Anna Boden and Ryan Fleck

In April 2017, Boden and Fleck were hired to direct the Marvel Studios film Captain Marvel. They were previously considered to direct another Marvel film, Guardians of the Galaxy. Producer Kevin Feige said of them, "We met with lots and lots of people... and Anna and Ryan just had an amazing way of talking about Carol Danvers and talking about her journey... We want filmmakers that can help us focus on and elevate the character journey so it doesn't get lost amongst the spectacle." The film was released in March 2019, and became a box office success, grossing more than $1 billion worldwide. In May 2019, it was revealed they would direct the first two episodes and produce the television show Mrs. America starring Cate Blanchett as Phyllis Schlafly. As of January 2020 Boden and Fleck were in talks to direct a Marvel Disney+ series.

In 2012, the duo began work on a gambling movie called Mississippi Grind. The idea for the film came when they would visit riverboat casinos in Iowa. By this point in their career, Boden and Fleck had fully committed to each other, "In the early days of our partnership we had to navigate a lot of issues concerning trust and ego. Nowadays, those issues are almost entirely gone. Having a creative partner who you can wholly trust is a wonderful asset."

Boden and Fleck have since co-written and co-directed the 2008 film Sugar, which premiered at the 2008 Sundance Film Festival, about a 19-year-old Dominican man who immigrates to the United States to play minor league baseball. The two wrote the screenplay after researching about many Dominican immigrants who arrive in America to play in minor league towns, saying: "The stories we heard were so fascinating that it became what we were writing before we'd even decided it was our next project". They also collaborated on a screen adaptation of Ned Vizzini's young adult novel It's Kind of a Funny Story, which was released on October 8, 2010.

The short won a prize at the 2004 Sundance Film Festival and Boden and Fleck were subsequently invited to the Sundance Writer's Lab to receive professional feedback on the Half Nelson screenplay. The film did not receive adequate financing for years, and while trying to initiate the project, Fleck explains: "We were trying to get it off the ground so we had plenty of time to keep writing and rewriting. I think the time was valuable because I think we made it as good as we could." Though Fleck was the only of the pair to receive directing credit for the film, he has gone on record and said that the work was an equal divide.