When Barney's love life is sabotaged by a mystery woman, he turns to tournament bracketology to narrow down the field of 64 women with the most cause to hate his guts.
Ari receives Billy's script for Vince's next project, but Billy's interpretation is vastly different from the adaptation he was commissioned to write. While Ari scrambles to keep the studio interested in the project, Eric is busy managing some domestic issues between his new client and her needy boyfriend.
Lt. Disher has decided to resign from the police force after botching a big drug raid. Capt. Stottlemeyer tries to persuade him not to quit, but it's no use. Uncle Harvey left Randy his farm after committing suicide, and Randy has decided to move to the country to start a new life. On the farm, Randy has reservations about the death of his uncle. He calls Monk, and asks if he would come to the farm to investigate. Monk, of course, has reservations of his own. But after a little coaxing from Natalie, Monk decides that he should help his friend Randy, and the next day he's on a bus to the country.
Betty has a health scare; SCDP gets Mohawk Airlines' business back; Peggy interviews Michael Ginsberg, a brash young copywriter.
On the day of her sister's wedding, Mary is flown to Miami in order to protect her least favorite witness from hired mercenaries.
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