Our journey to become one of the largest insurance and benefits firms in the State of Florida began 62 years ago.
The firm of Thompson Bailey Baker, established 75 years ago, was founded by John Thompson and Harold Ryman in St. Augustine, Florida.
In 1954, John Bailey becomes a partner in the business.
John's son, Mark, joins the firm after graduating from Vanderbilt University with a double-major in economics and business.
Mark Bailey, Sr. subsequently buys Thompson Bailey Baker's principal lines of business associated with health, life, annuities, retirement benefits, estate conservation, and financial products.
Shortly after, The Bailey Group is founded.
The Bailey Group moves into their new office located on Plantation Island Drive just off of the 312 bridge heading east.
The Bailey Health Group is founded and partners with BlueCross and BlueShield of Florida (now known as Florida Blue) to offer individual health insurance products.
The Bailey Group celebrates their 20th year serving the Northeast Florida community.
We're Not Co-Workers. We're Family.
The key to our culture? We treat each other as family, not co-workers. Through all of our growth, we have never lost sight of our roots as a family owned business.
Start Your Career With Us
Help us change the way people feel about their insurance and benefits.
"I love helping our associates grow, which in turn helps our clients and our business."
Deborah Croft, Operations Officer
"I feel passionate about being part of a close-knit team that is constantly looking for ways that we can be better and serve our clients more effectively."
Sabrina Abare, Director of Group Benefits
"The Bailey Group has the best employees so coming to work allows me to spend time with great people and develop fulfilling relationships."
Becky Cromwell, Account Executive
"I love helping people embrace a healthier lifestyle; It is so rewarding to see people start over with a healthier mind, body and spirit."
Jaime Sanders, Director of Health Promotion
Current Career Opportunities
Our next Group Department Project Specialist will be responsible primarily for analysis and reporting, but also assists team members with enhancing their own working knowledge in Excel. The position reports to the Benefits Manager and is responsible for aiding administration in internally and externally facing analytical projects.
Interested in working with us? Let us keep you up-to-date on new opportunities to join our team.
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