Lester A. Wiltfong Jr. is a versatile talent whose prowess extends across the realms of music and sports journalism. With an initial foray into composing song lyrics, Lester’s music has found resonance across various platforms, gracing the screens of FOX comedies like Titus and Wanda At Large, featuring on esteemed programs such as The View, and even making its mark on the international stage with performances in countries like Spain, France, Australia, and Sweden. His collaborations with renowned producers like Rob Walsh underscore his musical acumen.
Transitioning his focus in 2005, Lester delved into sports journalism, quickly establishing himself as a prominent voice in the field. He rose to prominence as the Official Chicago Bears Blogger for the Sporting News before assuming the role of Editor in Chief at Windy City Gridiron, a leading media outlet covering Chicago sports. His insightful commentary and analysis earned him a regular spot on 95.7 The Fan during the 2013 football season, solidifying his status as a trusted authority on Chicago Bears football.
In 2016, Lester brought his expertise to the digital airwaves, hosting the Bears-centric program T Formation Conversation for VSporto internet radio. His show later found a new home at the Vox Media Podcast Network in 2018, where he helms the Windy City Gridiron channel as both producer and host. Lester’s expertise has also been sought after by various media outlets, including appearances on NBC Sports Chicago, ESPN Radio, and FOX Sports Radio, cementing his reputation as a multifaceted talent in both music and sports journalism.