In 2009, she posed on the cover of Bizarre winning their first ever “Cover Girl Search” competition, after which she was signed to London-based modeling agency Girl Management. She also entered the adult film industry in 2009, performing her first scenes with Joanna Angel and James Deen for Burning Angel.

In 2011, she posed in an editorial campaign for i-D magazine’s “The Exhibitionist Issue No. 312” wearing Louis Vuitton and American Apparel.

In 2012, Diamond posed for comic book artist David Mack, who portrayed her as Echo in the Marvel Comics miniseries Daredevil: End of Days.

In 2014, Diamond was on CNBC’s list of “The Dirty Dozen: Porn’s Most Popular Stars”. Diamond also starred (with Allie Haze) in the music video for American hip hop recording artist B.o.B, for his song “John Doe”, which features Priscilla Renea.

In 2015, Diamond was named Penthouse Penthouse Pet of the Year Runner-up.

In 2016, Diamond performed her last adult film scenes to pursue mainstream acting and singing full-time, after she was cast in the role of Dylan Quinn in Submission, a series on Showtime exploring BDSM themes. It was also during this time period that she launched her music project with the release of her first official single and music video (“Fire” produced by Ben Cole) under her real name, “Raylin Joy”. She briefly posed for Dechristo Studios in 2019 in a shoot for Penthouse magazine

In April 2020 Diamond and eleven other adult/former adult actresses appeared in the music video for the G-Eazy song “Still Be Friends”.