career as a hospital pharmacist and managed several retail pharmacies as a community pharmacist. Prior to SkySail, Chuck spent 11 years with Envision Rx as a Senior Vice President providing PBM services for a variety of Taft Hartley Union Funds, Medicare Part D and Medicaid Health Plans and as well as Self-Insured Employers. Additionally, Chuck held Senior level positions with large PBMs and healthcare technology companies. Chuck is a registered pharmacist, has an M.B.A in Health Care Management from Boston University and is a graduate of The University of Connecticut with a B.S. in Pharmacy.

- Brandon Kessler -

During a 15-year career in the pharmacy benefit management industry, Brandon Kessler has built a track record of leading successful teams and is highly regarded as an innovative pricing and product expert with a deep understanding of the pharmacy benefit pricing ecosystem. Prior to founding SkySail, Brandon held an Executive level position with Truveris and, prior to that, he ran the Pricing department at Envision Rx. Brandon's extensive experience within the PBM industry includes management roles overseeing pricing, underwriting, MAC services, RFP support, pharmacy networks, billing and payments, benefit implementations, and strategy. Brandon Kessler earned a Bachelor of Arts degree in Chemistry from the University of Texas at Dallas.

- Kathryn Medina -

Kathryn Medina is an experienced pricing professional with almost 15 years of demonstrated history working in the PBM and health care industry. Kathryn is one of the industry's leading experts in MAC pricing and is highly skilled in client management, data analysis, strategic planning, and project management. Kathryn most recently served as a Director overseeing Pricing at Truveris. Prior to Truveris, Kathryn held leadership roles at both mid-sized and large PBMs where she was responsible for MAC, MAC appeals, GERs, and pricing strategy where she touched nearly every line of business. Kathryn earned a Masters of Business Administration focused in Finance from the University of California, Irvine, The Paul Merage School of Business.