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Plot summary

Taking Care of Business (1990) Plot Summary & Timeline

Taking Care of Business (1990) movie poster

Taking Care of Business is a 1990 comedy film directed by Arthur Hiller, running 1 hour 48 minutes. This page retells the whole story in 433 words (about 2 minutes to read) and covers 15 key events in order, 4 characters, where and when it is set and 3 themes. Looking for the cast, ratings and where to stream it? See the movie page for Taking Care of Business.

to read the plot summary
2 min
key events in the timeline
15
characters profiled
4
themes explained
3
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Taking Care of Business (1990) movie poster
Released
Runtime
1h 48m
Director
Arthur Hiller
Genre
Comedy
Original language
English
No spoilers

What Is Taking Care of Business About?

The premise of Taking Care of Business in 287 words, with nothing given away. The full story follows below.

In a world where the line between desperation and comedy blurs, a cramped prison cell and the bright lights of a major baseball stadium exist on opposite ends of the same restless city. The film rides that tension, pairing a gritty, blue‑collar humor with the hopeful buzz of a sports‑crazed community. From the moment the story opens, the audience can feel the pulse of a place where every day threatens to tip into chaos, and the soundtrack of bustling streets and cheering crowds hints at both danger and possibility.

Jimmy Dworski is introduced as a charismatic, quick‑thinking inmate whose love of the Chicago Cubs fuels a dream of freedom that feels almost tangible. Though stuck behind bars, his restless energy and knack for turning small opportunities into larger schemes set the stage for an escapade that promises more mischief than malice. Alongside him, the stern prison warden serves as an ever‑present reminder that the world outside isn’t waiting kindly, adding a thin layer of tension that the humor constantly undercuts.

Meanwhile, Spencer Barnes lives a very different life: a meticulous advertising executive whose carefully ordered world begins to wobble when circumstances thrust him into the same unpredictable current as Jimmy. His polished demeanor clashes with the absurdity that follows, especially when a chance encounter draws him into a series of frantic, almost slapstick chases. With his former love, Debbie Lipton, lingering on the periphery, Spencer finds himself navigating a maze of bewildering setbacks that test his composure and reveal an unexpected kinship with the other unlikely partner. Together, they become the heart of a story that balances a light‑hearted chase with the undercurrent of redemption, promising a ride that is as uproarious as it is oddly heartfelt.

Full plot

What Happens in Taking Care of Business?

The complete story of Taking Care of Business, from the first scene to the last, in 433 words (about 2 minutes). Spoilers throughout. Names in the text link to 5 cast member pages.

Spoilers ahead

In the midst of serving his prison sentence, Jimmy Dworski (James Belushi), a dedicated fan of the Chicago Cubs and a talented car thief, is on the verge of an extraordinary experience. Just a few days remain until his release when he unexpectedly wins tickets to the World Series. Unfortunately, the warden, Frank Toolman (Héctor Elizondo), denies him early parole, which propels Jimmy to devise a bold plan alongside his fellow inmates. Using the chaos of a prison riot to his advantage, Jimmy manages to escape and heads to the sought-after game.

As he navigates the unfamiliar freedom, Jimmy stumbles upon an uptight advertising executive’s Filofax, left behind by Spencer Barnes (Charles Grodin), who is offering a generous reward for its return. Seizing the moment, Jimmy takes on the persona of the unsuspecting Spencer and embarks on a wildly unconventional adventure. He effortlessly charms his way into the sleek Malibu beach house of Spencer’s boss, captivating his daughter with his charisma, while securing a key meeting with Sakamoto (Mako), a formidable figure in the Japanese food industry.

In a twist of fate, Jimmy’s unconventional business acumen, demonstrated during a casual tennis match that includes besting Sakamoto and openly critiquing his mediocre products, intrigues the awe-struck executive. Yet, as Jimmy’s antics escalate, they inadvertently tarnish Spencer’s reputation, leaving the real Barnes to face a downward spiral, stripped of his possessions, car, and stability.

Meanwhile, the genuine Spencer Barnes finds himself spiraling into despair, relying on his former love, Debbie Lipton (Anne De Salvo), who is determined to rekindle their romance. While Jimmy’s charade unravels, the two finally meet at a crucial advertising executive gathering, resulting in Spencer’s boss losing patience with him due to Jimmy’s bizarre tactics.

In a sudden and unexpected gesture, Jimmy invites Spencer to join him at the World Series, where an unforgettable moment occurs: Jimmy makes a stunning catch on a home-run ball hit by Mark Grace in a cameo appearance. As security begins to close in on Jimmy, who is captured on the Jumbotron, he and Spencer ingeniously use the Filofax to escape by sliding down a support wire to safety.

