Join The Bailey Group team

Who We are

We’re The Bailey Group – an NFP company – a four-time Best Places to Work award winner in Business Insurance for 2017, 2018, 2019, and 2020. Our personal commitment to our team and our clients have created long-lasting and successful relationships within the Northeast Florida community for over 25 years.

benefits and perks

The Bailey Group is proud to offer a competitive salary, PTO & paid holidays, 401(k) with match, exclusive discount programs, health & wellness programs, Flex Fridays (💪) and more. Our PeopleFirst culture focuses on building and nurturing lifelong relationships with our employees because, at the end of the day, we exist to be there for others.

Current openings

These openings will take you to our parent company's website at to learn more and apply.

Best Places to Work In Insurance for 2020, 2019, 2018, and 2017
Jacksonville Business Journal Best Place to Work emblem
2018 Healthiest Company in Northeast Florida Gold Award
American Heart Association Fit Friendly Worksite emblem
Best of St. Augustine trophy

The Bailey Group and NFP is an Equal Opportunity Employer that provides equal opportunities to all employees and applicants for employment without regard to race, color, religion, sex, sexual orientation, gender identity, age, national origin, disability, genetic predisposition or carrier status, or any other characteristic protected by federal, state or local law. The Company is committed to this policy with respect to recruitment, hiring, placement, promotion, transfer, training, compensation, benefits, employee activities and general treatment during employment. It’s expected that all of our employees are aware of this policy and that they create an environment that’s sensitive and respectful to all individuals.