Diddy Is Teaching a Class in Jail. His Counselor Told Him, 'Keep Up the Great Work'

Diddy Is Teaching a Class in Jail. His Counselor Told Him, 'Keep Up the Great Work' Liam Quinn, Danielle BacherOctober 3, 2025 at 1:23 AM 16 Steve Granitz/WireImage Sean "Diddy" Combs Sean "Diddy" Combs started a business class called "Free Game with Diddy" while behind bars Combs is set to be sente...

- - Diddy Is Teaching a Class in Jail. His Counselor Told Him, 'Keep Up the Great Work'

Liam Quinn, Danielle BacherOctober 3, 2025 at 1:23 AM

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Steve Granitz/WireImage

Sean "Diddy" Combs -

Sean "Diddy" Combs started a business class called "Free Game with Diddy" while behind bars

Combs is set to be sentenced for his two prostitution convictions on Oct. 3

Multiple inmates who took Combs' class wrote letters to Judge Arun Subramanian in support of the music mogul

Sean "Diddy" Combs started a business class for fellow inmates while behind bars at the Metropolitan Detention Center in Brooklyn.

Combs' attorneys submitted several letters penned by inmates who took the "Free Game with Diddy" class to Judge Arun Subramanian, who is set to sentence the music mogul on Friday, Oct. 3.

The letters are intended to supplement the defense's sentencing memorandum, which asks that Subramanian sentence Combs to no more than 14 months in prison. The Bad Boy Records founder was convicted on two counts of transportation to engage in prostitution.

Related: Sean 'Diddy' Combs Will Be Sentenced Tomorrow: Will He Spend More Time Behind Bars?

In the court filing containing the letters from inmates, Combs' attorneys shared that his unit counselor praised the class.

"... excellent class, keep up the great work," the counselor wrote.

One inmate also wrote in a letter that "Free Game with Diddy" helped teach him to stay disciplined.

"What I take from this class is how to set realistic goals that would be easier to maintain and it's giving me the knowledge and tools I didn't have before," Arturo Santiago wrote.

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Though Combs was acquitted of racketeering and sex trafficking charges that could have landed him a life sentence, he still could face more than a decade in prison.

Prosecutors have asked that Combs be sentenced to 11 years in prison for his prostitution convictions, arguing that he was "unrepentant."

Subramanian recently denied a defense motion to have Combs' prostitution convictions tossed out, ruling that the government had successfully proved its case.

Combs has been behind bars since his arrest in September 2024, having been denied bail multiple times.

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