2014: Meek Mill's legal past once again affected his present.

On Fri., July 11, 2014, Judge Genece E. Brinkley sentenced Meek to three-to-six months in jail for failing to secure permission to set up out-of-town concerts and give his probation officer a phone number that worked. These two things were violations in the terms of a five-year probation he received after being arrested for gun and drugs charges in 2008. For his initial sentence, Meek spent eight months in jail, but having to deal with his probation proved to be an obstacle that would never go away.

At the time of the ruling, Meek's lawyer claimed that the phone he'd supplied to his lawyer did work at times, but the court obviously didn't accept that as an excuse. For his part, the Philadelphia rapper lamented this particular bump in the road, noting the long path he took to rap game success.

“It took me 15 years to get here, and this will be extremely damaging to my life,” the then-27-year-old told The Philadelphia Inquirer.

With his jail sentence, promotion for Meek's then forthcoming Dreams Worth More Than Money album had hit a bit of a problem, considering the LP was set to be released on Sept. 9, 2014. The album would go on to be released on June 29, 2015.

In the end, Meek ended up serving just nearly five months behind bars. He was released on Dec. 2, 2014, and for a time, all was right for the MMG rapper.

Unfortunately, his probation once again came back to haunt him when Judge Brinkley sentenced the rapper to two years in prison for another probation violation on Nov. 6, 2017. Meek was released from jail on April 24, 2018 after a highly publicized Supreme Court hearing surrounding the case.

See Photos of Meek Mill's Different Looks Over the Years

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