Raised and schooled in Florida, Wynn's love for music started with recording songs off the radio and making crude mix tapes for his bus mates. His tastes started to round out once he learned the trick to buying 12 CD's for a penny. After receiving prime time on-air experience at Rock 104 at the University of Florida, Wynn started to produce the Worldwide Hour during BTR's early years in 2005 and has been with the company ever since.

In 2011, Wynn was part of the team that started BTRtv and he cultivated his video production skills while working on BTR Live Studio, Hear & There, and reporting from SXSW and CMJ Music Marathon. Wynn currently produces commercials, music videos, and short films in New York City.

In addition to still producing WorldWide Hour after more than ten years, he also produces The Monday Show for BTR.