Our Team
Heath McCrary
With 25 years of experience in the finance and insurance industry, Heath brings deep expertise, steady guidance, and a genuine commitment to serving others. As a Hendersonville, TN native, he understands the community he serves—its families, its values, and the importance of trust.
Family is at the heart of everything Heath does. He and his wife, Stephanie, are proud parents to two children who have grown up in the same hometown he has always loved. For 16 years, Heath dedicated his time to coaching youth softball, baseball, and basketball, pouring into the next generation both on and off the field.
In his work, Heath leads an attentive team that believes insurance should feel personal—not transactional. While many companies treat clients like a number, Heath’s mission is simple: to take care of you like family. He believes in delivering the highest level of service, providing clear guidance, and ensuring every client feels valued, protected, and supported.
Whether you’re protecting your home, your vehicle, your business, or your future, Heath is here to guide you with experience, integrity, and heart.
Jason Legg
Whether you’re reviewing coverage, exploring new options, or just need someone who will pick up the phone and walk you through it, Jason Legg offers the kind of knowledge, consistency, and real-world experience clients can rely on. He brings a steady, solutions-focused approach to helping people protect what matters most, making home and auto insurance feel clear, understandable, and tailored to each person’s needs.
A 27-year Tennessee resident with 25 years in sales and customer service, Jason is known for being hands-on, easy to talk to, and deeply knowledgeable. His experience allows him to simplify the process, spot the details that matter, and confidently guide clients toward the right coverage without the stress or confusion.
Jason’s work is shaped by who he is at home. He’s married to the love of his life and a proud dad to a 24-year-old son who’s also his best friend. He and his family share land with his parents, creating a foundation built on closeness, support, and generations staying connected. Surrounded by four fur-babies and energized by hobbies like skating and snowboarding, Jason brings a balance of energy, heart, and real-life perspective to everything he does.