About Us

Whatever You Do, Never Give Up!

Insurance For All The Right Reasons!

Serving Since 1984

As an independent agency we represent many different insurance carriers. We are a trusted source for business insurance, health insurance, auto insurance, home insurance and more.

The relationships we build with our clients go beyond their insurance needs. Our professionals take the time to learn about our clients both personally and professionally in order to build a long-lasting relationship. We believe that these relationships lead to outstanding service and great results. As a Trusted Choice agency we are dedicated to treating you as a person, not a policy.

Humble Beginnings: Our Unique Story

Founder: Jack Fessler

Jack grew up in Naperville, Illinois and was severely injured at the age of 20 while working at a construction site. While working in a deep hole, a huge piece of clay dislodged and fell on Jack, breaking his back in 3 places and leaving him paralyzed. Despite this major setback, 10 months later he married his high school sweetheart, Elaine. The following year the newlyweds moved to Clearwater and Jack began to focus on what he could do. He never wanted charity: he wanted opportunity.

After completing business school in 1964 Jack began working in the marketing department of a printing company where he successfully acquired many new accounts. A few years later he was ready for a change and took a position at a local insurance agency.  He quickly discovered his passion for insurance sales.

In May of 1984 he opened The Fessler Agency and served as President for 37 years until his passing in 2021. Jack’s legacy lives on here at The Fessler Agency and we are determined to “Never Give Up” as Jack would say. We are forever grateful for Jack’s vision to open his own agency and for the knowledge he has passed down throughout the years.

“Stay focused and have a plan,” Jack says.
“Don’t Ever Give Up!”

Serving the Community Since 1984

Meet Our Leadership Team

Contact Information for Case Fessler, CIC, AAI


Case Fessler

Case started his career at The Fessler Agency in 1993 and was named Vice President in 2008. After earning his Bachelor’s Degree from The University of South Florida, he began his career at Aetna Life & Casualty as an intern. Following his internship he started with The Fessler Agency where he earned his Florida Insurance Agent Licenses, CIC and AAI designations. His 29 plus years of experience have focused on providing insurance packages to his clients, both property & casualty and employee benefits. Throughout the years Case has developed lasting relationships with many of his clients who are now lifelong friends.

A lifelong resident of Pinellas County, Case enjoys spending his days boating in the Florida sunshine with friends and family.

Contact Information for Campbell Small, CIC

Vice President

Campbell Small

Campbell began his career at The Fessler Agency in 1998 and was named Vice President in 2013. After graduating from Dunedin High School, he moved to Tallahassee to attend Florida State University. While at Florida State he not only earned his bachelor’s degree, but he also met his wife of over 22 years. Since beginning his career at The Fessler Agency, Campbell has earned his Florida Insurance Agent License and CIC designation. Campbell focuses on building both property & casualty and employee benefit packages for his clients, many whom have been with him since he began his career over 24 years ago.

Cam has been a Dunedin resident since birth and spends much of his free time out on the water with his family and friends.

Our Mission

“Together is a wonderful place to be”.  -Jack Fessler

The Fessler Agency shareholders Jack, Case and Cam

Get In Touch

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