After graduating from high school, Frank Caliendo Jr moved on to UW-Milwaukee where he graduated with honors in broadcast journalism. After college, Frank decided to pursue stand-up comedy and began traveling to clubs and college campuses throughout the country impersonating celebrities such as Robin Williams, Jerry Seinfeld, and John Madden. During the peak of college apperances, Frank visited 90 campuses in a single semester. In 1999, the National Association of Campus Activities nominated Frank for Entertainer of the Year. Prior to a recent Super Bowl, Frank visited in person or on the phone with 40 radio stations in a single week to share some humor with his John Madden impersonation.

The 2002-03 entertainment season featured Frank's emergence on national television as a cast member of MADtv. In addition, he has a new CD, Make the Voices Stop.

As a Blackshirt, Frank led the 1992 baseball team to a conference title while earning first team all-conference honors as a catcher. In 1999, Frank returned for a benefit performance at South High School to raise funds for the South and New Berlin West high school athletic programs.