Between the ages of 18 and 22, it’s been reported that Freck was arrested 19 times. For a small stretch, it looked like things were really turning around for the Philly rapper. He was rolling with Brooklyn rapper Fabolous and making songs with established artists like Foxy Brown and Omarion. He was arrested again in 2008 for selling crack to an undercover police officer and was sentenced to another 19 months in jail. At one point, he was even supposed to sign with Floyd Mayweather’s label, but with all his legal issues, even that opportunity quickly dissolved.