About Us

I come from a long line of insurance professionals, but for years, I wasn’t sure if it was the path I wanted to take. My journey began after high school when I joined the U.S. Coast Guard and served four years of active duty. After an honorable discharge, I used my GI Bill benefits to pursue an education and quickly realized that a career in sales would be the best vehicle to provide the kind of life I wanted for my family. I found a high-paying sales position in the construction materials industry and spent two years honing my skills.
In 2008, the economy crashed, forcing me to pivot. I joined a captive insurance company that primarily offered coverage to union members and referrals. However, after six months of selling their products, I realized they weren’t aligned with my values. Although I was successful, I couldn’t continue with them because I didn’t believe their offerings were in the best interest of the consumer. This experience taught me the importance of working with products and companies that genuinely serve people.
Years later, I returned to the insurance world as an independent agent, driven by a desire for the freedom to find companies that truly prioritize the well-being of their clients. I founded Break Free Insurance because I am passionate about helping others break free from companies that prioritize their own interests over those of their clients. I take a consultative approach—listening to my clients’ needs and providing them with the options that best suit their families’ well-being.

Josh Judd isn’t just a life and annuity mentor—he’s a force in the industry. With experience dating back to 2004, Josh brings over two decades of refined expertise to the table. As a 5th-degree black belt (Master Level) in karate, he combines deep industry knowledge with the discipline, focus, and strategic precision forged through martial arts. His ability to break down complex financial concepts with clarity, integrity, and purpose sets the standard for how we serve clients. Under his mentorship, we operate with excellence, intention, and a commitment to helping families build lasting security.