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Meet The Bailey Group

A staple in the St. Augustine community for over 66 years.

Our Process
Our History

The firm of Thompson Bailey Baker – established over 80 years ago – was founded by John Thompson and Harold Ryman in St. Augustine, Florida. In 1954, John Bailey became a partner in that business. John's son, Mark Bailey, Sr., joined the firm in 1984 after graduating from Vanderbilt University with a double-major in economics and business.

12 years after joining the firm, Mark bought Thompson Bailey Baker's principal lines of business associated with health, life, annuities, retirement benefits, estate conservation, and financial products. Shortly thereafter, The Bailey Group was born.

As President of The Bailey Group, Mark has built upon the foundation of a trusted local insurance agency and developed the company into a nationally competitive firm. The Bailey Group provides insurance, benefits and financial strategies to companies and employees across the U.S., while maintaining the local, personalized service model that sets them apart from the rest. The Bailey Group provides progressive solutions, using cutting-edge technology, strong carrier relationships and out-of-the-box thinking. 

Mark has been voted the Best Health & Life Agent by the St. Augustine Record 14 years in a row, and has been a member of the Million Dollar Round Table since 1985, with 21 years spent as a Top of the Table member which places him among the top 1% of agents nationwide.

Becoming a true partner, advisor and reliable resource isn't easy. It's earned. Your financial situation, your goals, your risks, and you legacy are what make you unique. And we understand that. Our cross-functional team of specialists will work hard to help you realize your goals.

A part of NFP.

In 2016, The Bailey Group became a subsidiary of NFP, a leading insurance broker and consultant that provides unparalleled employee benefits, property & casualty, retirement and individual private client solutions. Together, our solutions and expertise are match only by our personal commitment to each client's goals.

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