Diddy Teaches Self Help Classes While in Jail

NEW YORK, NEW YORK - SEPTEMBER 15: Sean "Diddy" Combs attends Sean "Diddy" Combs Album Release Party For "The Love Album: Off The Grid" on September 15, 2023 in New York City.
(Photo by Shareif Ziyadat/Getty Images)

While incarcerated at the Metropolitan Detention Center in Brooklyn, Sean “Diddy” Combs has quietly launched a self-help and business education program for fellow inmates. His defense team describes the effort as a sign of rehabilitation and an attempt to contribute meaningfully during his confinement.

Free Game With Diddy

According to court filings, Combs designed a 15-page curriculum for a six-week class he calls Free Game With Diddy, which covers business management, entrepreneurship and personal development. The class reportedly includes components like goal setting and discipline, and offers Spanish-language support through interpreters.

One inmate counselor, speaking in a letter to the court, praised the program, writing: “Keep up the great work.” Several participant letters describe the class as “excellent” and cite improved personal focus and ambition.

Combs’s lawyers are presenting these testimonials in their presentencing submission, arguing that they reflect genuine efforts at transformation.

While Combs has long participated in therapy and rehabilitation modules — including the STOP program on domestic violence and a substance abuse program under Dr. Harry K. Wexler’s model — critics question whether this new class is a legal tactic.

Former prosecutor Neama Rahmani, now a defense attorney, observed: “These are calculated legal and PR moves.” Meanwhile, supporters argue Combs is leveraging his experience to help others. A source familiar with his jail life said, “He’s using this time to better himself.”

Combs’s legal team is advocating for a sentence of 14 months or time served, citing this classroom work as mitigating. Prosecutors, by contrast, are seeking a far longer term — at least 11 years — pointing to the serious nature of his convictions on two transportation-to-engage-in-prostitution counts.

Combs was acquitted of racketeering and sex-trafficking charges in July 2025 but remains detained while awaiting sentencing.

The judge will weigh whether Combs’s in-jail teaching initiative signals sustainable behavioral change. Supporters hope it can tilt the scale. Skeptics insist legal strategy will weigh heavily.

His sentencing is scheduled for October 3, 2025.