Losing Isaiah

Losing Isaiah

Year: 1995

Runtime: 106 mins

Language: English

Director: Stephen Gyllenhaal

DramaMoving relationship storiesEnduring stories of family and marital dramaEmotional and touching family dramasHeartbreaking and moving family drama

Khaila Richards, a crack‑addicted single mother, leaves her infant in a dumpster while high. When she returns panicked, the baby is taken in by social worker Margaret Lewin and her husband Charles, who raise him as their own. Years later, sober Khaila discovers her son is alive and confronts Margaret for custody, sparking a battle over motherhood.

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Timeline & Setting – Losing Isaiah (1995)

Explore the full timeline and setting of Losing Isaiah (1995). Follow every major event in chronological order and see how the environment shapes the story, characters, and dramatic tension.

Time period

Location

Urban American city

The story unfolds across an urban landscape, from a dingy alley behind a crack house to sterile hospital corridors and tense courtroom rooms. It depicts the daily realities of poverty, addiction, and the social services system in a city setting. The setting emphasizes racial and class tensions as two different mothers strive for the same child.

🏙️ City life 🏥 Hospitals ⚖️ Legal system

Last Updated: October 04, 2025 at 17:28

Main Characters – Losing Isaiah (1995)

Meet the key characters of Losing Isaiah (1995), with detailed profiles, motivations, and roles in the plot. Understand their emotional journeys and what they reveal about the film’s deeper themes.

Khaila Richards (Halle Berry)

An African-American mother grappling with crack-cocaine addiction who abandons her infant son, then enters rehab and fights for custody. Her desperation and flaws drive the film's moral complexities. She seeks redemption while confronting the consequences of her choices.

🎭 Drama 💊 Addiction 🧭 Identity

Isaiah Lewin (Marc John Jefferies)

Isaiah is a young boy torn between two worlds: the biological mother who struggles with addiction and the adoptive mother who provides stability. He experiences withdrawal and confusion, then shows glimmers of resilience as he navigates love from both sides. His sense of belonging is shaped by the care of two mother figures and a system that wavers between protection and control.

👶 Child 💔 Identity 🌀 Family

Margaret Lewin (Jessica Lange)

A white social worker who adopts Isaiah and opens her family to him, balancing compassion with the rules of child welfare. Her affection for Isaiah grows into a protective motherly bond, testing her own beliefs about race and parenting. She acts as a stabilizing force in Isaiah's life even as the custody dispute threatens that stability.

👩‍👧 Family 💼 Class ⚖️ Justice

Charles Lewin (David Strathairn)

Margaret's husband who provides support and tries to anchor the family in a urban, middle-class environment. He grapples with the challenges of integrating Isaiah into their home and the ethical implications of the custody case. His role underscores a paternal influence within a racially charged dispute.

👨‍👧 Family 🏠 Stability

Kadar Lewis (Samuel L. Jackson)

Khaila's lawyer who contends that Isaiah should be with his biological mother and challenges the Lewins' cultural vantage in parenting. He represents the legal defense in a case that probes systemic bias and familial legitimacy. His advocacy highlights the courtroom as a site for social change as well as conflict.

⚖️ Law 🎭 Drama 🤝 Advocacy

Gussie (Regina Taylor)

A concerned social worker who becomes involved in Isaiah's case, reflecting the care and pressure exerted by the social services system. She navigates the tension between child welfare and family loyalty, contributing to the custody decisions. Her perspective adds a practical, humane dimension to the drama.

⚖️ Social work 🧭 Guidance

Judge Silbowitz (Jacqueline Brookes)

A judge presiding over the custody case who must weigh legal arguments against emotional realities. Her decision underscores the film's exploration of justice, bias, and mercy. She represents the formal authority shaping Isaiah's fate.

⚖️ Justice 🎭 Drama

Hannah Lewin (Daisy Eagan)

Margaret and Charles's daughter, who witnesses the custody dispute and the impact of choice and loyalty on family life. Her presence grounds the film's exploration of belonging and the innocence affected by adult decisions. She embodies the legacies of family ties within a changing household.

👧 Family 🌟 Innocence

Last Updated: October 04, 2025 at 17:28

Major Themes – Losing Isaiah (1995)

Explore the central themes of Losing Isaiah (1995), from psychological, social, and emotional dimensions to philosophical messages. Understand what the film is really saying beneath the surface.

⚖️ Race & Class

The custody battle unfolds at the intersection of race and social status, challenging perceptions of who is fit to raise a Black child. The Lewins' middle-class, white family backdrop contrasts with Khaila's impoverished circumstances and past addiction. The film scrutinizes systemic biases in child welfare and how cultural awareness is valued as much as legal guardianship. The resolution implies that love alone isn't the sole determinant in family formation.

💖 Motherhood

Two mothers vie for Isaiah's care, each shaping him in distinct ways. Khaila's maternal longing collides with Margaret's protective instinct, revealing different forms of care and responsibility. The film tracks how love, trauma, and uncertainty influence a child's sense of belonging. The final scene suggests that true motherhood can be a shared, evolving bond rather than a single, exclusive claim.

💊 Addiction

Addiction is depicted as a destabilizing force that damages trust and safety for Isaiah. Khaila's struggle with crack cocaine highlights the long-term impact of substance abuse on families and children. Rehabilitation and accountability are framed within a system that both enables and judges. The story implies redemption is possible, but it doesn't erase the harm that was done.

Last Updated: October 04, 2025 at 17:28

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Losing Isaiah Summary

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