Trisha Bailey’s journey from the rural roads of Jamaica to the prestigious University of Connecticut (UConn) Business Hall of Fame is nothing short of inspiring. Bailey has broken barriers, defied expectations, and built a business empire that spans multiple industries. Now, she has earned another well-deserved honor—becoming the first Jamaican-born entrepreneur inducted into the UConn Business Hall of Fame.
A Story of Resilience and Determination
Bailey’s path to success was far from easy. At just 13 years old, she left Jamaica alone, seeking a better future in the United States. However, her early years in America were filled with hardship, including abuse, financial struggles, and self-doubt. Despite these obstacles, she found solace in sports, becoming a star track athlete at UConn.
Though she didn’t pass her SATs, Bailey’s drive pushed her to achieve success beyond the classroom. She earned a degree from UConn, followed by an MBA and Ph.D. in organizational leadership. From there, she ventured into business, starting with Wall Street and later launching Bailey’s Medical Equipment and Supplies. Today, her companies employ over 5,000 people and generate hundreds of millions in revenue.
A Business Mogul Making History
Bailey has built an impressive legacy in both business and philanthropy. Some of her historic achievements include:
- First Black individual honored with a building at UConn
- Largest single donation in UConn athletics history
- First Black woman to own commercial real estate in Vero Beach & Edgewood, FL
- Owner of the largest equestrian farm in Florida
Her impact extends beyond business. Through her philanthropic efforts, Bailey has donated millions to education, supported single mothers, and helped increase high school graduation rates by 50%.
Honored by Her Alma Mater
UConn’s Business Hall of Fame recognizes outstanding alumni who have made significant contributions to their industries and communities. Bailey’s induction is a testament to her resilience, business acumen, and dedication to giving back.
Her memoir, Unbroken: The Triumphant Story of a Woman’s Journey, details her struggles and triumphs, inspiring countless individuals to push beyond their circumstances.
As Bailey continues to build her empire and uplift others, her story remains a powerful reminder that success is possible, no matter where you start.
Dr. Trisha Bailey, considered the Jamaica’s richest woman, was inducted into the University of Connecticut (UConn) Business Hall of Fame on April 11, 2025. She made history as the first woman of color to receive this prestigious honor.
Cover photo : UCONN School of Business
