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The Longest Week (2014) Plot Summary & Timeline

The Longest Week (2014) movie poster

The Longest Week is a 2014 drama and comedy film directed by Peter Glanz, running 1 hour 26 minutes. This page retells the whole story in 460 words (about 2 minutes to read) and covers 15 key events in order, 3 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 The Longest Week.

to read the plot summary
2 min
key events in the timeline
15
characters profiled
3
themes explained
3
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The Longest Week (2014) movie poster
Released
Runtime
1h 26m
Director
Peter Glanz
Genres
Drama, Comedy
Original language
English
No spoilers

What Is The Longest Week About?

The premise of The Longest Week in 306 words, with nothing given away. The full story follows below.

In the restless hum of New York City, a young man who has spent his life surrounded by wealth and quiet emptiness searches for something that feels real. Conrad Valmont drifts between the polished expectations of his family’s legacy and a growing sense of separation that no amount of luxury can soothe. His world is tinged with a dry, observational humor that masks a deeper anxiety, and his sessions with a therapist provide a window into a mind that both over‑analyzes and avoids intimacy. The city itself becomes a character—glittering, demanding, and oddly indifferent to the quiet crisis unfolding within its walls.

When a sudden financial cut‑off forces Conrad to lean on the one relationship that still feels familiar, he returns to his old friend Dylan Tate, a free‑spirited but equally directionless figure who lives in a loft that smells of coffee and late‑night ambitions. Their friendship oscillates between friendly rivalry and heartfelt camaraderie, each trying to outdo the other while secretly hoping the other’s lifestyle might be the key to their own sense of purpose. The tone of their interaction blends sardonic banter with moments of unexpected vulnerability, setting the stage for both comedic missteps and genuine self‑reflection.

Amid this uneasy equilibrium, a chance encounter on the subway introduces Beatrice Fairbanks, a strikingly literate and artistic woman whose presence feels both disarming and magnetic. Her love of classic literature and improvisational piano hints at a world far removed from Conrad’s inherited comforts, and the instant connection she sparks with him threatens to tilt the delicate balance of his renewed friendship with Dylan. As the three navigate the subtle currents of desire, obligation, and the yearning for authentic connection, the film quietly explores how adulthood often arrives with more questions than answers, all wrapped in a tone that is at once witty, tender, and poignantly honest.

Full plot

What Happens in The Longest Week?

The complete story of The Longest Week, from the first scene to the last, in 460 words (about 2 minutes). Spoilers throughout. Names in the text link to 3 cast member pages.

Spoilers ahead

Conrad Valmont, played by Jason Bateman, lives a life of luxury as a New York City debutante, raised in the lap of his family’s wealth. Unfortunately, his upbringing left him feeling isolated, with his parents frequently absent on worldwide trips, leaving him in the care of their staff. This disconnect shaped his character, leading to overwhelming separation anxiety as he casually engages with various women, yet remains emotionally distant from them. Seeking clarity, he often visits his therapist Barry, who listens as Conrad grapples with his feelings of attraction, noticing a troubling pattern—he is drawn to women he doesn’t care for, while those he genuinely cares for elude him.

Amidst these challenges, Conrad finds himself financially stranded after his parents cut him off, leaving him with nowhere to go. A fortuitous subway ride brings him into the orbit of Beatrice Fairbanks, portrayed by Olivia Wilde, a captivating woman engrossed in “Sense and Sensibility.” Their brief exchange leads to Beatrice slipping her phone number to him, igniting a connection that veers into uncharted territory.

Conrad ends up crashing with his best friend Dylan Tate, played by Billy Crudup. The duo grapples with envy over each other’s lifestyles until fate propels them into a party where Beatrice is present. The audience learns that Beatrice is a talented pianist who has ventured into modeling, but she is already entangled with Dylan, adding an awkward twist to their budding relationship. Despite this, sparks fly, and Conrad and Beatrice begin a clandestine affair, much to the chagrin of Dylan, who had warned Conrad against pursuing her.

The stakes rise as the trio navigates their tangled emotions, leading to one disastrous outing where tensions boil over. After an explosive revelation about his financial woes, Beatrice, caught in the middle, decides to break things off with Conrad. Going his separate way, Conrad suffers a devastating accident, leaving him to confront the fragility of his relationships.

Once he recovers, he attempts to mend fences with both Beatrice and Dylan. An emotional last date with Beatrice ends in a bittersweet farewell, marking a poignant conclusion to their romance. Even as Dylan begins to forgive him, Conrad remains haunted by memories of Beatrice. With his world slowly unraveling, he seeks solace in unexpected places, culminating in the completion of a book that draws from his experiences with her, although it receives only a lukewarm response.

