Along with Rufus Wainwright and Peggy Lee, Freeman has often cited singer and songwriter Teddy Thompson as one of her favorite artists, and in 2014 she sent him a message via Facebook along with a video of her performing her songs. To her surprise, Thompson replied three days later, saying he was impressed with the emotional honesty and strength of her songs and delivery, and wanted to produce an album for her. After bankrolling the project through a crowdfunding campaign, Thompson took Freeman into a studio in New York City, and three days later recording was completed. Including guest appearances from Aiofe O'Donovan of Crooked Still, Kacy Clayton, and Teddy's father, Richard Thompson, Dori Freeman was released by Free Dirt Records in February 2016, and it soon earned a handful of rave reviews, with The New York Times declaring it one of the best albums of the year. By the end of 2016, one of the songs from the album, "You Say," had become a hit, racking up over two million plays on streaming services. ~ Mark Deming, Rovi