He also provided the voice of Milo in the Disney animated series Fish Hooks and was the runner-up on the 11th season of ABC's Dancing with the Stars.

[2] Additionally, Massey played PJ Watson in three episodes of the PBS children's educational series The Electric Company.

In 2015, Massey opened a SoundCloud account, where he uploaded new original music, with his latest song being "Finess".

[5][6] In March 2015, rapper Lil Twist was arrested and charged with several crimes after he and four others assaulted Massey and his brother Christopher.

[8][9] On June 29, 2021, Massey was charged in King County, Washington on one count of immoral communication with a minor, where he allegedly sent nude photos to a 13-year-old girl.

This criminal charge followed a civil lawsuit filed in March 2019, which sought $1.5 million in damages for similar allegations.