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Meet Your Wilson Agency Brightway Insurance Team

The key to exceptional insurance coverage starts with an agent who truly understands your needs. Our Wilson Agency team lives right here in the community. We know the unique risks, assets, and lifestyles of Safety Harbor and the surrounding Tampa Bay area communities residents.

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500 Main Street
Suite L
Safety Harbor, FL 34695

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727-316-5004

About Jessica

Meet Jessica, a seasoned professional with over 25 years of invaluable experience in the insurance industry. Her journey began in 2000, collaborating with a local doctor in the Tampa Bay area to navigate the complexities of insurance benefits. Eager to expand her expertise, she transitioned to a paralegal role in 2003, delving into the realm of first-party property claims, particularly focused on homeowners' insurance.

Under the guidance of a mentor, Jessica pursued her adjuster's license, unlocking new avenues in her career. Joining ROL Insurance Consulting in 2005, she steadily climbed the ladder to become a respected Claims Manager, honing her skills in managing intricate insurance claims. Her commitment and proficiency led her to Homeowners Choice Property and Casualty Insurance in 2012, where she supervised large-loss and complex homeowners' claims as a dedicated Claims Supervisor.

In 2014, Jessica embraced a new challenge at Bankers Insurance, assuming roles of increasing responsibility. Her journey culminated in her appointment as Director of Underwriting, where she excelled in guiding both Personal and Commercial Lines with finesse and strategic acumen.

Fueling her passion for continual growth, Jessica earned her Masters in Risk Management and Insurance from Florida State University in 2016, graduating with a stellar 4.0 GPA. Her thirst for innovation and leadership led her to spearhead the launch of The Hearth Insurance Group's homeowners' program in 2017, where she served as the General Manager of its Homeowners division.

Today, as a dedicated Brightway Agency Owner, Jessica is committed to leveraging her rich background and expertise to empower consumers with the knowledge to safeguard their assets effectively.

Jessica has been deeply rooted in North Pinellas County for over 30 years, but she recently embraced the wide-open spaces of the Nature Coast with her husband, Rickey, and their three amazing kids—Ethan, Landon, and Rhys. Why the move? More room for their ever-growing family of rescue animals, of course!

Their home is a lively (and slightly chaotic) paradise filled with six lovable French Bulldogs - Titus, Remi, Reid, Theo, Violet, and Yoshi (their fearless wheelchair warrior). Adding to the fun, there's also "Big Mac," their affectionate Staffordshire Terrier, and Georgia, their energetic German Shorthaired Pointer. And let’s not forget the mini farm! Highland Mini Cows, goats, chickens, and sheep keep things interesting and ensure there’s never a dull moment.

When she’s not wrangling furry (and feathered) family members, Jessica is making an impact in her community. She serves as the President of the Rotary Club of Safety Harbor Noon and is an Advisory Board Member for the Greater Palm Harbor YMCA. She’s passionate about service, giving back, and making a difference - whether it's supporting local initiatives or leading fundraising efforts.

Jessica is also on an exciting journey to expand Brightway, The Wilson Agency to a second location in the Nature Coast. With a heart for helping others protect what matters most, she is thrilled for the opportunity to serve even more families and businesses in the area. The future is bright, and she can't wait for what's to come!

For fun, you’ll find Jessica embracing her love for music, skillfully playing the violin and cello, or enjoying time on the water, soaking in the beauty of nature. Whether she's organizing community projects, tending to her farm, growing her business, or playing a beautiful melody, one thing is for sure - Jessica brings energy, passion, and heart to everything she does!

About Rickey

Before becoming a Brightway Agency Owner, Rickey spent over 25 years immersed in the real estate and construction industries, working across 25 states. With both a bachelor’s degree and an MBA from Florida State University, Rickey is a firm believer in lifelong learning and continuing education.

In Florida, he holds multiple certifications and licenses, including Certified General Contractor, Certified Home Inspector, Licensed Realtor, and Licensed Insurance Adjuster.

As a Brightway Agency Owner, Rickey thrives on building meaningful connections, learning about his clients’ lives and businesses, and helping them ensure they have the right protection in place.