As Spencer’s marriage stabilizes, he finds redemption and, with Jimmy’s secretive help, manages to sneak him back into prison. Having completed his remaining hours, Jimmy is ultimately freed. In an almost poetic twist of fate, Spencer awaits Jimmy’s release, eager to offer him a promising career in advertising and introduce him to a new romantic possibility. The triumph of the Chicago Cubs in the World Series beautifully parallels Jimmy’s renewed optimism and the bright future that lies ahead.

Timeline

Taking Care of Business Timeline: Every Key Event in Order

15 key events in the order they happen, from “Jimmy's Imprisonment” to “Release and New Beginnings”. 8 events name a place, across 4 locations.

  1. 1

    Jimmy's Imprisonment

    Jimmy Dworski, a dedicated Chicago Cubs fan and a skilled car thief, finds himself serving a prison sentence. As he counts down the days to his release, he remains hopeful and eager to rejoin society.

    Where:Prison

  2. 2

    Winning World Series Tickets

    Just days before his release, Jimmy wins tickets to the coveted World Series. This exciting news ignites his desire for freedom and a chance to witness his beloved Cubs play.

    When:Days before release

  3. 3

    Warden Denies Parole

    Warden Frank Toolman denies Jimmy early parole, leaving him frustrated and disheartened. This setback motivates Jimmy to devise an audacious plan for escape.

    Where:Prison

  4. 4

    Prison Riot Escape

    Amidst a chaotic prison riot, Jimmy seizes the opportunity to escape from prison. He rallies his fellow inmates to break free, fueled by his determination to attend the World Series.

    Where:Prison

  5. 5

    Discovering the Filofax

    Once outside, Jimmy stumbles upon the Filofax of Spencer Barnes, an uptight advertising executive. Recognizing the opportunity, he decides to assume Spencer's identity for personal gain.

  6. 6

    Charm at the Malibu Beach House

    Taking on the persona of Spencer, Jimmy gains access to the luxurious Malibu beach house of Spencer's boss. His charm wins over everyone, especially the boss's daughter, as he navigates this new life.

    Where:Malibu Beach House

  7. 7

    Intriguing Sakamoto

    During a casual tennis match with Sakamoto, a key figure in the Japanese food industry, Jimmy showcases his wit and business acumen. His unexpected critiques of Sakamoto's products leave a lasting impression on the executive.

  8. 8

    Spencer's Downfall

    As Jimmy continues his antics, Spencer Barnes's reputation suffers. Stripped of his possessions and stability, Spencer finds himself in a downward spiral, struggling to regain control of his life.

  9. 9

    Meeting Between Jimmy and Spencer

    Jimmy and Spencer finally meet at a crucial advertising executive gathering. The meeting becomes tense as Jimmy's bizarre tactics lead Spencer's boss to lose patience with him.

  10. 10

    Invitation to the World Series

    In a surprising gesture, Jimmy invites Spencer to join him at the World Series. This moment symbolizes the beginning of a unique friendship and an outing neither will forget.

    Where:World Series

Show the other 5 events of Taking Care of Business
  1. 11

    Catching the Home-Run Ball

    During the game, Jimmy makes an incredible catch on a home-run ball hit by Mark Grace. This moment captures the excitement of the game and marks a high point in Jimmy's unconventional journey.

    Where:World Series

  2. 12

    Narrow Escape

    As security closes in on Jimmy, he and Spencer devise a clever escape plan using the Filofax. They slide down a support wire, narrowly avoiding capture and solidifying their bond.

    Where:Stadium

  3. 13

    Spencer's Redemption

    With his marriage stabilizing, Spencer finds a renewed sense of purpose. He seeks to rekindle his relationship with Debbie Lipton while also trying to help Jimmy get back to prison safely.

  4. 14

    Jimmy's Return to Prison

    In an unexpected twist, Spencer helps Jimmy sneak back into prison to complete his sentence. This act of friendship shows the depth of their bond and Spencer's desire to make things right.

    Where:Prison

  5. 15

    Release and New Beginnings

    After completing his sentence, Jimmy is finally released from prison. Awaiting him is Spencer, who is eager to offer Jimmy a promising career in advertising, signaling a brighter future ahead.

Characters

Who Are the Main Characters in Taking Care of Business?

4 characters, among them Jimmy Dworski (James Belushi), Spencer Barnes (Charles Grodin) and Frank Toolman (Héctor Elizondo): who each one is and the part they play in the story. Every profile links to the actor’s page.

  • James Belushi as Jimmy Dworski (James Belushi) in Taking Care of Business

    Jimmy Dworski (James Belushi)

    Played by James Belushi

    Jimmy is a charismatic and resourceful character who, despite his criminal past, shows a deeper desire for connection and fulfillment. His antics are entertainingly reckless but lead to growth and unexpected friendships, as he navigates the chaos of life after prison.

