Brit Brit and Federleezy

An impersonation of Britney Spears (voiced by Producer Alex) and her notorious ex-hubby during which Kevin and Bean would mock the latest mishap in their relationship and K-Fed’s supposed rap career. Ironically, the spoof rap songs by Psycho Mike as “Federleezy” were far superior to the actual ‘music’ made by Federline. Following a caller’s suggestion that the impersonation was actual done by Ashton Kutcher, Kevin and Bean often credit Kutcher for the other impersonations that Psycho Mike does.

Cruising Through Life

Ralph’s impersonation of Tom Cruise hosts a call-in advice segment expounding the benefits of vitamins, excercise and homoeroticism. Ralph’s impersonation riffs on the interview that Cruise gave to Matt Lauer where he used phrases like “don’t be glib”, “I’ve done the research” and “____ is being used as a street drug”.

Loquecia

A feisty African-American hairdresser voiced by Ralph who calls in with recaps of whichever reality show is currently running, often pointing out how crazy white people are.

Madden, John

Voiced by stand-up comic Frank Caliendo, the Monday Night Football announcer calls in to recap his performance and to make other nonsensical comments, often involving his fascination with Brett Favre.

Paul, the fifty-five year old intern

A character by Mark Jonathan Davis (aka Richard Cheese), also known as the World’s Oldest Intern, would appear in comedy sketches and was a tireless fan of Frank Sinatra. He sang (badly) in the Sinatra style many times on the show. The gimmick of an middle-aged intern has since been stolen by 91X’s Cantore In The Morning, as “Tom, the 47-year-old intern”

Roland

A science fiction and comic book geek voiced by Ralph, he always chimes in when the latest Spiderman or X-Men movie is released, or when some fanboy idol (i.e. William Shatner) is in the news. Known for living in his mother’s basement, camping out to see new movies, and for his encyclopedic knowledge of comic books, Star Wars and Star Trek.

Rudy

An erstwhile Raider fan voiced by Psycho Mike who always seems to get wrapped up in some sort of trouble that prevents him from actually seeing the Raiders play. Outside of football season, Rudy and “Sad Girl” (also voiced by Psycho Mike) often turn up when issues related to Mexico or Latinos are in the news.

Santa Karl

Reprised each Christmas season by former cast member Jimmy Kimmel, “Santa” Karl has become somewhat of an inside joke for longtime listeners. In this bit, Kimmel takes calls from children, posing as Santa Claus as he might be voiced by basketball player Karl Malone. As the children give him their gift wish lists, “Santa” Karl provides improvised, usually inappropriate responses laced with sexual innuendo and other adult references. This bit originated with Kimmel performing in a traditional Santa Claus voice, but changed during the year he began making fun of Karl Malone’s radio program, vowing to perform his entire on-air appearances as an impersonation of Malone.