Movies Like To My Great Chagrin: The Unbelievable Story of Brother Theodore

If you liked To My Great Chagrin: The Unbelievable Story of Brother Theodore (2007), a documentary movie directed by Jeff Sumerel, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Gilbert (2017)
★ 6.7/10Also documentary
The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried.
2
Come See Me in the Good Light (2025)
★ 7.1/10Also documentary
In an intimate and joyful story of love in the face of loss, celebrated poets Andrea Gibson and Megan Falley find strength—and unexpected hilarity—in what might be their final year together.
3
Sidney (2022)
★ 6.9/10Also documentary
This revealing documentary honors the legendary Sidney Poitier—iconic actor, filmmaker, and civil rights activist. Featuring interviews with Denzel Washington, Spike Lee, Halle Berry, and more.
4
Night Will Fall (2014)
★ 7.6/10Also documentary
When Allied forces liberated the Nazi concentration camps in 1944-45, their terrible discoveries were recorded by army and newsreel cameramen, revealing for the first time the full horror of what had happened. Making…
5
Looking for Richard (1996)
★ 6.8/10Also documentary
Al Pacino's deeply-felt rumination on Shakespeare's significance and relevance to the modern world through interviews and an in-depth analysis of "Richard III."
6
For the Love of Spock (2016)
★ 7.4/10Also documentary
The life of Mr. Spock, as well as that of Leonard Nimoy, the actor who played him for almost fifty years, written and directed by his son: Adam.
7
Misha and the Wolves (2021)
★ 6.9/10Also documentary
A woman’s Holocaust memoir takes the world by storm, but a fallout with her publisher-turned-detective reveals her story as an audacious deception created to hide a darker truth.
8
Sly (2023)
★ 7.2/10Also documentary
His love of film began as an escape from a rocky childhood. From underdog to Hollywood legend, Sylvester Stallone tells his story in this documentary.
9
Harmontown (2014)
★ 6.6/10Also documentary
A comedic, brutally honest documentary following self-destructive TV writer Dan Harmon as he takes his live podcast on a national tour.
10
S4: The Bob Lazar Story (2026)
★ 8.4/10Also documentary
Over 35 years after Bob Lazar's revelations, this documentary exposes secrets of a facility the government still denies. Featuring Lazar's testimony, recreations, and new evidence, it reopens a case that continues to…
11
Lucy and Desi (2022)
★ 7.1/10Also documentary
Explore the unlikely partnership and enduring legacy of one of the most prolific power couples in entertainment history. Lucille Ball and Desi Arnaz risked everything to be together.
12
My Mom Jayne (2025)
★ 8/10Also documentary
Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and…
13
I Am Chris Farley (2015)
★ 7.1/10Also documentary
I am Chris Farley tells his hilarious, touching and wildly entertaining story - from his early days in Madison, Wisconsin, to his time at Second City and Saturday Night Live, then finally his film career (which…
14
John Candy: I Like Me (2025)
★ 7.9/10Also documentary
Those who knew iconic funnyman John Candy best share his story, in their own words, through never-before-seen archival footage, imagery, and interviews.
15
The Crystal Calls - Making The Dark Crystal: Age of Resistance (2019)
★ 7.5/10Also documentary
Go behind the scenes with stars, puppeteers and creators as they bring Jim Henson's magical world of Thra back to life in a sweeping fantasy series.
16
American Boy: A Profile of Steven Prince (1978)
★ 6.7/10Also documentary
Martin Scorsese spends an evening with larger-than-life raconteur Steven Prince—a former drug addict, road manager for Neil Diamond, and actor—as he recounts stories from his colorful life.
17
I Am Heath Ledger (2017)
★ 7.4/10Also documentary
The life and career of an actor, artist, and icon. His own journey through his own camera.
18
Struggle: The Life and Lost Art of Szukalski (2018)
★ 7.5/10Also documentary
Artists in LA discover the work of forgotten Polish sculptor Stanislav Szukalski, a mad genius whose true story unfolds chapter by astounding chapter.
19
Won't You Be My Neighbor? (2018)
★ 8/10Also documentary
For more than thirty years, and through his television program, Fred Rogers (1928-2003), host, producer, writer and pianist, accompanied by his puppets and his many friends, spoke directly to young children about some…
20
Salinger (2013)
★ 6.4/10Also documentary
An in-depth investigation into the private world of the American writer J. D. Salinger (1919-2010), who lived most of his life behind the impenetrable wall of a self-imposed seclusion: how his dramatic experiences…