DC Young Fly got his huge following from his "roasting celeb" videos on Instagram in which he would tell his "target" to "bring dat ass here boi", he proceeds to roast them, and then ends the roast by saying "fawk you mean". His videos have earned him co-signs from celebrities like Kevin Hart, Michael Blackson, Lebron James, Chris Tucker, etc.

 

In 2015, he became a recurring cast member in the Season 7 of the improv comedy show Wild 'N Out on MTV2 and was named "Rookie of the Year" in his first season. In 2016, he also had a small role in the Christmas comedy-drama film Almost Christmas, which was released worldwide on November 11, 2016 and also starred as the lead in the independent film #digitallivesmatter. 

 

In 2017, he was a opening act for Chris Brown's "Party Tour" and also starred in three BET projects such as Tales, The Quad, and The New Edition Story. In the same year, he became one of the main hosts for the revival for TRL on MTV from 2017 to 2018 until it halted production and transferred over to Facebook.

 

In 2018, he released a new mixtape "Curb Music" and filmed two films: She Ball with Nick Cannon and I Got the Hook Up 2 with Master P, which was released on July 12, 2019. It is also announced that he would be starring alongside rapper Lil Yachty in the 2019 sequel, How High 2 in October of 2018, which premiered on MTV on April 20, 2019.

 

In February 2019, he and fellow entertainer Jess Hilarious co-hosted the 2019 BET Social Awards.