Radloff has a distinctive manner of speech and quirky mannerisms. He is a self-proclaimed "Genuine Nerd," and is proud of it. He publicly came out as gay after the release of the American Splendor film in 2003.
Radloff met Pekar in 1980 when Radloff was hired at the VA Hospital, and soon became a recurring character in American Splendor. Radloff starred in such stories as "Lentils and Lent" (illustrated by Sean Carroll), "Double Feature Part 1: Footloose, Starring Toby Radloff" and "Double Feature Part 2: Revenge of the Nerds", (both illustrated by Bill Knapp), "Toby Saves the Day," (illustrated by Ed Wesolowski), and "Hollywood Reporter" and "Reduction" (both illustrated by Josh Neufeld).
His appearances in American Splendor eventually led Radloff to starring in a series of MTV segments throughout the 1980s, and acting in the low budget, cult horror films Killer Nerd, Bride of Killer Nerd, and Townies. He also appeared on the Public-access television cable TV The Eddie Marshall Show. He became a local celebrity for his takes on nerd topics such as cheese, yo-yos, hamburgers, the Internet, world politics and being a nerd.
In the 2003 film American Splendor, the award-winning film adaptation of Pekar's comic, Radloff is played by Judah Friedlander, and also appears as himself in the documentary sections of the film.
On August 3, 2006, Radloff tried out to be the next "Wack Packer" on The Howard Stern Show, but lost in the finals because Stern and crew felt that he was too famous.
In 2007, Toby appeared in various segments of Wayne Alan Harold's "Super Deluxe Revue" for Turner Broadcasting online comedy site SuperDeluxe.com. Radloff also supplied the title character's voice for the Lance Myers animated series The Ted Zone. SuperDeluxe was recently folded into Turner's AdultSwim.com.
In May 2011, Toby TV debuted at blip.tv. Produced by Wayne Alan Harold, videos include remote comedy bits and "Nerd's Eye View" segments with Radloff commenting on current events.
Radloff currently lives in Berea, Ohio.