In a twist of fate, Conrad orchestrates a reunion between Dylan and Beatrice, allowing for new opportunities as they discover success together as a jazz duo. Now, at the age of 42, Conrad finally comes to terms with his past, embracing the maturity he has long sought. Through heartbreak and recovery, he embarks on a journey toward self-realization, ready to face whatever life brings next.

Timeline

The Longest Week Timeline: Every Key Event in Order

15 key events in the order they happen, from “Conrad's Luxurious Upbringing” to “Reunion and Resolution”. 2 events name a place, across 2 locations.

  1. 1

    Conrad's Luxurious Upbringing

    Conrad Valmont is raised in a wealthy family in New York City, surrounded by luxury and privilege. Despite this lavish lifestyle, he experiences a sense of emotional isolation due to his parents' frequent absences.

    Where:New York City

  2. 2

    Overwhelming Separation Anxiety

    The lack of parental presence leads Conrad to develop separation anxiety, affecting his relationships. He engages with various women but remains emotionally detached, reflecting his inner turmoil.

  3. 3

    Therapy Sessions with Barry

    Conrad frequently visits his therapist, Barry, seeking guidance for his turbulent emotions. Barry provides a listening ear as Conrad speaks about his confusing attraction patterns and the women he cannot connect with genuinely.

  4. 4

    Financial Ruin

    Conrad is abruptly cut off financially by his parents, leaving him feeling stranded and without direction. This turn of events forces him to reconsider his lifestyle and relationships.

  5. 5

    Meeting Beatrice on the Subway

    During a subway ride, Conrad encounters Beatrice Fairbanks, who is engrossed in a book. Their quick yet meaningful exchange culminates in Beatrice giving Conrad her phone number, sparking an unexpected connection.

    Where:Subway

  6. 6

    Catching Up with Dylan

    Conrad crashes at his best friend Dylan's place as they navigate feelings of envy regarding each other's lifestyles. Their friendship is tested as they each deal with their personal struggles and romantic interests.

  7. 7

    The Party Encounter

    At a party, Conrad discovers that Beatrice is not only a talented pianist but is also entangled with Dylan. This revelation complicates their budding romance and puts pressure on the friendships between the trio.

  8. 8

    Clandestine Affair Begins

    Despite the complexities, Conrad and Beatrice embark on a secret affair, fueled by their instant chemistry. However, they must navigate the emotional fallout of their relationship with Dylan.

  9. 9

    Tensions Reach a Breaking Point

    As feelings intensify, the trio's dynamics become increasingly strained. A disastrous outing culminates in an explosive argument where Conrad's financial struggles come to light, straining all relationships.

  10. 10

    Breakup with Beatrice

    Caught between conflicting loyalties, Beatrice decides to end her relationship with Conrad. This decision leaves Conrad heartbroken and in a traumatic state, forcing him to confront the realities of his life.

Show the other 5 events of The Longest Week
  1. 11

    Accident and Recovery

    Conrad suffers a devastating accident shortly after the breakup, which forces him to reevaluate his life choices. The recovery process becomes a time of profound reflection on his past relationships and emotional state.

  2. 12

    Attempting Reconciliation

    Post-recovery, Conrad reaches out to both Beatrice and Dylan in an effort to mend their fractured relationships. He hopes to reconnect and heal the wounds caused by their complicated love triangle.

  3. 13

    Bittersweet Goodbye

    Conrad shares a poignant final date with Beatrice, marking the bittersweet end of their romance. Despite the emotional weight, they acknowledge the impact they've had on each other's lives.

  4. 14

    Creating a New Project

    Conrad channels his experiences with Beatrice into writing a book, seeking to process his feelings creatively. However, the book receives a lukewarm reception, leaving him to question its impact.

  5. 15

    Reunion and Resolution

    In a turn of fate, Conrad facilitates a reunion between Dylan and Beatrice, allowing them to find success as a jazz duo. This act not only mends a friendship but also helps Conrad embrace the lessons learned from his past.

Characters

Who Are the Main Characters in The Longest Week?

3 characters, among them Conrad Valmont, Beatrice Fairbanks and Dylan Tate: who each one is and the part they play in the story. Every profile links to the actor’s page.

  • Jason Bateman as Conrad Valmont in The Longest Week

    Conrad Valmont

    Played by Jason Bateman

    Conrad is a wealthy New York debutante who struggles with feelings of isolation and emotional distance. Raised by absent parents, he experiences overwhelming separation anxiety and a tendency to be attracted to the wrong women. His journey throughout the film leads him toward personal growth and self-realization as he navigates the complexities of love and friendship.

