Episode 1 : Mr. Monk Goes Back to School
It's Saturday morning at Ashton High School, and the SAT exams have just begun. As the students settle in to their seats, cracking open their exam booklets, everyone is startled by a loud crash and the wail of a car alarm. Rushing to the window, they are shocked to find the body of beloved English teacher Beth Landow strewn across the hood of a car parked at the base of a clock tower. It appears to be a suicide. But school principal Arlene Cassidy isn't so sure. That's why she calls on the services of detective Adrian Monk to investigate. Andrew McCarthy guest stars.
Episode 2 : Mr. Monk Goes to Mexico
While on spring break vacation in Mexico, Chip Rosatti, the son of a prominent San Francisco businessman, wins a free skydiving jump. Watching from the ground, two of his friends gaze up in horror as Chip leaps from the plane but fails to open his chute and plummets to his death. When Chip's body is examined at the morgue, local coroner Dr. Madero discovers some perplexing news: Chip Rosatti didn't die from hitting the ground -- rather, he drowned in mid-air. A call from the Mayor of San Francisco sends Monk to the Mexican vacation spot in order to figure out just what happened during that fall.
Episode 5 : Mr. Monk and the Very, Very Old Man
As the elderly residents of the Malden Retirement Home relax after dinner, just down the hall, Miles Holling, who is the world's oldest man and just one day shy of his 115th birthday, is being suffocated by a shadowy figure. Captain Stottlemeyer's wife Karen (Glenne Headly), who once profiled Holling in a documentary film she made, suspects that the elderly man's death was no accident. But Captain Stottlemeyer, citing Holling's age, believes he likely died of natural causes. Monk is brought in to settle the dispute, and he agrees with Karen.