Rickey calls Crystal River home, where he lives with his wife and business partner, Jessica, their three children, and a variety of animals. When he’s not spending quality time with his family, Rickey is an avid outdoorsman who enjoys every opportunity to be on the water.

About Kathy

Kathy is a local expert, having been born and raised in the Tampa Bay Area. She graduated from Palm Harbor University High School and married her high school sweetheart.

Her husband was in the Navy and they lived in Texas for two years before returning home to Florida. She worked in the veterinary field for 10 years and during that time had two beautiful children.

After the birth of their baby girl, it was time for a career change. Brightway was able to offer a position that allowed her to care for her family while still engaging her skills and expanding her knowledge of the insurance industry. Since her hire, she has obtained her 4-40 license.

As an animal lover, she also cares for two dogs and two cats.

About Lisa

Lisa is a local expert. Born and raised in the Tampa Bay area, she is definitely a true native. She graduated from the University of South Florida with a Bachelor’s Degree and is working on her Master’s degree.

Having worked with a national insurance company for three years, she made the decision to stay home and raise her two beautiful children, now ages 17 and 15. When it was time to come back, she started with the Brightway family and fell back in the love with insurance.

She is an avid reader and loves to do anything with crafting including scrapbooking and crocheting. 

About Erin

Erin Pooler is a Tampa, Florida native who has been married since 2005 and is the proud mother of two wonderful daughters. She relocated to Pinellas County six years ago and has fallen in love with the area, particularly enjoying its trails, beaches, and local restaurants, and visiting its breweries. Erin is also a devoted pet owner, with five French Bulldogs as part of her family.

Professionally, Erin initially held a 215 license and later obtained a 220 license. Erin supports her husband in running their screen business, demonstrating her strong commitment to both her family and professional endeavors. Erin's multifaceted roles as a wife, mother, entrepreneur, and licensed professional highlight her dedication and versatility within both her personal and professional life.

About Jackie

Jackie Tow is a dedicated insurance professional who embarked on her career journey in 2018, initially obtaining her 440 license while balancing the joys of motherhood as a stay-at-home mom to two beautiful children. In 2023, Jackie expanded her expertise by acquiring her 220 license and transitioning into a full-fledged agent. With an entrepreneurial spirit, she established her own agency, where she honed her skills and accumulated a wealth of knowledge in the insurance industry.

 

Driven by a passion for assisting others, Jackie made the decision in March 2024 to transition back into a collaborative team setting, where she continues her commitment to helping customers navigate the complexities of insurance. Her genuine desire to empower clients to understand their insurance needs and make informed decisions for themselves and their families is evident in every interaction.

 

Beyond her professional pursuits, Jackie finds solace and joy in various activities. She revels in the warmth of the sun, finds serenity by the beach, and enjoys the challenges and camaraderie of golf and yoga. Family time holds a special place in Jackie's heart, and she cherishes moments spent exploring theme parks with her beloved husband and children.

 

With her blend of expertise, empathy, and zest for life, Jackie Tow epitomizes a compassionate insurance professional dedicated to making a positive difference in the lives of those she serves.

About Mark

Mark is a resident of Tarpon Springs. Having moved to the Tampa area in 2018 with his wife, he has since put down serious roots: adopting a cat, buying a home, and--most recently--having a son!

He taught for 4 years in local Florida schools and then transitioned to insurance. He loves to use his teaching experience to educate clients on their policies and help them make the best choice for their families!

He loves to spend time with his family and has quickly learned that the one place his son does NOT want to be--is inside. So, most weekends you can find him with his family exploring the Spongedocks and downtown Tarpon. The Zoo and the Aquarium are also frequent destinations as his baby loves animals! As a first-time dad, he has come to learn that every day is full of opportunity and adventure. 

Visit us to learn more about Safety Harbor and the surrounding Tampa Bay area communities 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

500 Main Street
Suite L
Safety Harbor, FL 34695

Office Hours

Monday-Friday: 9 a.m. to 5 p.m.
Saturday-Sunday: Closed

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