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Timmy Failure: Mistakes Were Made (2020) Plot Summary & Timeline

Timmy Failure: Mistakes Were Made (2020) movie poster

Timmy Failure: Mistakes Were Made is a 2020 adventure and drama film directed by Thomas McCarthy, running 1 hour 39 minutes. This page retells the whole story in 744 words (about 3 minutes to read) and covers 14 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 Timmy Failure: Mistakes Were Made.

to read the plot summary
3 min
key events in the timeline
14
characters profiled
4
themes explained
3
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Timmy Failure: Mistakes Were Made (2020) movie poster
Released
Runtime
1h 39m
Director
Thomas McCarthy
Original language
English
Studio
Disney+
No spoilers

What Is Timmy Failure: Mistakes Were Made About?

The premise of Timmy Failure: Mistakes Were Made in 323 words, with nothing given away. The full story follows below.

In the rain‑softened streets of Portland, an eleven‑year‑old with a flair for entrepreneurship sets up shop in his own backyard. Timmy Failure runs a detective agency called Total Failure Inc., a whimsical venture that treats the city’s everyday oddities as grand mysteries waiting to be solved. By his side is an enormous, invisible polar bear named Total, whose presence is felt as much as it is imagined, turning ordinary investigations into larger‑than‑life adventures that blur the line between reality and fantasy.

The heart of the agency beats with a ragtag crew of friends who each bring their own brand of curiosity. Molly Moskins, a bright‑eyed classmate, offers unwavering optimism, while Rollo Tookus, a former partner, returns with a cautious bravery that balances Timmy’s daring. Their interactions sparkle with humor and an undercurrent of loyalty, creating a space where youthful ambition meets the comforting chaos of imagination. Even the adults in Timmy’s world, like the insightful school counselor Mr. Jenkins, provide gentle guidance without dampening the boy’s inventive spirit.

The tone of the film is a jaunty blend of slapstick comedy and sincere coming‑of‑age moments. Each case tackled by the agency is less about polished detection and more about earnest problem‑solving, with mishaps that are as endearing as they are entertaining. The bustling Portland backdrop supplies a canvas of quirky neighborhoods, eclectic characters, and subtle mysteries that invite both laughter and reflection. Through it all, Timmy’s relationship with Total serves as a heartfelt reminder that sometimes the most powerful partnerships are the ones we create in our own minds.

As the story unfolds, the audience is invited to share in the delight of youthful optimism, the occasional stumble, and the endless wonder of seeing the world through a detective’s magnifying glass. The film promises a delightful dance between imagination and reality, where every misstep becomes a stepping stone toward growth, friendship, and the pure joy of chasing a mystery no one else can see.

Full plot

What Happens in Timmy Failure: Mistakes Were Made?

The complete story of Timmy Failure: Mistakes Were Made, from the first scene to the last, in 744 words (about 3 minutes). Spoilers throughout. Names in the text link to 5 cast member pages.

Spoilers ahead

In the bustling city of Portland, Oregon, we meet Timmy Failure, portrayed by Winslow Fegley, an eleven-year-old boy with a flair for entrepreneurship. Timmy thrives in a unique world where imaginary friends coexist with humans, steering his own detective agency known as Total Failure Inc, alongside his trusty polar bear companion, Total. Total serves not only as a sidekick but also as a bittersweet reminder of Timmy’s missing father. Together, they embark on a series of adventures across the city, tackling peculiar mysteries and outsmarting a group of bearded hipsters he calls the “Russians,” who unwittingly become the source of his greatest hurdles.

Amidst his eclectic group of friends, Timmy leans on Molly Moskins, portrayed by Chloe Coleman, a cheerful girl who secretly harbors feelings for him, and Rollo Tookus, bravely voiced by Kei, who left the agency after a previous mission ended in disaster. Their bonds are tested when Corrina Corrina emerges as Timmy’s rival, her genial surface hiding deeper complexities hinted at throughout their interactions.

The story takes a turn when the beloved Failure-Mobile, a customized Segway handed down from his mother, is stolen just as Timmy is attempting to retrieve a deceased hamster. The theft compels him to forgo his other cases and enlist Rollo’s help to uncover the mystery. Their investigation leads them to the library, where they stumble upon a trail of clues that imply Corrina Corrina may be behind the theft, seemingly intent on dismantling Timmy’s agency.

