Ranking Every Movie by Anna Boden and Ryan Fleck from Worst to Best

Warning: This article discusses themes of suicidal thoughts and mental health concerns.

Since their collaboration began in 2006, Anna Boden and Ryan Fleck have made a name for themselves in the film industry through a variety of feature films. Their latest creation, Freaky Tales, continues this journey of storytelling. The duo initially connected while studying filmmaking at NYU in the early 2000s, where their shared passion for cinema led them to create their first joint venture, a short film titled Gowanus, Brooklyn. This work earned them the prestigious Grand Jury Prize at the 2004 Sundance Film Festival, setting the stage for future projects.

Over the years, Boden and Fleck have crafted a total of six films, often switching responsibilities between directing and editing. While they typically share the directing duties, unique dynamics frequently emerge in their collaboration. Overall, their films have generally enjoyed favorable reviews, though some have shone brighter than others in the eyes of critics and audiences alike.

6 It’s Kind of a Funny Story

A Teenager Checks Himself Into A Mental Health Facility

Beginning our ranking from least favorable to most acclaimed, we turn to 2010’s It’s Kind of a Funny Story. Adapted from Ned Vizzini’s novel, the film explores the journey of Craig, a teenager struggling with intense anxiety and suicidal thoughts who voluntarily enters a mental health facility. Due to the closure of the youth wing, Craig finds himself surrounded by adults at the clinic, who ultimately impact his outlook on life.

Despite its good intentions, It’s Kind of a Funny Story has received mixed feedback, holding a 59% score on Rotten Tomatoes. Critics pointed out that the film’s optimistic narrative within a psych ward may not adequately portray the complexities of mental health issues. Furthermore, some reviews suggested that the film could have delved deeper into its themes. Nevertheless, strong performances from Zach Galifianakis, Keir Gilchrist, and Emma Roberts offered some redeeming moments.

5 Mississippi Grind

A Man Brings His Good Luck Charm To The Casino

Another film that faced a lukewarm reception is Mississippi Grind. This narrative follows Gerry, a downtrodden gambler who partners with the fortunate and youthful Curtis in hopes of turning his luck around. Their journey leads them to a series of high-stakes bets that reveal their true desires and dreams.

Critically, Mississippi Grind excelled, enjoying a Certified Fresh score of 91%. Reviewers commended its blend of humor and somber moments, especially praising the chemistry between the lead actors, Ben Mendelsohn and Ryan Reynolds. However, audience reactions were less enthusiastic, reflected in a 55% rating, with many labeling the film as slow-paced and unexpectedly uneventful.

4 Freaky Tales

Four People’s Lives Intertwine In Oakland, California

An example of Boden and Fleck’s more balanced work is their latest film, Freaky Tales, released in April 2025. Set in Oakland, California, during 1989, the film tells the interwoven stories of four characters. Drawing inspiration from Fleck’s own upbringing in Oakland, the film features a dynamic cast, including Pedro Pascal, Jay Ellis, Normani, Dominique Thorne, and Ben Mendelsohn.

While not without its flaws, Freaky Tales has garnered a respectable 71% from critics and an impressive 87% audience score. Viewers have been captivated by the film’s vibrant atmosphere and commendable performances. However, it’s worth noting that some critics argue the film prioritizes style over substance, making it better suited for those looking for enjoyable vibes rather than profound depth.

3 Captain Marvel

An Alien Warrior Tries To Uncover Her Past

Among Boden and Fleck’s most impactful yet polarizing works is Captain Marvel, a 2019 superhero film that follows a Kree warrior named Carol Danvers. Set against the backdrop of 1995 America, the story unfolds as she grapples with past memories of her life as an Air Force pilot. Together with Nick Fury, she embarks on a quest for self-discovery. It is notable that Boden and Fleck did not direct its sequel, The Marvels.

Marvel Movie Release Year
Captain Marvel 2019
Avengers: Endgame 2019
The Marvels 2023

Upon its release, Captain Marvel faced severe review bombing, often attributed to its feminist narrative and Brie Larson’s outspoken activism. Despite this backlash, the film achieved a Certified Fresh rating of 79% among critics, who praised the performances and nostalgic elements of the story, even if it fell prey to some clichés.

2 Sugar

A Dominican Man Dreams Of Playing Professional Baseball

Claiming the second spot in our ranking is Sugar, which follows Miguel “Sugar”Santos, a young man with aspirations of playing professional baseball in America. After succeeding in landing a spot on a team in Iowa, he soon faces the challenges of culture shock and underlying racism, complicating his journey far beyond his dreams.

This film marks the first directorial collaboration between Boden and Fleck and stands as an underappreciated gem in their filmography. It thoughtfully addresses critical themes of race and prejudice in America while deftly sidestepping the tired tropes of typical sports dramas. The filmmakers approach Sugar’s narrative with a genuine, realistic lens, making it a must-watch for audiences.

1 Half Nelson

A Middle School Teacher Forms A Bond With His Student

At the pinnacle of Boden and Fleck’s achievements is their acclaimed film, Half Nelson. The story revolves around a middle school teacher who, after being discovered in a drug-related stupor by a student with a troubled family background, forges a bond with her in an effort to become a better role model. The cast features Ryan Gosling and Anthony Mackie, showcasing riveting performances that elevate the film’s impact.

Half Nelson boasts an impressive Certified Fresh score of 91% from critics and an 82% audience rating on Rotten Tomatoes. The movie unflinchingly tackles issues related to drugs, social class, and racial dynamics. Ultimately, Boden and Fleck encapsulate a narrative that delicately balances darkness with hope. For audiences who experience Freaky Tales, Half Nelson is a must-see that exemplifies the duo’s directorial prowess.

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