Tekashi's girlfriend, Jade, who goes by @__ohsoyoujade on Instagram, is a former bartender at a New York strip club and has quite an intertwined history with the current hip-hop industry. Her real name, Rachel Watley, was only revealed through her plea letter to Tekashi's judge ahead of his 2019 sentencing.

Jade and Tekashi's relationship can be dated as far back as November 2018, when the "GOOBA" rapper splurged $35,000 on a watch for her birthday. Although their relationship didn't sustain (at least publicly) much time beyond that, Jade's relevancy in the hip-hop world was sustained due to allegations in 2019 that fellow rapper Offset of Migos fame was flirting with her despite being married to Cardi B.

The rumors of infidelity in Cardi and Offset's relationship led the former to actually go after Jade at her place of business, which resulted in Cardi facing 14 different charges, which included felony assault with intent to cause serious physical injury. She would go on to plead not guilty to all the charges, but the situation still lingered for some time.