Dee was born in Jacksonville, FL, but was raised in Macclenny, FL for most of his life. He began rapping at the early age of 10, but didn't start to take his music career serious until age 15.
November 4th 2018, Dee Watkins and his associates BBG dropped their first official song No Case which was covered by Elevator a week later. Dee's buzz grew heavily throughout Florida and personalities such as Sniper Gang consistently posted his music. Dee followed up the success of "No Case" with music video for Iron Man. In 2019, Dee released a remix to the chart topping City Girls - Act Up which has managed to garner millions of views on Youtube and reposted by many major platforms. Capitalizing on the success of his remix to "Act Up", Dee released his single Bad Ass Jit in April 2019 which solidified his presence in hip hop and which has garnered a millions of views. In June 2019, Dee released his single No Love Lost which has garnered hundreds of thousands a views since release. Since then he has followed up that release with his single Hell Raiser and mixtape Problem Child. Since 2018, Dee has been managed by Reco Maivia and his partner.