In his quest for clarity, Timmy seeks the advice of Mr. Jenkins, impressively depicted by Craig Robinson, his school counselor, gradually revealing the nuances of his detective life. Meanwhile, the budding romance between Patty Failure, played by Ophelia Lovibond, and Crispin stirs unease within Timmy, not only due to his animosity towards the aloof Crispin but also regarding Patty’s reluctance to cooperate with law enforcement. This flurry of emotions adds layers to Timmy’s resolve to solve the case.

As Timmy digs deeper into the enigma surrounding Corrina, he learns of her father’s powerful influence in the community, prompting him and Rollo to hatch a scheme to infiltrate the bank. However, their endeavor is swiftly thwarted when security catches them in the act. During this tumultuous time, Mr. Jenkins cleverly turns Timmy’s homework into a “mission,” while the revelations of Patty’s own family struggles hit home for Timmy—especially their impending move to a new apartment.

As the class embarks on a field trip to Bonneville Dam, Timmy’s imagination runs wild, leading him to mistakenly believe that Corrina plans to halt the city’s power supply. Fueled by urgency, he races against time, eluding his teacher, Mr. Crocus, with a determination born from misunderstanding. The chase culminates in a moment of mistaken heroism, as Timmy tries to shield Mr. Crocus from a flood that never truly threatens them.

The aftermath sees Timmy facing a three-day suspension, while Mr. Crocus’s absence leaves a gaping hole in his academic life. Pattys frustration boils over with her own job being cut, leading her to stay home and manage what remains of Total Failure Inc, which ultimately withers away. These cumulative challenges force Timmy to confront the reality of leaving behind his unorthodox adventures and grasping for a more “normal” life.

As poignant wisdom flows from Mr. Jenkins about learning from one’s failures, Timmy’s spirit reignites when he discovers a hidden “Russian bug” in his cookie. This spurs him into action, teaming up with Crispin on a daring journey to rescue Total from the confines of the local zoo. Their misadventure takes a thrilling turn when they encounter a purse snatcher, leading Crispin to spring into action before Timmy opts to let the professionals handle it, calling 911 with newfound maturity.

With further escapades unraveling, including a mishap involving his truck and a chance encounter with a passerby, Timmy begins to find his bearings. In a surprising turn, Crispin reveals the Segway’s location at the police station, igniting Timmy’s conspiracy theory about collusion with the Russians. As he gears up to speak at an animal fundraiser hosted by Molly, he captures the audience with his fervent topic about polar bears in schools.

As night falls, Timmy’s heartfelt desire for Mr. Crocus to witness his triumph leads to an unexpected epiphany: the terrifying thought that Corrina Corrina may have taken Mr. Crocus captive sends him on a heartfelt mission to rescue his friend, with Total by his side, determined to uncover the truth behind the chaos in his life.

Timeline

Timmy Failure: Mistakes Were Made Timeline: Every Key Event in Order

14 key events in the order they happen, from “Introduction to Timmy and His World” to “Rescue Mission for Mr. Crocus”. 5 events name a place, across 5 locations.

  1. 1

    Introduction to Timmy and His World

    In a bustling city of Portland, Oregon, we meet Timmy Failure, an eleven-year-old aspiring entrepreneur. He navigates a whimsical universe where imaginary friends exist alongside humans, running a detective agency called Total Failure Inc.

    Where:Portland, Oregon

  2. 2

    Timmy's Detective Partner

    Timmy’s trusted companion is a polar bear named Total, who not only assists him in solving mysteries but also serves as a reminder of Timmy's missing father. This dynamic sets the stage for their adventures as they tackle peculiar crimes around the city.

  3. 3

    Introduction of Friends

    Timmy has an eclectic friend group, including Molly Moskins, who secretly has feelings for him, and Rollo Tookus, who left the agency after a disastrous mission. Their friendships, layered with unspoken emotions and old grievances, begin to unfold.

  4. 4

    Corrina Corrina Enters the Scene

    Timmy faces a new rival in Corrina Corrina, whose cheerful demeanor belies a complex nature. Their rivalry adds tension to his friendships and aims to undermine Timmy’s confidence in his detective agency.

  5. 5

    The Theft of the Failure-Mobile

    A turning point occurs when Timmy's beloved Failure-Mobile, a customized Segway from his mother, is stolen. This theft interrupts his ongoing investigations and pushes him to focus solely on recovering his cherished vehicle.

