The rapper was arrested on Sunday night and faces 32 years in jail for racketeering and other offences, according to a prosecuting US attorney.
The sentence would be for life in prison and stems from his involvement with the Nine Trey Bloods.
The Nine Trey Bloods are a New York gang and also known as TreyWay which Tekashi69 has mentioned on Twitter.
But now his involvement could cost him his freedom.
“In the history of the US, the one thing that seems to get someone locked up is racketeering, money-laundering or tax evasion,” UK hip hop and culture writer, Jesse Bernard tells Radio 1 Newsbeat.
“This could be what takes him to prison.”
According to US reports, the new arrest relates to a five-year federal investigation and Tekashi69 is also facing a number of other charges including drug dealing, involvement in an armed robbery and a conspiracy to commit murder charge.
Tekashi69’s most recent arrest caps a turbulent year in which the rapper rose to international fame with a string of hit singles, but so did his legal history.
In 2015 he pleaded guilty to an incident involving a “sexual performance” with a 13-year-old girl and is currently serving a four-year-probation sentence following legal problems that followed the case.
He has previously spent time in jail for assault and drug offences.
6ix9ine made headlines when he avoided jail time last month in connection with a 2015 case in which he pleaded guilty to use of a child in a sexual performance. The rapper signed a plea deal after the incident, which involved sexually explicit videos featuring a then-18-year-old 6ix9ine, another man and a 13-year-old girl. One condition of the plea deal was that he would stay out of legal trouble for the next two years.
But after two arrests this year — including the traffic stop and an altercation with a teenage fan in Houston — prosecutors argued that Hernandez had violated the agreement. According to the Times, prosecutors asked a Manhattan Supreme Court justice to sentence him to prison for one to three years. He was sentenced in October to four years’ probationand 1,000 hours of community service.
Prior to his most recent arrest, 6ix9ine had been plugging his upcoming album, “Dummy Boy,” which he said would be released Friday. In an Instagram post Sunday, he teased tracks featuring Minaj and rapper Kanye West.