30 Rock
Liz Lemon, the head writer for a late-night TV variety show in New York, tries to juggle all the egos around her while chasing her own dream.

Season 2 · Episode 7 ·
Cougars
As part of his community service, Tracy must coach a little league team. All goes well until Jack takes interest in the team and turmoil starts from there. Meanwhile, Liz is asked out on a date by Jamie, the new coffee boy, who thinks Liz is actually younger than she truly is.
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Episode 7 of season 2 of 30 Rock: “Cougars”. Aired 2007-11-29. Watch it online free on ZapFlix.