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Starting Out in the Evening (2007) Plot Summary & Timeline

Starting Out in the Evening (2007) movie poster

Starting Out in the Evening is a 2007 drama and romance film directed by Andrew Wagner, running 1 hour 51 minutes. This page retells the whole story in 405 words (about 2 minutes to read) and covers 11 key events in order, 2 characters and 3 themes. Looking for the cast, ratings and where to stream it? See the movie page for Starting Out in the Evening.

to read the plot summary
2 min
key events in the timeline
11
characters profiled
2
themes explained
3
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Starting Out in the Evening (2007) movie poster
Released
Runtime
1h 51m
Director
Andrew Wagner
Genres
Drama, Romance
Original language
English
No spoilers

What Is Starting Out in the Evening About?

The premise of Starting Out in the Evening in 263 words, with nothing given away. The full story follows below.

In the quiet hum of a New York apartment, an aging novelist wrestles with a decade‑long unfinished manuscript, the weight of past acclaim pressing against the ache of creative stagnation. The house is filled with the soft rustle of paper and the aroma of tea, a sanctuary where memory and ambition mingle. The story is grounded in a world where literature is both refuge and burden, and the tone is one of gentle melancholy tempered by the faint, hopeful glow of possibility.

Leonard Schiller, once celebrated for his sharp insights into human frailty, now finds his days punctuated by the steady rhythm of his daughter’s presence. Their bond is an anchor, a conversation that drifts between the practicalities of daily life and the lingering questions of legacy. Ariel, caught between her own desires for family and the pull of her father’s storied past, offers a tender, sometimes uneasy companionship that reveals both love and the unspoken fears of aging parents.

The arrival of a bright graduate student adds an unexpected layer to the delicate balance. Heather Wolfe, eager to explore the life and work of the once‑renowned author for her thesis, brings with her a mixture of admiration, curiosity, and a subtle challenge to Leonard’s solitude. Her presence stirs a renewed sense of relevance, suggesting that the act of writing can still ignite connections across generations. As the three navigate the intersections of art, memory, and personal yearning, the film invites viewers into an intimate meditation on creativity, identity, and the quiet courage required to confront the blank page of one’s own story.

Full plot

What Happens in Starting Out in the Evening?

The complete story of Starting Out in the Evening, from the first scene to the last, in 405 words (about 2 minutes). Spoilers throughout.

Spoilers ahead

An aging, ailing author named Leonard Schiller is on the brink of completing his final novel, having gone years without a new publication despite the acclaim his earlier works received. Enter Heather, a young and captivating graduate student who is eager to write her thesis on Leonard’s impressive literary career. After several persuasive meetings, she manages to coax him into sharing his thoughts, leaving him both flattered and inspired by her admiration.

As Leonard becomes more accustomed to Heather’s presence, he discovers that she is not only fascinated by his writing but also harbors a romantic interest in him. Simultaneously, his daughter wrestles with her desire to start a family amidst her rekindled relationship with an ex-boyfriend, who is resolute in not wanting children.

In an intimate turn of events, Heather’s flirtations towards Leonard intensify, leading to an invitation to share a bed. They fall asleep together, and upon awakening, a newfound comfort envelops their relationship. However, when Heather learns from an editor about Leonard’s complicated marital history, she confronts him, prompting an emotional outburst from Leonard. Yet, in a moment of undeniable connection, they share a passionate kiss after he invites her to spend the night.

Despite this emotional charge, when Heather presents her initial thesis draft, she suddenly puts distance between them, visibly disturbed by his advances. Leonard, having reviewed her work, provides constructive criticism, which she appreciates, even if it doesn’t align perfectly with her views. Meanwhile, a stroke strikes Leonard unexpectedly, leading Heather to assist him to the hospital for urgent care.

After a month of recovery, Leonard is glad to see Heather but is taken aback and reacts harshly when he impulsively slaps her after attempting to gently touch her face. Overwhelmed, Heather senses she has crossed some unseen line, though it’s unclear why.

In a parallel narrative, Leonard’s daughter and her boyfriend take it upon themselves to ensure Leonard attends his doctor’s appointment, showcasing the strained yet affectionate relationships in his life. Leonard, in a bittersweet gesture, entrusts his unfinished manuscript to the boyfriend, suggesting he see it through to completion.

The movie culminates in a poignant scene where Leonard, preparing for bed one quiet evening, is momentarily distracted from his toast and tea. Instead, he chooses to sit at his typewriter, staring at a blank page. After deep reflection, he begins to write again, symbolizing a poignant return to his craft amidst the complexities of life and love.

Timeline

Starting Out in the Evening Timeline: Every Key Event in Order

11 key events in the order they happen, from “Leonard's Final Novel” to “Reflections at the Typewriter”.

  1. 1

    Leonard's Final Novel

    Leonard Schiller, an aging author, is on the verge of completing his final novel. After years of not publishing anything new, he feels the weight of his previous acclaim and the pressure to finish this masterpiece.

  2. 2

    Heather's Arrival

    Heather, a vibrant graduate student, enters Leonard's life with the intention of studying his literary contributions for her thesis. Her admiration for Leonard’s works flattens him and sparks a new creative energy he hasn't felt in years.