    • 🏙️ Wealth
    • 💔 Isolation
    • 🌱 Growth
  • Olivia Wilde as Beatrice Fairbanks in The Longest Week

    Beatrice Fairbanks

    Played by Olivia Wilde

    Beatrice is a captivating woman who draws Conrad's attention with her talent and charm. As a pianist and aspiring model, she embodies the complexity of modern relationships. Her connection with Conrad leads to a clandestine affair, straining her ties with his best friend, Dylan. Through her choices, she illustrates the challenges of love and commitment.

    • 🎹 Music
    • 😍 Romance
    • ⚖️ Conflict
  • Billy Crudup as Dylan Tate in The Longest Week

    Dylan Tate

    Played by Billy Crudup

    Dylan is Conrad's best friend who experiences his own struggles with jealousy and connection. Living a different lifestyle, he often finds himself conflicted about his friendship with Conrad, especially when it comes to Beatrice. His character represents the ties of friendship and the complexities that arise when love enters the picture.

    • 🤝 Friendship
    • 😒 Jealousy
    • 🎭 Drama
Setting

Where and When Is The Longest Week Set?

The Longest Week is set in New York City. Here is why the place matters to the story.

When

The movie does not specify an exact time period but captures the essence of contemporary life in an urban setting. This modern backdrop highlights societal challenges of loneliness and emotional disconnect, resonating with today's audiences.

Where

New York City

New York City serves as the luxurious backdrop to Conrad Valmont's life as a debutante. Known for its vibrant arts scene, the city encapsulates both the allure and isolation experienced by the wealthy. It's a place where personal connections are often overshadowed by materialism and ambition.

  • 🏙️ City
  • 🎹 Music
  • 📖 Literature
Themes

What Are the Themes of The Longest Week?

3 ideas the story keeps returning to, among them Love and Heartbreak, Self-Discovery and Music and Art.

  1. 01

    Love and Heartbreak

    The theme of love and heartbreak is central to the narrative, as Conrad grapples with his emotional detachment and yearning for connection. His relationships are marked by chaos and unfulfilled desires, leading to significant personal growth and self-awareness. Ultimately, his journey reflects the complex nature of love and the importance of facing one's vulnerabilities.

  2. 02

    Self-Discovery

    Conrad's path to self-discovery is a major theme in the film. Struggling with separation anxiety and familial neglect, he embarks on a quest for identity and emotional closeness. The experiences he encounters with Beatrice and Dylan force him to confront his fears and evolve into a more mature individual.

  3. 03

    Music and Art

    The presence of music is woven throughout the film, particularly illustrated by Beatrice's talent as a pianist. This theme emphasizes the arts as a vehicle for expression and connection, serving as both a refuge and a source of conflict for the characters. It ultimately leads to new creative endeavors and partnerships.

Tone & mood

What Kind of Film Is The Longest Week?

Melancholic in tone, with steady pacing and a moderate story, going by the plot summary.

Tone
Melancholic
Pacing
Steady
Story
Moderate
Intensity
Medium
Ending
Bittersweet

A reflective and melancholic comedy-drama that follows a privileged but emotionally isolated man's journey through romantic entanglements and personal failure, ultimately finding bittersweet redemption and maturity.

  • melancholic
  • introspective
  • romantic
  • regretful
  • bittersweet
  • hopeful
  • coming of age
  • love triangle
  • friendship
  • self-discovery

Content notes: emotional infidelity.

Quiz

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Read next

Movies Like The Longest Week With a Plot Summary

3 films close to The Longest Week in story and themes that have a full plot summary here: Long Weekend (2021), The Longest Night in Shanghai (2007) and Long Story Short (2021). 2 of them come with the ending explained.

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FAQ

The Longest Week Plot Questions

5 quick answers about The Longest Week, taken from the plot summary, character guide and setting on this page and the film’s credits.

What is The Longest Week about?

In the restless hum of New York City, a young man who has spent his life surrounded by wealth and quiet emptiness searches for something that feels real.

Read the full plot summary

When and where does The Longest Week take place?

The Longest Week is set in New York City. The movie does not specify an exact time period but captures the essence of contemporary life in an urban setting.

The setting explained

Who are the main characters in The Longest Week?

The story follows Conrad Valmont (played by Jason Bateman), Beatrice Fairbanks (played by Olivia Wilde) and Dylan Tate (played by Billy Crudup).

All the characters

What are the main themes of The Longest Week?

The summary picks out 3 themes: Love and Heartbreak, Self-Discovery and Music and Art.

The themes explained

Who directed The Longest Week?

The Longest Week (2014) was directed by Peter Glanz and runs 1 hour 26 minutes.

Peter Glanz’s films

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