Monday July 28 11:30pm (PG)

As part of his community service, Tracy must coach a little league team. All goes well until Jack takes an interest in the team, sending them all into turmoil! Meanwhile, Liz is asked out on a date by Jamie, the new hot coffee boy, who thinks Liz is younger than she actually is.

As part of his community service, Tracy takes on the duties of coaching an inner city little league team from Knuckle Beach, the worse neighborhood in New York.

Jack has a special interest in the team, and wants to turn these underprivileged kids into winners. He showers them with gifts of a new scoreboard, backstop, a fresh pitcher’s mound, and tuxedo uniforms, only to have the plan backfire with protests and uprising.

To make matters worse, Jack fires Tracy as coach, and hires Kenneth as the new team leader.

Back in the writer’s room, Jamie, the new young, hot coffee boy asks Liz out on a date to a gallery opening. There’s a 17-year age difference between the two, but Jamie thinks Liz is only 29. Jack and Jenna urge Liz to go on the date, and embrace the age difference. But Liz is not so sure about her new boy toy.