Sherman the squirrel fulfills the role of the antagonist in the strip. Never one to lax in his performance, Sherman is the self-serving instigator of the schemes that act as a catalyst for chaos. Most information about Sherman's life, prior to the discrimination lawsuits he brought against his parents and neighbors as a young squirrel, is scarce due to sealed court records. However, files released to the press recently show an extensive trail of credit card fraud, stolen vehicles and dozens of failed pyramid schemes.

After several unsuccessful attempts at anti-assertiveness training, which sent scores of counselors to deep healing therapists, it was deemed necessary to send Sherman to a secluded rehabilitation center in Gangrene Gulch to complete his twenty thousand hours of community service. Sherman's ideal date would consist of taking out the most beautiful female in town, talk about himself all night, have her pay for dinner and then close a deal with her for eight hundred acres of prime Nevada Nuclear Nesting Site commercial property.