We're honored to live and work in the community we serve.

A lifelong resident of St. Petersburg, Chris Craig is passionate about customer service and helping others. As a former production manager, he learned that trustworthy service builds solid customer relationships and a reliable team that saw no turnover during his tenure. Chris Craig brings to Brightway several years of experience in sales, marketing and customer service. He graduated from Shorecrest Preparatory School, located near his new Brightway Agency. He earned a bachelor’s degree in Economics from the University of Central Florida in Orlando and holds a 2-20 Property and Casualty License.

He is a member of the St. Petersburg Area Chamber of Commerce and attends First United Methodist Church in downtown St. Petersburg. For fun, he loves spending time outdoors, competing in fun runs, triathlons and obstacle courses, and enjoys paddleboarding and kayaking. 

Although born in Alabama, Hayden was raised in the Tampa Bay area and has been a resident here for more than 20 years. He graduated from Wiregrass Ranch High School in Wesley Chapel and earned a Bachelors degree in Communication from the University of South Florida in Tampa, Fla.

Hayden was first interested in starting his agency career at a local agency with a national brand like Brightway. He liked that Brightway offered so many carrier options to their customers, which was a huge advantage in his decision to join The Craig Agency. 

Prior to joining The Craig Agency, Hayden worked as a carrier underwriter. He feels that his experience on the carrier side of Property insurance gives him a unique perspective when working with clients and allows him to acts as a liaison between the customer and insurance company.

As a Brightway agent, Hayden looks forward to his personal growth and contributing to the overall growth of The Craig Agency. He also looks forward to providing a positive impact on his community by offering them total protection for their insurance needs.

Hayden has been married to his wife Tiffany for more than two years. In his spare time, Hayden enjoys sports, fantasy football and game nights. He is also a member and volunteer at Radiant Church in South Tampa.

Prior to joining The Craig Agency, Dawayne worked in the Customer Service industry for 38 years. During that time, he was fortunate to own and manage an award-winning sub shop franchise that eventually sold in 2015. The shop was located in Green Cove Springs, Fla.

When Dawayne moved to St. Petersburg and bought a house, he was already familiar with the Brightway brand and turned to Brightway for a Homeowners quote.

In his experience with Brightway, he received impeccable customer service and was assisted by a live agent who was polite, courteous, and had a warm sense of understanding of his insurance needs. After receiving his quote, he thought about how much he'd like to work there!

When it comes to insurance, Dawayne loves the feeling of helping others as well as the comradery of working on a team. He currently works with local realtors, financial institutions and local leaders to develop stronger communications within his local community.

Dawayne describes himself as a very outgoing individual who loves life and lives it to the absolute fullest.

Cassandra was born and raised in Colorado before moving to Florida in 2019. She attened Fort Lewis Collage in Colorado where she graduated with degrees in Psychology and Sociology.

She has several years of experience in the insurance industry and loves helping people feel protected by connecting with them to find the right policy. 

In her spare time, Cassandra likes to play soccer and travel.