Parker Lewis Can't Lose (1990)

S1E9 Musso & Frank

Parker has a knack for exploiting situations for his own gain or that of his friends. When Frank Lemmer finds himself in a tough spot, he reaches out to Parker for assistance. Meanwhile, Musso attempts to set Lemmer up with her niece, whom he deems inappropriate. In exchange for a more suitable date, Lemmer strikes a deal with Parker. Jerry, needing help to prepare for an upcoming test that Lemmer can assist with, thinks the arrangement is straightforward. However, what should be a simple favor for Parker quickly spirals into chaos, and he only complicates matters further.