Wendy Williams Shares Bold Prediction About Diddy’s Future: ‘I Have Insights You Can’t Imagine’

Wendy Williams believes that Sean 'Diddy' Combs may face a lifetime behind bars. This is what she expressed during a radio broadcast in January 2025.

Wendy Williams recently spoke out about Sean “Diddy” Combs while on the air. The talk show host had a longstanding feud with Combs for years before they squashed their beef. In January 2025, Williams discussed the horrors of her conservatorship — and she threw in a prediction regarding Combs’ legal troubles. Here’s what she said about his potential prison sentence and what she allegedly “knows.”

Wendy Williams shared her thoughts on what Sean ‘Diddy’ Combs' prison sentence might entail.

Wendy Williams and Sean “Diddy” Combs’ feud spans back to the ’90s. In 2005, Williams claimed on her radio show, The Wendy Williams Experience, that the girl group, Total, signed to Combs’ record label Bad Boy Records, nearly jumped her. In 2019, she revived the conversation and hinted that Combs was involved. Williams discussed her firing from Hot 97 in 2013 and hinted that Combs had to do with that as well.

Additionally, Williams wrote in her book, The Wendy Williams Experience, that she has “contempt” for Combs. “I will never forget,” she wrote. “But I don’t hate him.” Williams and Combs buried the hatchet later.

In 2024, Combs was arrested and charged with racketeering, sex trafficking, and transportation to engage in prostitution. Williams has spoken out about the arrest. She gave more insight into the situation while speaking on Breakfast Club Power 105.1 FM in January 2025.

“She concluded the call with a definitive statement: ‘Diddy is facing a life sentence, everyone. You have no idea about the secrets I hold regarding Diddy from the past. … Honestly, it’s about time this happens. Diddy is finished.’”

Wendy Williams once claimed that she had predicted the mogul's legal issues.