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Spin City (1996 – 2002)

1996 • 6 seasons • Drama, Comedy • TV-14
On September 20, 2026
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All seasons

Spin CitySeason 5

23 episodes · Oct 18, 2000

City Hall is thrown into turmoil this season as long-time staffer Mike bids farewell, leaving a void that’s quickly filled by the unpredictable arrival of Charlie Sheen. Amidst the shifting power dynamics and a newly appointed Deputy Mayor, the familiar brand of chaotic dysfunction – and plenty of sharp humor – persists within those hallowed halls.

1. Hello Charlie
Oct 18, 2000 · 22m · 7.0

Charlie Crawford was already running behind schedule for his inaugural press conference as the newly appointed deputy mayor. Later that week, he found himself embroiled in a tense situation attempting to mediate a dispute with striking toll

2. Smile
Oct 25, 2000 · 22m · 7.0

Charlie made a concerted effort to secure an appointment for the mayor with a dentist prior to a crucial photograph scheduled. Caitlin brought on a new male assistant, her decision largely influenced by his appearance. Meanwhile, Carter and

3. The Spanish Prisoner
Nov 1, 2000 · 22m · 7.0

A misapprehension arose when Caitlin assumed Charlie was enrolled in a Spanish course, intending to foster better connections with the Latin American community. Meanwhile, Paul and the mayor found themselves grappling with the challenge of

4. The Bone Collectors
Nov 8, 2000 · 22m · 7.0

Caitlin tried out for the position of co-host on "Live with Regis." Meanwhile, Stuart and Paul collaborated, overseeing operations following the discovery of skeletal remains beneath the West Side Highway. And despite being away on holiday,

5. Blind Faith
Nov 15, 2000 · 22m · 7.0

Caitlin felt compelled to demonstrate her vivacity, having been turned down for romance by a blind man who found her lacking in charm. Meanwhile, Charlie’s careless words persuaded Claudia to embrace a religious life, prompting her departur

6. Balloons over Broadway
Nov 22, 2000 · 22m · 7.0

Paul managed to persuade his mother he was seeing someone named Caitlin, hoping to soften the blow of Claudia’s departure. Meanwhile, Charlie felt compelled to demonstrate to Caitlin that his girlfriend possessed intelligence. In New York C

7. Lost and Found
Nov 29, 2000 · 22m · 1.0

Caitlin and Charlie find themselves navigating the shifting dynamics caused by Caitlin’s burgeoning friendship. Meanwhile, Carter, Stuart, and Paul are locked in a spirited competition for a coveted journey to New Orleans alongside the mayo

8. All the Wrong Moves
Dec 6, 2000 · 22m · 7.0

The strain on Charlie was evident, leading to complications following his victory over the mayor in a game of racquetball. Paul’s customary yearly petition for a salary increase was granted by the mayor, seemingly prompted by a recent downt

9. The Burgers of Wrath
Dec 13, 2000 · 22m · 7.0

Mike’s time in Zimbabwe now stretches to three weeks, prompting Paul to explain celibacy to Caitlin. Meanwhile, Stuart manages to persuade Angie he leads a biker’s life. A campaign against unemployment has resulted in the mayor taking a job

10. Toy Story
Dec 20, 2000 · 22m · 7.0

Paul wrestled with selecting just the right jest for the mayor’s annual Christmas card. Meanwhile, Carter persuaded Caitlin to join him in volunteering at a local retirement home. And the mayor’s efforts to become more integrated into the d

11. The Perfect Dorm
Jan 10, 2001 · 22m · 7.0

Seeking distance from Claudia, Paul resolved to live in a college dormitory. Caitlin attempted to date following the end of her relationship with Mike, though her efforts proved largely unsuccessful. In response to public exposure for illeg

12. Hey Judith
Jan 17, 2001 · 22m · 7.0

Caitlin orchestrated a match between the mayor and her neighbor, Judith, unaware that Judith would quickly exert considerable influence over him. Meanwhile, Carter assisted Stuart in preparing for an opportunity to win a million dollars dur

13. The Gambler
Jan 24, 2001 · 22m · 7.0

Paul, Stuart, and Carter persuaded the reformed gambler Charlie to join their regular poker game, unwittingly setting in motion a reckless spree of betting. Meanwhile, Caitlin attempted to instill a greater sense of independence in the mayo

14. In the Company of Dudes
Feb 7, 2001 · 22m · 7.0

A high-profile lawsuit against the mayor forces Charlie to enlist the help of an old college acquaintance as his legal counsel. He soon finds himself caught in a difficult position, loyalties divided between friends when Scott displays an u

15. The Image Maker
Feb 14, 2001 · 22m · 7.0

Carter stumbled upon an aged love letter penned by Stuart. Acting on impulse, he orchestrated a meeting between Stuart and the letter’s recipient—a woman who proved to be none other than Stuart’s former wife. She swiftly coaxed him back int

16. Trainstopping
Feb 21, 2001 · 22m · 7.0

Julia found herself struggling with the memory of her kiss with Charlie, so he tentatively asked her out. Their first date proved disastrous. Simultaneously, the mayor and his team boarded the subway as a public relations exercise, intended

17. Rain on My Charades
Feb 28, 2001 · 22m · 7.0

Meg, the mayor’s daughter, has returned, and her presence stirs a desire in Caitlin for greater impulsiveness and liberation. Meanwhile, Paul, Stuart, and Carter offer Charlie counsel regarding the art of compromise with Julia. This exchang

18. You've Got Male
Apr 25, 2001 · 22m · 8.0

Stuart accepted a commission to pen a screenplay for an adult film. Meanwhile, Charlie and Caitlin found themselves vying for the favor—and a generous contribution—of a wealthy man with decidedly traditional views. Following Paul’s elaborat

19. Minor League
May 2, 2001 · 22m · 8.0

Charlie attempted a tryout with a minor league baseball team, hoping to recapture the feeling of his high school triumphs. Caitlin urged the pitcher to hold back during the session. The mayor, having received a threatening message, now trav

20. Science Friction
May 9, 2001 · 22m · 8.0

Caitlin found herself deeply captivated by a wealthy, handsome, and generous young man. The Mayor felt uneasy when Charlie briefly assumed the role of Acting Mayor, while Paul developed an unfortunate dependence on Carter’s nicotine gum.

21. Brotherly Love
May 16, 2001 · 22m · 8.0

Charlie tried to disrupt the growing closeness between Caitlin and Tim. Simultaneously, Carter brought his sister on board at City Hall, determined to conceal their familial link at all costs.

22. A Shot in the Dark (1)
May 23, 2001 · 22m · 8.0

The argument flared as Caitlin finalized her week-long trip to the Caribbean with Tim, a plan colliding directly with Charlie’s scheduled police ride-along. During that ride-along, Charlie was shot—by Paul. He then exaggerated the extent of

23. A Shot in the Dark (2)
May 23, 2001 · 22m · 8.0

The Mayor brought Chad back into his life – an old acquaintance from their school days, now fallen on hard times. Charlie and Caitlin had a double date planned with Tim and Charlie’s former girlfriend, a woman known for her unpredictable na

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