  3. 3

    Growing Affection

    As Leonard grows accustomed to Heather's presence, he realizes that she is not just an admirer of his work but also has romantic feelings towards him. This revelation complicates their intellectual connection and deepens their bond.

  4. 4

    Intimate Night

    Heather's flirtations towards Leonard lead to an intimate encounter where they share a bed. This moment opens the door for a deeper emotional connection, and they awaken feeling a new comfort in their relationship.

  5. 5

    Confrontation About the Past

    Heather learns from an editor about Leonard's complicated marital history, prompting a confrontation. This confrontation stirs up intense emotions in Leonard, leading to a passionate kiss, which underscores their conflicting emotions.

  6. 6

    Thesis Draft Rejection

    After sharing her initial thesis draft with Leonard, Heather feels unsettled by the dynamic shift in their relationship. Despite his constructive feedback, she begins to place emotional distance between them, causing confusion.

  7. 7

    Leonard's Stroke

    Tragedy strikes when Leonard suffers a stroke, leading to an emergency hospital visit supported by Heather. This unexpected health crisis forces both Leonard and Heather to reevaluate the depth of their relationship.

    Where:Hospital

  8. 8

    Recovery and Tension

    After a month of recovery, Leonard is overjoyed to see Heather again. However, an emotional incident occurs when he impulsively slaps her during a tender moment, creating an air of confusion and mistrust between them.

  9. 9

    Daughter's Support

    In a parallel narrative, Leonard's daughter shows her support by ensuring he attends his doctor's appointments. She navigates her desires and relationship, reflecting the interconnectedness of personal struggles.

  10. 10

    Trust in the Boyfriend

    Leonard, recognizing his limitations, entrusts his unfinished manuscript to his daughter’s boyfriend. This action signifies both vulnerability and a bittersweet hope that his legacy may continue through someone else.

  11. 11

    Reflections at the Typewriter

    The film concludes with Leonard preparing for bed but finding himself drawn back to his typewriter instead. In a moment of profound reflection, he chooses to write again, symbolizing a renewed commitment to his craft amidst life's chaos.

Characters

Who Are the Main Characters in Starting Out in the Evening?

2 characters, among them Leonard Schiller and Heather: who each one is and the part they play in the story.

  • LS

    Leonard Schiller

    Leonard Schiller is an aging author grappling with the pressures of completing his final novel while dealing with personal loss. His character reflects deep introspection, marked by moments of vulnerability and moments of defensiveness. He shows a blend of wisdom and naivety as he navigates a complicated relationship with Heather.

    • 📖 Writer
    • 🧓 Aging
    • 💔 Heartache
  • H

    Heather

    Heather is a passionate graduate student whose admiration for Leonard blossoms into romantic feelings. Her character embodies youthful enthusiasm and ambition, but also exhibits depth as she grapples with her emotions toward Leonard. She serves as both an inspiration and a challenge to Leonard's introspective world.

    • 🎓 Student
    • 💕 Fascination
    • 🌟 Aspiration
Themes

What Are the Themes of Starting Out in the Evening?

3 ideas the story keeps returning to, among them Literary Legacy, Romantic Tension and Family Dynamics.

  1. 01

    Literary Legacy

    The theme of literary legacy explores the struggle of aging authors to remain relevant in a changing world. Leonard's journey reflects the balance between inspiration and self-doubt as he confronts his past and navigates a new relationship. The interaction with Heather highlights the complexities of mentorship and admiration in the literary field.

  2. 02

    Romantic Tension

    Romantic tension is a central theme, illustrated through the budding relationship between Leonard and Heather. Their connection raises questions about desire, vulnerability, and the ethics of relationships across generational divides. Leonard's inner conflict exemplifies the challenges of navigating intimacy while dealing with personal grief and the weight of past relationships.

  3. 03

    Family Dynamics

    The film delves into family dynamics, particularly through the relationship between Leonard and his daughter. It explores themes of responsibility, care, and the potential for emotional alienation. The daughter's desire to ensure her father’s well-being showcases the complexities of familial love amid struggles and differing life choices.

Tone & mood

What Kind of Film Is Starting Out in the Evening?

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

Tone
Melancholic
Pacing
Slow
Story
Moderate
Intensity
Medium
Ending
Bittersweet

A quiet, character-driven drama with a melancholic tone that intimately follows an aging writer's struggle with legacy, creativity, and unexpected late-life connections.

  • reflective
  • melancholic
  • introspective
  • quiet
  • lonely
  • tender
  • aging and legacy
  • creative struggle
  • intergenerational relationship
  • father-daughter relationship

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FAQ

Starting Out in the Evening Plot Questions

4 quick answers about Starting Out in the Evening, taken from the plot summary and character guide on this page and the film’s credits.

What is Starting Out in the Evening about?

In the quiet hum of a New York apartment, an aging novelist wrestles with a decade‑long unfinished manuscript, the weight of past acclaim pressing against the ache of creative stagnation.

Read the full plot summary

Who are the main characters in Starting Out in the Evening?

The story follows Leonard Schiller and Heather.

All the characters

What are the main themes of Starting Out in the Evening?

The summary picks out 3 themes: Literary Legacy, Romantic Tension and Family Dynamics.

The themes explained

Who directed Starting Out in the Evening?

Starting Out in the Evening (2007) was directed by Andrew Wagner and runs 1 hour 51 minutes.

Andrew Wagner’s films

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