
Co-Founder
Gavin Bennett
After a four-year tenure with FedEx Ground, Gavin successfully transitioned into the IT industry, where he has built a strong foundation in cybersecurity and IT infrastructure. Working with several well-known organizations in the St. Louis area has provided him with valuable experience across multiple areas of information security while reinforcing his passion for helping people solve technology challenges.
When asked why he founded Tailored Technologies, Gavin explains:
“At FedEx, I felt that I made a difference every day, but building lasting relationships was challenging because of the high delivery volume. In IT, you’re constantly helping people solve problems and achieve their goals. Owning a company like Tailored Technologies gives me the opportunity to meet new people, make a positive impact, and build long-term relationships with our customers.”
Outside of work, he enjoys expanding his skills through hands-on projects, including building his own custom computer and designing a home lab environment complete with enterprise-grade firewall solutions. These personal projects allow him to stay current with emerging technologies while gaining practical experience that translates directly to helping clients.
Today, Gavin has four years of professional experience in the IT industry, with expertise in Public Key Infrastructure (PKI), firewall management, application security, and Zero Trust security frameworks. He is passionate about helping organizations strengthen their technology environments and looks forward to partnering with clients to achieve their IT and cybersecurity goals.

