Movies Like Frank Sinatra: The Bobby Sox Years

If you liked Frank Sinatra: The Bobby Sox Years (1997), a documentary movie directed by Ted Newsom, 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
56 Up (2012)
★ 7.2/10Also documentary
When a cross-section of seven-year-olds were interviewed for 7 Up in 1964 it was immediately evident that their social backgrounds influenced their attitudes towards life. While the upper class children were confident…
2
Maria by Callas (2017)
★ 7.4/10Also documentary
Told through performances, TV interviews, home movies, family photographs, private letters and unpublished memoirs, the film reveals the essence of an extraordinary woman who rose from humble beginnings in New York…
3
As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)
★ 7.8/10Also documentary
A compilation of over 30 years of private home movie footage shot by Lithuanian-American avant-garde director Jonas Mekas, assembled by Mekas "purely by chance", without concern for chronological order.
4
28 Up (1985)
★ 7.5/10Also documentary
Just two years away from turning 30, participants in Michael Apted's documentary series are facing serious questions of identity and purpose, wondering whether they've found their place in the world.
5
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…
6
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.
7
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…
8
21 Up (1977)
★ 7.4/10Also documentary
After another 7 year wait, director Michael Apted revisits the same group of British-born children from Seven Up! and 7 Plus Seven. The subjects are interviewed as to the changes that have occurred in their lives…
9
McQueen (2018)
★ 7.4/10Also documentary
Alexander McQueen's rags-to-riches story is a modern-day fairy tale, laced with the gothic. Mirroring the savage beauty, boldness and vivacity of his design, this documentary is an intimate revelation of McQueen's own…
10
35 Up (1991)
★ 7.6/10Also documentary
Director Michael Apted revisits the same group of British-born adults after a 7 year wait. The subjects are interviewed as to the changes that have occurred in their lives during the last seven years.
11
42 Up (1999)
★ 7.6/10Also documentary
Director Michael Apted revisits the same group of British-born adults after a 7 year wait. The subjects are interviewed as to the changes that have occurred in their lives during the last seven years.
12
Evil Influencer: The Jodi Hildebrandt Story (2025)
★ 6.2/10Also documentary
Unravel the case of Utah therapist Jodi Hildebrandt, whose child abuse arrest with parenting YouTuber Ruby Franke exposed a twisted tale of manipulation.
13
A Toxic Love Story (2026)
★ 6.4/10Also documentary
A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.
14
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.
15
Untold: Jake Paul the Problem Child (2023)
★ 5.8/10Also documentary
Pro boxing sensation — and perennial troublemaker — Jake Paul shares his unlikely journey from online prankster to power puncher in this documentary.
16
To Kill a Tiger (2023)
★ 7.6/10Also documentary
Ranjit, a farmer in India, takes on the fight of his life when he demands justice for his 13-year-old daughter, the victim of a brutal gang rape. His decision to support his daughter is virtually unheard of, and his…
17
Directed by John Ford (1971)
★ 7/10Also documentary
A documentary about the life and films of director John Ford.
18
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.
19
You Can See Everything (2026)
★ 8.9/10Also documentary
Thirty-four days before she's sent to prison, notorious Silicon Valley founder Elizabeth Holmes invites a skeptical film crew to document her every move. What begins as an intimate portrait of an enigmatic felon…
20
Elstree 1976 (2015)
★ 6.2/10Also documentary
A documentary about ten very different lives connected by having appeared onscreen wearing masks or helmets in Star Wars.