Jessie
An idealistic teen from rural Texas embarks on the adventure of a lifetime when she decides to leave behind starry nights for big city lights. Thrilled to be on her own and determined not to be intimidated by New York City, she accepts a job as nanny for a high-profile couple with four kids. Helping to keep her moral compass in check are Bertram, the family's butler, and Tony, the building's 20-year-old doorman.

Season 3 · Episode 22 ·
No Money, Mo' Problems
Unhappy with her son's budding relationship, Mrs. Chesterfield hires Bertram; she's hoping he finds dirt that will cause Brooks to break up with Jessie.
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Episode 22 of season 3 of Jessie: “No Money, Mo' Problems”. Aired 2014-09-26. Watch it online free on ZapFlix.