Mr. Carlson has been on a tear writing memo after memo instituting new station policies. Amidst Mr. Carlson's memo-writing, Les announces that he has won the "coveted" Silver Sow award. Regardless of the cost cutting measures he's announced in memos, Mr. Carlson says that the station will pay for tickets to the awards banquet for Les and his date. With cues around him making him feel like he has no chance with women, Les asks any of the guys, like Herb or Andy, if they'd like to go to the banquet with him. Taking the bulls by the horns, Herb, as Les' pal, shows him how to ask women out so that he can get a real date for the banquet. Despite or because of Herb's smarmy pick-up tactics, Les is able to secure a date, specifically with Jennifer, who in large part wants to show Herb that decency, and not smarm, is what works. Les, in turn, wants to be what he considers a real man when he has Jennifer on his arm. Herb does a one hundred eighty degree turn in doing whatever he can to make the date with Jennifer not happen in his jealousy, he using an unwitting Mr. Carlson as his unsuspecting pawn.
—Huggo