    • 🤵‍♂️ Main Character
    • 🏅 Charismatic
    • 🚨 Bold
  • Charles Grodin as Spencer Barnes (Charles Grodin) in Taking Care of Business

    Spencer Barnes (Charles Grodin)

    Played by Charles Grodin

    Spencer is an uptight advertising executive initially experiencing a downward spiral due to Jimmy's chaotic involvement in his life. Throughout the film, he contrasts Jimmy's spontaneous nature and ultimately finds renewal and purpose through their unlikely friendship.

    • 👔 Advertising Executive
    • 😩 Vulnerable
    • 🌱 Redeemed
  • Hector Elizondo as Frank Toolman (Héctor Elizondo) in Taking Care of Business

    Frank Toolman (Héctor Elizondo)

    Played by Hector Elizondo

    Warden Frank Toolman represents authority and order within the chaotic prison environment. His refusal to grant Jimmy early parole sets off the chain of events that leads to the story’s unfolding adventure and highlights the struggle against bureaucracy.

    • 👮‍♂️ Warden
    • 🚓 Authoritative
    • ⚖️ Compelling
  • Anne De Salvo as Debbie Lipton (Anne De Salvo) in Taking Care of Business

    Debbie Lipton (Anne De Salvo)

    Played by Anne De Salvo

    Debbie is Spencer’s former love who embodies hope and the possibility of reconciliation. Her determination to reignite their romance contrasts with Spencer's professional struggles, creating a subplot of love and personal growth.

    • ❤️ Love Interest
    • 🌹 Hopeful
    • 👩‍❤️‍👨 Compassionate
Setting

Where and When Is Taking Care of Business Set?

Taking Care of Business is set in Chicago and Malibu. Here is why the place matters to the story.

When

The movie takes place in contemporary times, reflecting the culture of the early '90s with its social dynamics and pop culture references. Events unfold around the excitement of the World Series, capturing a moment in sports history that resonates with fans.

Where

Chicago, Malibu

Chicago serves as the backdrop for Jimmy's prison life and his obsession with the Cubs, a city famed for its rich sports culture. Malibu represents the glamorous lifestyle linked to the advertising industry, characterized by its beautiful beaches and upscale homes, where much of the story unfolds in a lavish beach house.

  • 🏙️ City
  • 🌊 Beach
Themes

What Are the Themes of Taking Care of Business?

3 ideas the story keeps returning to, among them Redemption, Identity and Love and Relationships.

  1. 01

    Redemption

    At its core, the film explores themes of redemption through the character of Jimmy, who seeks to transform his life's chaotic circumstances. His journey from a career criminal to a hero at the World Series reflects the idea that change is possible, even amid adversity.

  2. 02

    Identity

    The theme of identity is prominent as Jimmy assumes Spencer's persona, leading to comedic misunderstandings and revelations. This exploration raises questions about self-perception and the masks people wear in their daily lives, ultimately highlighting the importance of authenticity.

  3. 03

    Love and Relationships

    The relationships in the film serve as a backdrop for personal growth and reconnection. Spencer's rekindling romance with Debbie showcases the power of love to heal and the significance of second chances in both personal and professional realms.

Tone & mood

What Kind of Film Is Taking Care of Business?

Light in tone, with fast pacing and a straightforward story, going by the plot summary.

Tone
Light
Pacing
Fast
Story
Straightforward
Intensity
Medium
Ending
Happy

A fast-paced, high-spirited comedy that follows a chaotic prison escapee's whimsical adventure posing as an executive, filled with humorous mishaps and a feel-good, optimistic resolution.

  • energetic
  • chaotic
  • humorous
  • lighthearted
  • escapist
  • fun-loving
  • mistaken identity
  • prison escape
  • class clash
  • fish out of water

Content notes: prison escape, deception.

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FAQ

Taking Care of Business Plot Questions

5 quick answers about Taking Care of Business, taken from the plot summary, character guide and setting on this page and the film’s credits.

What is Taking Care of Business about?

In a world where the line between desperation and comedy blurs, a cramped prison cell and the bright lights of a major baseball stadium exist on opposite ends of the same restless city.

Read the full plot summary

When and where does Taking Care of Business take place?

Taking Care of Business is set in Chicago and Malibu. The movie takes place in contemporary times, reflecting the culture of the early '90s with its social dynamics and pop culture references.

The setting explained

Who are the main characters in Taking Care of Business?

The story follows Jimmy Dworski (James Belushi) (played by James Belushi), Spencer Barnes (Charles Grodin) (played by Charles Grodin), Frank Toolman (Héctor Elizondo) (played by Hector Elizondo) and Debbie Lipton (Anne De Salvo) (played by Anne De Salvo).

All the characters

What are the main themes of Taking Care of Business?

The summary picks out 3 themes: Redemption, Identity and Love and Relationships.

The themes explained

Who directed Taking Care of Business?

Taking Care of Business (1990) was directed by Arthur Hiller and runs 1 hour 48 minutes.

Arthur Hiller’s films

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