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Meet Your Bailey And Associates Agency Brightway Insurance Team

The key to exceptional insurance coverage starts with an agent who truly understands your needs. Our Bailey And Associates Agency team lives right here in the community. We know the unique risks, assets, and lifestyles of Winter Haven residents.

Let's talk.

150 3rd St SW
Ste 203
Winter Haven, FL 33880

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About Craig

A Georgia native, Craig Bailey comes to Brightway with more than 30 years of sales and managerial experience, spending the last 13 years in the automotive industry. Craig has also spent extensive time in the restaurant business. He is a graduate of Floyd College in Rome, Georgia.

Craig and his wife Jenna have been together for over 20 years and have a son named Aiden who is currently studying at UCF. 

When he is not in the office, Craig enjoys gardening and landscaping, hanging out with his family at the beach and spending time with friends and his pets.

About Perry

Perry was born and raised in Polk County. He has been working in insurance for the last 17 years, which includes time spent as an adjuster. Prior to that, he worked in construction.

Perry and his daughter Delaney live in Winter Haven.

Visit us to learn more about Winter Haven Insurance

We're eager to help you find the right insurance online or in-person. Visit our office to meet your new insurance team.

Our Office

150 3rd St SW
Ste 203
Winter Haven, FL 33880

Office Hours

Monday-Friday: 8:30 a.m. to 5 p.m.
Saturday-Sunday: By Appointment Only

Let's go!

Ready for the brighter way?

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The Bailey And Associates Agency
Brightway Service Department

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