  6. 6

    Investigation Begins

    Determined to recover the Failure-Mobile, Timmy enlists Rollo's help and they launch an investigation that leads them to the library. There, they uncover clues that hint at Corrina being involved in the theft, deepening their rivalry.

    Where:Library

  7. 7

    Seeking Counsel

    In an effort to make sense of his chaotic life, Timmy turns to Mr. Jenkins, his school counselor. Their conversations reveal vital insights into Timmy’s emotional struggles and the pressures stemming from his detective ambitions.

  8. 8

    Field Trip to Bonneville Dam

    During a class trip to Bonneville Dam, Timmy misinterprets signs that lead him to believe Corrina intends to sabotage the city’s power. This misunderstanding drives him into a panicked race to protect his teacher, culminating in a heroic yet misguided moment.

    Where:Bonneville Dam

  9. 9

    Facing Consequences

    Timmy’s reckless actions during the field trip lead to a three-day suspension from school. This incident makes him reconsider the repercussions of his detective escapades as he grapples with the absence of Mr. Crocus from his life.

  10. 10

    Learning from Failures

    While Mr. Jenkins imparts wisdom about the importance of learning from failures, Timmy’s spirit is rekindled by finding a hidden 'Russian bug' in his cookie. This discovery propels him to embark on a new mission with a fresh determination.

Show the other 4 events of Timmy Failure: Mistakes Were Made
  1. 11

    Unexpected Allies

    As Timmy teams up with Crispin for a daring rescue of Total from the zoo, they encounter unexpected difficulties, including a purse snatcher. In a moment of growth, Timmy decides to call the professionals rather than act impulsively.

    Where:Local Zoo

  2. 12

    The Search for the Segway

    Timmy’s quest continues as he learns about the Failure-Mobile’s whereabouts at the police station, igniting his conspiracy theories about the Russians. This pushes him further into his detective persona as he plots his next move.

    Where:Police Station

  3. 13

    Animal Fundraiser Speech

    Preparing for an upcoming animal fundraiser hosted by Molly, Timmy captivates the audience as he shares his impassioned thoughts about polar bears in educational settings. This moment of clarity highlights his growth and dedication to a cause.

  4. 14

    Rescue Mission for Mr. Crocus

    As the story reaches its climax, Timmy grapples with the unsettling idea that Corrina might have taken Mr. Crocus captive. With Total by his side, he embarks on a heartfelt mission to uncover the truth behind the chaos he faces.

Characters

Who Are the Main Characters in Timmy Failure: Mistakes Were Made?

4 characters, among them Timmy Failure, Molly Moskins and Mr. Jenkins: who each one is and the part they play in the story. Every profile links to the actor’s page.

  • Winslow Fegley as Timmy Failure in Timmy Failure: Mistakes Were Made

    Timmy Failure

    Played by Winslow Fegley

    Timmy Failure is a determined and imaginative eleven-year-old boy who runs his own detective agency, 'Total Failure Inc.' He is driven by his entrepreneurial spirit and the companionship of his imaginary polar bear, Total. Timmy's character embodies the trials of childhood as he grapples with feelings of confusion about his family, friendships, and his perception of detective work.

    • 🕵️‍♂️ Detective
    • 👦 Youth
    • 💡 Creativity
  • Chloe Coleman as Molly Moskins in Timmy Failure: Mistakes Were Made

    Molly Moskins

    Played by Chloe Coleman

    Molly Moskins is a cheerful and supportive friend of Timmy who secretly harbors feelings for him. Her charm and positivity provide a counterbalance to Timmy's more chaotic life. She often encourages him to embrace his creative instincts and serves as a loyal companion through his adventures.

    • 💖 Crush
    • 🤗 Friendship
  • Craig Robinson as Mr. Jenkins in Timmy Failure: Mistakes Were Made

    Mr. Jenkins

    Played by Craig Robinson

    Mr. Jenkins is the wise and supportive school counselor who helps guide Timmy through his challenges. He provides sage advice, helping Timmy understand the importance of learning from failures. Mr. Jenkins represents the adult figures in Timmy's life who care for his wellbeing and growth.

