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Convicted Felon Diddy Teaches "Free Game" Business Class Behind Bars
26 Sep, 2025
Summary
- Diddy taught a 6-week entrepreneurship course for fellow inmates
- Course focused on Diddy's rise to fame and business success
- Inmates praised Diddy's teaching, saying it gave them purpose

In the past year, convicted felon Sean "Diddy" Combs has been using his time in jail to teach a course on business management and entrepreneurship to his fellow inmates. Dubbed "Free Game With Diddy," the 6-week program provides "exclusive insights" into Combs' own journey from humble beginnings to becoming a "globally recognized icon and influential business mogul."
Through the course, Combs has been imparting his wisdom on topics like setting realistic goals, creating successful plans, and managing one's ego. Inmates who took the class have praised Combs' teaching, with one saying it gave them "a purpose" and "something to look forward to every day." Another highlighted how Combs stressed the importance of putting "pride aside" to achieve long-term success.
However, the course has also raised some eyebrows, as it seems to focus heavily on Combs himself, with one key assignment being an essay on "lessons learned from Sean 'Diddy' Combs' journey." Given Combs' history of domestic abuse, some have questioned whether he is the best role model for inmates seeking to improve their lives.
Nevertheless, the jail's Unit Counselor has given the course a glowing review, stating it was "excellent" and urging Combs to "keep up the great work." As Combs' lawyers work to secure him the most lenient sentence possible, the "Free Game With Diddy" course could potentially play a role in the judge's decision-making process.