Drew began his career in the insurance business in 1990. Upon receiving his degree from Western Kentucky University, Drew was hired full time at Van Meter Insurance Agency. Throughout his tenure in Kentucky, Drew worked with employers from all over the Southeast and Midwest, where his primary focus was on reducing healthcare costs to employers and the overall management of employee benefit programs. In 2003, First Tennessee Bank acquired Van Meter and selected Drew to open a regional employee benefit brokerage and consulting office in Knoxville.

While working with the executives at First Tennessee, Drew saw the need for a locally owned, independent firm to serve East Tennessee for benefit brokerage and consulting services. Opening his own firm (along with Tony Stubbs and Chris Poynter) allowed him the flexibility to provide the best solutions to each client, be adaptable and flexible with plan design, and create a client-centered firm that excels far above industry norms. Drew feels that the longevity of client relationships is greatly due to the people he hires into Trinity Benefit Advisors – the best in the business.

As well as being one of a handful of Endorsed Brokers, Drew also serves as a member of the HC21 Board of Directors.