Jay-Z has branded Meek Mill's jail sentence as "unjust and heavy handed".
A judge handed down the heavy sentencing on Monday after ruling that Meek Mill violated his probation when he got arrested twice this year.
Representatives for Meek Mill, Joe Tacopina, and Judge Genece Brinkley were not immediately available for comment.
In May 2013 he was ordered to take etiquette classes after breaching the terms once again by failing to report his travel plans, and then in 2014 he ended up spending five months in prison after erring again.
Although both cases were dropped, the judge still believes the musician violated his probation. To many, the sentence seemed stiff, especially considering the violation came as a result of two arrests for crimes that he was eventually acquitted for, and the parole was for a crime that occurred nearly a decade ago.
The violations include two arrests in the past year, the first for a fight at a St. Louis airport and the second for reckless driving while filming a music video in New York City.
Lawyers had recommended that Meek Mill, whose real name is Robert Williams, not be imprisoned for the probation violations, noting he'd been off drugs since January and has complied with most requirements of probation, according to CBS.
The original charges are almost a decade-old but the judge explained that despite her consistent efforts to help Meek, he has done whatever he wants.
Additional court cases though have seen Mill spend five months in prison in 2013 and his probation was extended for almost a decade.