Movies like Letters to Jay (1999)
The best movies like Letters to Jay (1999) are The Fifth Estate (2013), Side by Side (2012) and Pamela, a love story (2023). If Letters to Jay hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedFor Sama (2019)8.2/10 from 323 votes
- NewestBeing Eddie (2025)Released 2025
The Fifth Estate (2013)
A look at the relationship between WikiLeaks founder Julian Assange and his early supporter and eventual colleague Daniel Domscheit-Berg, and how the website's growth and influence led to an irreparable rift between the two friends.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSide by Side (2012)
Since the invention of cinema, the standard format for recording moving images has been film. Over the past two decades, a new form of digital filmmaking has emerged, creating a groundbreaking evolution in the medium. Keanu Reeves explores the development of cinema and the impact of digital filmmaking via in-depth interviews with Hollywood masters, such as James Cameron, David Fincher, David Lynch, Christopher Nolan, Martin Scorsese, George Lucas, Steven Soderbergh, and many more.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisPamela, a love story (2023)
In her own words, through personal video and diaries, Pamela Anderson shares the story of her rise to fame, rocky romances and infamous sex tape scandal.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisUnfriended: Dark Web (2018)
When a 20-something finds a cache of hidden files on his new laptop, he and his friends are unwittingly thrust into the depths of the dark web. They soon discover someone has been watching their every move and will go to unimaginable lengths to protect the dark web.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBeavis and Butt-Head Do the Universe (2022)
In 1998, Beavis and Butt-Head are sentenced to Space Camp by a “creative” judge. Their obsession with a docking simulator (huh huh) leads to a trip on the Space Shuttle, with predictably disastrous results. After going through a black hole, they re-emerge in our time, where they look for love, misuse iPhones, and are hunted by the Deep State. Spoiler: They don’t score.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHitting the Apex (2015)
The inside story of six fighters – six of the fastest motorcycle racers of all time – and of the fates that awaited them at the peak of the sport. It's the story of what is at stake for all of them: all that can be won, and all that can be lost, when you go chasing glory at over two hundred miles an hour – on a motorcycle. But this documentary is also an opportunity to understand the passionate relationship that links the pilots, the technical teams and the legions of fans to the spirit of GP Moto.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Beta Test (2021)
An engaged Hollywood agent receives a mysterious letter for an anonymous sexual encounter and becomes ensnared in a sinister world of lying, infidelity, and digital data.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFor Sama (2019)
A love letter from a young mother to her daughter, the film tells the story of Waad al-Kateab’s life through five years of the uprising in Aleppo, Syria as she falls in love, gets married and gives birth to Sama, all while cataclysmic conflict rises around her. Her camera captures incredible stories of loss, laughter and survival as Waad wrestles with an impossible choice– whether or not to flee the city to protect her daughter’s life, when leaving means abandoning the struggle for freedom for which she has already sacrificed so much.
Why it matches: Recommended by TMDB viewers
Absolute CinemaMovies like thisThe Curse of the Dragon (1993)
A 1993 documentary film about Bruce Lee. The film includes interviews from some of his fellow students and opponents who worked alongside him in his movies.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisSwitched (2020)
Tired of being bullied, Cassandra Evans prays that her nemesis, Katie Sharp, the queen bee of social media, would know what it’s like to walk a day in her shoes. Her prayer is answered in an unexpected way when they get switched.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisTony Hawk: Until the Wheels Fall Off (2022)
A wide-ranging, definitive look at Hawk’s life and iconic career, and his relationship with the sport with which he’s been synonymous for decades, featuring unprecedented access, never-before-seen footage, and interviews with Hawk and prominent figures in the sport including Stacy Peralta, Rodney Mullen, Mike McGill, Lance Mountain, Steve Caballero, Neil Blender, Andy MacDonald, Duane Peters, Sean Mortimer, and Christian Hosoi.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisLove, Antosha (2019)
From a prolific career in film and television, Anton Yelchin left an indelible legacy as an actor. Through his journals and other writings, his photography, the original music he wrote, and interviews with his family, friends, and colleagues, this film looks not just at Anton's impressive career, but at a broader portrait of the man.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisI Knew It Was You: Rediscovering John Cazale (2009)
John Cazale was in only five films – The Godfather, The Conversation, The Godfather: Part II, Dog Day Afternoon and The Deer Hunter – each was nominated for Best Picture. Yet today most people don't even know his name. I KNEW IT WAS YOU is a fresh tour through movies that defined a generation.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisX-Rated 2: The Greatest Adult Stars of All Time (2016)
Documentary sequel that offers a close-up look into the personal lives of the legendary porn stars who've survived the test of time and influenced popular culture. Blends rare interviews with erotic clips and additional appearances by Whoopi Goldberg, Steven Soderbergh and a host of adult stars, directors and trendsetters.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBetween Two Ferns: The Movie (2019)
Galifianakis dreamed of becoming a star. But when Will Ferrell discovered his public access TV show, 'Between Two Ferns' and uploaded it to Funny or Die, Zach became a viral laughing stock. Now Zach and his crew are taking a road trip to complete a series of high-profile celebrity interviews and restore his reputation.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisRoman Polanski: A Film Memoir (2012)
An interview with film director Roman Polanski conducted during his period of house arrest, discussing his life and work.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBeing Eddie (2025)
From teen comedian to Hollywood legend, Eddie Murphy revisits his extraordinary showbiz ride with raw honesty and humor.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisWoody Allen: A Documentary (2011)
An intense portrait of the iconic filmmaker, writer, actor, comedian and musician Woody Allen: his life, family and friends; his writing and directing habits, and his relationship with performers.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like this7 Days in Hell (2015)
A fictional documentary-style expose on the rivalry between two tennis stars who battled it out in a 1999 match that lasted seven days.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAmerican Symphony (2023)
Musician Jon Batiste attempts to compose a symphony as his wife, writer Suleika Jaouad, undergoes cancer treatment.
Why it matches: Recommended by TMDB viewers
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Frequently asked questions
What are the best movies like Letters to Jay?
The closest matches to Letters to Jay are The Fifth Estate (2013), Side by Side (2012) and Pamela, a love story (2023). Below are 17 more, each with the reason it matches.
What should I watch after Letters to Jay?
Start with The Fifth Estate (2013), the closest match to Letters to Jay.
What is the highest-rated movie like Letters to Jay?
For Sama (2019), rated 8.2/10 by 323 TMDB users.
What is the newest movie like Letters to Jay?
Being Eddie (2025) is the most recent release on this list.
Are there English movies like Letters to Jay?
Yes: The Fifth Estate (2013), Side by Side (2012) and Pamela, a love story (2023).
How are movies similar to Letters to Jay chosen?
First come films that Trakt’s viewers watch alongside Letters to Jay, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.