    • 👨‍🏫 Mentor
    • 🌟 Guidance
  • CC

    Corrina Corrina

    Played by Ai-Chan Carrier

    Corrina Corrina emerges as Timmy's rival, presenting a cheerful façade but hiding deeper complexities. As tensions grow between her and Timmy, she becomes a key player in the mystery surrounding the theft of the Failure-Mobile. Her character challenges Timmy and forces him to confront his perceptions and biases.

    • 🧐 Rival
    • 😏 Complexity
Setting

Where and When Is Timmy Failure: Mistakes Were Made Set?

Timmy Failure: Mistakes Were Made is set in Portland and Oregon. Here is why the place matters to the story.

When

The movie is set in contemporary times, reflecting modern-day themes of childhood, friendship, and growing up. It navigates the complexities of youth, illustrating the emotional turbulence and creativity of children in today's world.

Where

Portland, Oregon

Portland, Oregon, is a vibrant city known for its eclectic culture, beautiful parks, and strong sense of community. The city is famous for its artisan coffee, quirky neighborhoods, and the scenic Willamette River that runs through it. With its mix of urban and natural landscapes, Portland serves as the perfect backdrop for Timmy's imaginative adventures.

  • 🌆 City
  • 🌿 Nature
Themes

What Are the Themes of Timmy Failure: Mistakes Were Made?

3 ideas the story keeps returning to, among them Adventure, Family and Romance.

  1. 01

    Adventure

    The theme of adventure is central to Timmy's journey as he embarks on various missions with his friends. Each challenge they face leads to self-discovery, friendships, and the importance of resilience. The thrill of exploration combines with the innocence of childhood, showcasing how adventures shape their understanding of the world.

  2. 02

    Family

    Family dynamics play a crucial role in the narrative, especially with Timmy's missing father influencing his thoughts and actions. Timmy's interactions with his mother, his friendships, and the discussions around familial struggles highlight the importance of bonds and support systems, even when they are strained.

  3. 03

    Romance

    The subtle undercurrents of romance among the young characters add depth to the storyline. Timmy's relationship with Molly, filled with innocent crushes and emotional complexities, illustrates the early stages of love and its impact on friendships. These evolving relationships help shape Timmy as he navigates his own feelings.

Tone & mood

What Kind of Film Is Timmy Failure: Mistakes Were Made?

Whimsical in tone, with steady pacing and a straightforward story, going by the plot summary.

Tone
Whimsical
Pacing
Steady
Story
Straightforward
Intensity
Low
Ending
Happy

A whimsical and gentle adventure through the imaginative world of a child detective, filled with quirky humor and heartfelt moments as he navigates the ups and downs of friendship and growing up.

  • whimsical
  • imaginative
  • quirky
  • lighthearted
  • nostalgic
  • adventurous
  • childhood imagination
  • coming of age
  • detective
  • friendship

Quiz

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FAQ

Timmy Failure: Mistakes Were Made Plot Questions

5 quick answers about Timmy Failure: Mistakes Were Made, taken from the plot summary, character guide and setting on this page and the film’s credits.

What is Timmy Failure: Mistakes Were Made about?

In the rain‑softened streets of Portland, an eleven‑year‑old with a flair for entrepreneurship sets up shop in his own backyard. Timmy Failure runs a detective agency called Total Failure Inc., a whimsical venture that treats the city’s everyday oddities as grand mysteries waiting to be solved.

Read the full plot summary

When and where does Timmy Failure: Mistakes Were Made take place?

Timmy Failure: Mistakes Were Made is set in Portland and Oregon. The movie is set in contemporary times, reflecting modern-day themes of childhood, friendship, and growing up. It navigates the complexities of youth, illustrating the emotional turbulence and creativity of children in…

The setting explained

Who are the main characters in Timmy Failure: Mistakes Were Made?

The story follows Timmy Failure (played by Winslow Fegley), Molly Moskins (played by Chloe Coleman), Mr. Jenkins (played by Craig Robinson) and Corrina Corrina (played by Ai-Chan Carrier).

All the characters

What are the main themes of Timmy Failure: Mistakes Were Made?

The summary picks out 3 themes: Adventure, Family and Romance.

The themes explained

Who directed Timmy Failure: Mistakes Were Made?

Timmy Failure: Mistakes Were Made (2020) was directed by Thomas McCarthy and runs 1 hour 39 minutes.

Thomas McCarthy’s films

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