Dr. Trisha Bailey, a proud University of Connecticut alumna, is a trailblazing entrepreneur, philanthropist, and visionary leader with over two decades of experience in the medical industry. In 2012, she founded Bailey’s Medical and Pharmacy with a heartfelt mission: to provide compassionate, quality care to the elderly and disabled. Today, she has pioneered the company into a national powerhouse, employing over 500 professionals and generating revenues in the hundreds of millions.

 

As the CEO of a portfolio of 16 thriving companies, Dr. Bailey stands as one of the most dynamic and successful business leaders of her generation. She has been recognized as an HME Woman of the Year finalist, named Jamaica’s wealthiest woman born on the island, and is the first Black individual to have a building named in their honor at the University of Connecticut.

 

Beyond business, Dr. Bailey’s impact is deeply felt in the world of philanthropy. She has donated millions to youth athletics and educational initiatives, including the United Foundation Central Florida, where her contributions have enabled hundreds of students to attend college.

 

A devoted mother of five, Dr. Bailey leads with grace, humility, and unwavering kindness—values she extends to everyone she meets. She creates her own opportunities, inspires with her purpose, and redefines what it means to lead with both heart and ambition. In a world of many titles, one word captures her essence best: kind.