Cortright is well known for her video works presented on YouTube and in gallery environments. Her videos playfully explore formal properties of video software and the representation of physical bodies in digital spaces. In vvebcam, her first video, Cortright filmed herself while playing with the special effects features built into the webcam software used to make the video. It is often noted that her physicality in vvebcam, as captured by the webcam, mirrors that of the work's viewer. vvebcam has also been heralded as shortly predating the rise of the "self-portraiture practice known as the selfie". On Saturday, December 10, 2011, vvebcam was removed by YouTube because of Cortright's extensive use of "offensive" key words. In 2011 Cortright collaborated with Ilia Ovechkin to create Video Catalog, a work where the monetary value of her videos is determined by an algorithm based on YouTube views. Vicky Deep in Spring Valley marks the beginning of Cortright's video work with virtual strippers. Cortright lifts the dancing girls from VirtuaGirl, a software that makes chroma keyed footage of "strippers" available for download. These videos are layered against flash images of fantastical digital worlds that are reminiscent of animated desktop wallpaper. A 2015 exhibition at Depart Foundation in Los Angeles titled Niki, Lucy, Lola, Viola included cropped_masked_final, a new video work incorporating characters sourced from VirtuaGirl. Cortright was selected to participate in the 2013 Frieze Art Fair in London where she produced her self-portrait, Bridal Shower, a film where she experiments with the physical qualities of a production studio. The film was subsequently broadcast on British public television stationChannel 4. In 2014, Cortright began a collaboration with fashion designerStella McCartney, creating a series of videos where Cortright uses glitches and video manipulation to showcase and contrast patterns on the garments designed by McCartney that she models. Cortright also makes intricate paintings using digital software which blend figurative and abstract elements, which are printed on a variety of materials—most frequently linen, paper, and aluminum. Each of Cortright's paintings begin with a digital file which the artist refers to as a "mother file," which consists of hundreds of Photoshop layers, composed by sampling found images and simulating brushstrokes through the use of digital tools. Those layers are then manipulated to produce an arrangement that is transferred to a substrate through industrial print processes. Often her works are titled to reflect file names and extensions, as well as search terms used to source found imagery. Cortright's work was included in Paddles On!, the first auction dedicated to digital art hosted by a major auction house. Her works have been shown at the New Museum in New York, Rhizome, the Venice Biennale, the 2010 01SJ Biennial in San Jose, California, and the 12ième Biennale d'art contemporain de Lyon. Her work is in the permanent collections of the Péréz Museum, the Los Angeles County Museum of Art, the Hammer Museum, the Moderna Museet, the MOTI in collaboration with the Stedelijk Museum, the Museum of Contemporary Art Chicago, the Kadist Foundation, BAMPFA, and the San Jose Museum of Art.