About Us - St Augustine Commercial Insurance Agency

Myles started his professional journey by obtaining his B.B.A degree from the University of North Florida in 2020. He acquired his 2-20 and 2-15 agent’s license, in August of 2023. Myles is a producing agent, providing quotes and policies for new clients for both commercial and personal lines. Being a St. Augustine native, he has a deep understanding of the area and can tailor policies to fit the client’s needs. When he is not working, you can find him surfing, fishing, or enjoying some sunshine.

Lindsey came to Ancient City Insurance with a background in finance. She previously worked as a registered client associate for 8 years after graduating from college. Since joining our team in 2018, she has earned her Property & Casualty and Life & Health Insurance licenses as well as designations as an Associate in Insurance Account Management and Certified Insurance Service Representative. Lindsey takes time to learn what is important to each client and enjoys the challenge of pairing them with the insurance carrier that best meets their needs and expectations. Lindsey spends her weekends relaxing by the pool with her husband and their dogs.

Jennifer has been a resident of St Augustine since 1983. She graduated from Florida Southern College in 1993 with a BA in Criminology. IN 1995 she got her Cosmetology license and has been a hairstylist ever since. Jenifer joined Ancient City Insurance in 2010 as a licensed Customer Service Rep and is currently in class to become a License Property & Casualty Agent. Her role is to assist customers with renewals, cancellations, payments, and policy changes.

Dawn joined the Ancient City Insurance Team in January 2023 with 25 years of insurance experience. She started her career in 1998 in New York City assisting high-net worth individuals with their personal insurance needs. She moved to St Augustine in 2003 and has specialized in commercial/business insurance ever since. Dawn is licensed in Property and Casualty and has her Associate in Insurance Account Management designation. She develops relationships with our carriers to market renewals and help new clients find the right policy for their business. Dawn enjoys traveling with her husband and spending her weekends working on her handmade soap and skincare business.

Victoria joined the Ancient City team in August of 2022 with 23 years’ experience in the insurance industry. She is a Florida native, moving to St. Augustine in 1997. Victoria was first introduced to the industry participating in a mentoring program in high school, starting as a receptionist at her mentor’s insurance agency. She holds a 4-40 customer representative and 20-44 Agents license. In her current role, she manages existing customers’ needs and remarkets their insurance as needed. In her time away from the office, she enjoys spending time with family, friends, and riding her Harley.

Brandon has been a 4-40 licensed Personal Lines Account manager for over 5 years, receiving his 20-44 Agents license in 2024. His background includes a variety of coverages from homeowners, personal automobile, and specialty lines of business. Brandon also has experience in working with agency administrative and IT technology services.

Jon started his career in insurance with Ancient City Insurance in 2017. He specializes in account servicing for commercial clients and is our agency Account Administrator. His duties include policy processing, billing, and administration.

Barbara Rickards has over 25 years of experience in the insurance industry. She is a Licensed Property & Casualty Agent specializing in Commercial/Business Insurance service and renewals. Barbara served in the Marine Corps and has been a resident of St Augustine since 1977.

Stephanie Smith joined our team in 2013 and became a partner in 2017. She comes to us with over 20 years’ experience in the insurance industry, having a background in both Personal and Business Insurance. Her strengths include analyzing an insured’s insurance needs and matching needs to the appropriate insurance products and coverage. Stephanie is approachable and professional, and she gives her clients dependable, honest advice.

Rebecca Houpe is the Agency president and started the Ancient City Insurance in 2003. She is Licensed in Property and Casualty, Life and Health, and has recently earned her Associate In Insurance Services Designation. Her experience and commitment to continuing education enables her to fully understand the unique needs of Florida residents.

904-827-1915

A premier St. Augustine Insurance company

904-827-1915

Let our professional agents review your coverage and offer the best coverage from the best companies in the industry.

Rebecca Houpe

Stephanie K. Smith

Barbara Rickards

Jon Simone

Brandon Golz

Victoria Alphonso

Dawn Cooper

Jennifer Sullivan

Lindsey Kelly

Myles Giacosa