**Sean “Diddy” Combs Plans Month-Long Speaking Tour Amid Upcoming Sentencing Hearing**

*Published October 3, 2025, 4:19 p.m. ET*

Sean “Diddy” Combs appears confident about his future as RadarOnline.com reveals the rap star has already lined up a month-long speaking tour. The first event is scheduled for Monday, October 6, signaling that Combs isn’t waiting on a judge’s ruling before moving forward.

Combs, 55, was recently found guilty on two counts of transportation to engage in prostitution. Despite this, he has organized a series of “entrepreneurship and life skills classes” set to take place across Miami throughout October. These sessions are booked at six different venues, including correctional facilities, libraries, and cultural centers. The tour is part of a reentry program aimed at supporting formerly incarcerated individuals—an initiative inspired by what Combs has learned while behind bars.

Titled *Free Game with Diddy*, Combs’ course focuses on equipping former inmates with valuable business skills, self-improvement techniques, and opportunities for personal growth.

### Sentencing Hearing Looms

Before Combs can embark on his tour, the uncertainty remains whether he will be released at all. At his upcoming sentencing, his defense attorneys are requesting a lenient prison term of 14 months. However, government prosecutors are pushing for a significantly harsher sentence—at least 11 years behind bars.

During the hearing, federal prosecutor Mary Slavik criticized Combs’ planned speaking engagements as a sign of arrogance. “Even now at sentencing for his conviction for two federal crimes, he doesn’t fully grapple with how his actions got him here,” Slavik said. “His respect for the law is just lip service.”

### Combs’ Humanitarian Image

In the days leading up to Friday’s hearing, Combs has undertaken a public relations campaign to appeal for leniency. His defense team shared a heartfelt video tribute to the music mogul to be shown in court.

The nearly 12-minute montage features intimate family moments with his children, highlights of his charity work, fundraising efforts, and mentorship roles within New York City schools. It also includes footage from the funeral of Kim Porter—the mother of his children—showing Combs in tears and vowing to be a “full-time” dad following her passing.

Additional moving scenes depict Combs caring for Porter’s grandmother, Lila Mae Star, in the hospital. His teenage children also appear, sharing inspiring words about their father’s impact on their lives.

### A Risky Move in Court

Combs is reportedly planning to address the court personally, a move that comes after he declined to testify in his own defense during the trial. However, attorney Tony Buzbee warns this could backfire.

“What can he say? The conduct we saw at the trial, and the conduct alleged in the civil cases, is reprehensible,” Buzbee told RadarOnline.com.

Buzbee gained notoriety for setting up a hotline to encourage alleged victims of Combs to come forward. It received thousands of calls, with many witnesses prepared to testify about Combs’ graphic lifestyle. According to Buzbee, the producer is now merely “grasping at straws.”

“I’ve always believed when you are digging yourself a hole, stop digging,” he added.

—

As Combs faces one of the most pivotal moments in his career and personal life, many are watching closely to see whether his new path toward rehabilitation and entrepreneurship will influence the judge’s sentencing decision.
https://radaronline.com/p/sean-diddy-combs-personal-appearances-monday-prison-sentence-hubris/