Bachelor of Arts, University of Connecticut
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Human Development and Family Relations
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Master of Business Administration, University of Phoenix
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Business Management
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Ph.D. University of Phoenix
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Doctorate in Management in Organizational Leadership with concentration in finance​
New York University
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Certificate in Cardiology, 2005
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University of Kentucky
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Certificate in Pulmonary Care
Licenses: Series 7, 63, 65, Life, Health & Variable Annuities Insurance
Dr. Trisha Bailey is a force of nature—a trailblazing entrepreneur, transformative philanthropist, and the bestselling author of Unbroken. As the wealthiest Jamaican-born woman, she has shattered barriers, built an empire, and dedicated her life to uplifting others. Beyond her professional achievements, Dr. Bailey is a devoted mother of five, a trustee on the University of Connecticut Board and UConn’s Foundation Board (2024), and the proud owner of the largest equestrian farm in Florida. Recognized by JP Morgan Chase as Woman of the Year, she has also received honorary doctorates from the University of Connecticut, the University of Bridgeport, and the University of the Commonwealth Caribbean (UCC).
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Career Overview
A distinguished alumna of the University of Connecticut, Dr. Bailey has over two decades of expertise in the medical industry. As the founder and CEO of Bailey’s Pharmacy & Medical Equipment & Supplies, she leads with compassion, ensuring quality care for the elderly and disabled. Overseeing 16 successful companies with a workforce of over 500 employees, she has built a healthcare powerhouse generating revenue in the hundreds of millions.
Honors
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Acknowledged as the wealthiest Jamaican-born woman
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Made the largest single donation in athletics history
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The first woman to have a building named in her honor at the University of Connecticut
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Owner of the largest equestrian farm in Florida
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Finalist for Woman of the Year and recognized as a leading HME Provider
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Granted Honorary Doctorate from the University of Connecticut
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Granted Honorary Doctorate from University of Bridgeport
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Granted Honorary Doctorate from University of the Commonwealth Caribbean (UCC)
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Named JP Morgan Chase Women of the Year
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Awarded Supplier of the Year in 2023
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Ranked #1 Minority Provider in the Nation in 2023
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Recipient of the National Cares Mentoring Program North Star award
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Renowned author of the bestseller book "UNBROKEN"
Professional Affiliations/Board Service
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Trustee on the University of Connecticut Board
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Connecticut School of Business Hall of Fame inductee
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Trustee on University of Connecticut Foundation Board (2024)
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Platinum Donor of United Foundation of Central Florida