The group consisted of Trevor Moore, Zach Cregger, Sam Brown, Timmy Williams and Darren Trumeter, though other actors occasionally appeared in their sketches.

The Whitest Kids began in 1999 when Trevor Moore, a young comedian from Charlottesville, Virginia, transferred to New York's School of Visual Arts film program.

According to an IFC interview, Trevor Moore said the group's name originated during a freestyle rapping session on a subway when one of their friends said, "You guys are the whitest kids I know".

During the early years, WKUK included Jon Kovel, Oliver Lyons, Jordan Cooper, Anthony Mair, and singer Tina Tiongson.

[3] The Whitest Kids U' Know held near-monthly free shows at SVA's amphitheater, which would frequently fill to capacity.

Darren Trumeter, an actor and filmmaker who had worked on the set of an independent film with Cregger, was then added that same year.

The Rainbow Media executives felt that the Whitest Kids program was more appropriate for IFC than Fuse, so they approved the switch.

According to Moore, they were excited about the channel switch because it allowed for no commercial breaks, with vulgarities and obscene content uncensored.

The fourth season premiered on June 11, 2010, on IFC, continuing with the ten 30-minute and twenty 15-minute episode formats.

[11] Moore, Brown, Cregger, Trumeter, and Williams later started uploading more frequently to the channel featuring HD quality video of their sketches from their show.

In 2012, Moore wrote on his website that a true Whitest Kids U' Know movie was planned, and that the script was being written.

"[14] In September 2022, Cregger stated that the film has almost wrapped production, and that, as a result of Trevor's death, it would be the troupe's final project.