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Technology Director

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"Choose a job you love and you’ll never have to work a day in your life”,  Jennifer Moss says as she reflects on her role at Rick Bailey & Company. “I love helping our clients navigate technology or get questions answered quickly.”


Devoting her talents to Rick Bailey & Company’s technology services, Jennifer works closely with insurance companies, payroll vendors, Information Technology professionals, and the Internal Revenue Service to manage the agency’s technology services, including Inrollit – Rick Bailey & Company’s exclusive Human Resource Information System.


“We live in a fast-paced world”, Jennifer says, “and waiting until tomorrow isn’t good enough. I make sure our clients have access to the information they need 24/7.”​

Jennifer’s success is a result of both education and experience. Jennifer received a Bachelor of Science degree in Middle Grades Education – with an emphasis on math and social studies – from Kennesaw State University in 2007. Her training as an educator helps her coach clients through the on-boarding process and better communicate benefit and compliance strategies.

For the past eleven years, Jennifer has been a licensed insurance agent, giving her a unique understanding of employee benefits so she can streamline processes, build training modules, and manage ACA reporting for our clients.

When not at Rick Bailey & Company, Jennifer enjoys spending time with her daughter Claire and she likes to read or play problem-solving games and puzzles. Volunteering at MUST Ministries and similar organizations is one way Jennifer gives back to her community.

Jennifer is delighted with the sense of family at Rick Bailey & Company. “I enjoy working at Rick Bailey & Company because we are a family and we treat our clients as an extended part of our family.”


Director of Technology 

Licensed Insurance Agent

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