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Sean ‘Diddy’ Combs Teaches Entrepreneurship to Inmates While Awaiting Sentencing

Sean Combs was convicted on two counts related to interstate prostitution travel and faces up to 20 years, while his lawyers seek a 14-month sentence citing positive prison conduct.

  • Sean 'Diddy' Combs, a 55-year-old hip-hop mogul, has spent the past year teaching inmates business and entrepreneurship while awaiting sentencing in Manhattan on October 3, 2025.
  • This activity comes after Combs was found guilty in July 2025 on two felony charges related to facilitating prostitution, with his defense advocating for a reduced sentence amid multiple ongoing civil cases.
  • Combs' legal team provided the judge with positive course descriptions, inmate testimonials, and evaluations showing his educational program's impact, titled 'Free Game With Diddy,' which includes lessons on goal setting and perseverance.
  • One inmate said, "Because of this class I have a purpose," and the program received the highest ratings, concluding with "excellent class, keep up the great work."
  • Combs could face up to 20 years in prison but may avoid additional jail time if the judge accepts the lawyers' recommendation of 14 months, factoring in time already served and his positive influence in custody.
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Kokomo Tribune broke the news in on Saturday, September 27, 2025.
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