A timeline of the rise of Sean ‘Diddy' Combs and his legal troubles
Then he was charged with forcing, threatening and manipulating two ex-girlfriends into drug-fueled sex marathons, with assistance from a network of associates.
Combs denied the allegations and went to trial in a high-stakes federal sex crimes and racketeering case. The trial ended Wednesday with a verdict that his attorneys called a victory: Combs was convicted of prostitution-related offenses but acquitted of higher-level charges of racketeering and sex trafficking.
Here is a timeline of major events in his life story:
1990-1999
1990: Combs, then a student at Howard University, gets his start in the music business with an internship at Uptown Records in New York.
Dec. 28, 1991: Nine people die at a celebrity basketball game promoted by Combs and the rapper Heavy D when thousands of fans try to get into a gym at the City College of New York. A mayoral report lays part of the blame for the catastrophe on poor planning by Combs.
1992: Combs is one of the executive producers on Mary J. Blige's debut album, 'What's the 411?'
1993: After being fired by Uptown, Combs establishes his own label, Bad Boy, which quickly cuts a lucrative deal with Arista Records.
1994: Bad Boy releases Notorious B.I.G.'s album 'Ready to Die.' Two months later, Tupac Shakur survives a shooting in New York and accuses Combs and Biggie of having prior knowledge of the attack, which they deny. Shakur was later killed in a 1996 shooting in Las Vegas.
1996: Combs is convicted of criminal mischief after he allegedly threatened a photographer with a gun.
1997: Biggie is killed in Los Angeles. Combs, then known as Puff Daddy, releases 'I'll be Missing You' in honor of his dead star.
1998: Combs wins two Grammys, one for best rap album for his debut 'No Way Out' and another for best rap performance by a duo or group for 'I'll Be Missing You' with Faith Evans. Also that year, Combs' Sean John fashion line is founded.
April 16, 1999: Combs and his bodyguards are charged with attacking Interscope Records music executive Steve Stoute in his New York office in a dispute over a music video. Combs is sentenced to an anger management course.
Dec. 27, 1999: Combs is arrested on gun possession charges after he and his girlfriend at the time, Jennifer Lopez, fled a shooting that wounded three people at a New York City nightclub. Some witnesses tell police Combs was among the people shooting in the club. He is later charged with offering his driver $50,000 to claim ownership of the 9 mm handgun found in his car.
2001-2008
March 17, 2001: Combs is acquitted of all charges related to the nightclub shooting. One of his rap protégés, Jamal 'Shyne' Barrow, is convicted in the shooting and serves nearly nine years in prison. Two weeks after the trial, Combs announces he wants to be known as P. Diddy. (Barrow also later changed his name, to Moses Barrow, and became a parliamentarian in his native Belize).
2002: Combs becomes the producer and star of 'Making the Band,' a talent search TV show.
Feb. 1, 2004: Combs performs at the Super Bowl halftime show along with Janet Jackson, Justin Timberlake and others. A week later, Combs, Nelly and Murphy Lee win a Grammy for best rap performance by a duo or group for 'Shake Ya Tailfeather.'
April 2004: Combs makes his Broadway acting debut in 'A Raisin in the Sun.'
2005: Combs announces he is changing his stage name to Diddy, getting rid of the P.
March 2008: Combs settles a lawsuit brought by a man who claims Combs punched him after a post-Oscar party outside a Hollywood hotel the previous year. In May, Combs is honored with a star on the Hollywood Walk of Fame.
2015-2022
2015: Combs is arrested after a confrontation on the campus of UCLA, where one of his sons played football. Assault charges are later dropped.
2016: Combs launches a Harlem charter school, the Capital Preparatory School. Also that year, he announces he is donating $1 million to Howard University.
2017: Combs is named the top earner on Forbes' list of the 100 highest-paid celebrities, which says he brought in $130 million in a single year.
2018: Kim Porter, Combs' former girlfriend and the mother of three of his children, dies from pneumonia at age 47.
2022: Combs receives a lifetime honor at the BET Awards.
2023-2025
Sept. 15, 2023: Combs releases 'The Love Album — Off the Grid,' his first solo studio project since 2006's chart-topping 'Press Play.'
Nov. 16, 2023: R&B singer Cassie sues Combs, alleging that during their decade-plus as a couple, he subjected her to abuse, including beatings and rape. A day later, the lawsuit is settled under undisclosed terms. Combs, through his attorney, denies the accusations.
Nov. 23, 2023: Two more women accuse Combs of sexual abuse in lawsuits. Combs' attorneys call the allegations false. Dozens of additional lawsuits follow by women and men who accuse Combs of rape, sexual assault and other attacks. Plaintiffs include singer Dawn Richard, a 'Making the Band' contestant who alleged years of psychological and physical abuse. Combs denies all the allegations.
March 25, 2024: Federal agents search Combs' homes in Los Angeles and Miami Beach, Florida.
May 17, 2024: CNN airs video that shows Combs attacking and beating Cassie in a Los Angeles hotel hallway in 2016. Two days later, Combs posts videos on social media apologizing for the assault.
Sept. 16, 2024: Combs is arrested at his Manhattan hotel. A federal sex trafficking and racketeering indictment unsealed the next day accuses him of using his business empire to coerce women into participating in sexual performances. Combs denies the allegations. His attorney calls it an unjust prosecution of an 'imperfect person.'
May 5, 2025: Jury selection begins for Combs' trial.
May 12, 2025: A jury is selected and testimony begins in Combs' trial.
June 30, 2025: Jury deliberations begin in Combs' trial.
July 2, 2025: The jury convicts Combs of two counts of a prostitution-related offense but acquits him of higher-level charges of racketeering and sex trafficking. The outcome significantly reduces the rap mogul's potential prison sentence, which a judge will determine in the months to come. His lawyers unsuccessfully ask for him to be released on bond in the meantime. Combs is visibly relieved by the verdict, and his lead lawyer calls it 'a victory of all victories.'
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Toronto Sun
3 days ago
- Toronto Sun
Diddy's history of violence influenced judge's decision to keep him locked up for now
Published Jul 03, 2025 • 5 minute read This courtroom sketch depicts Sean "Diddy" Combs sitting at the defense table during his bail hearing in New York on Wednesday, Sept. 18, 2024. Photo by Elizabeth Williams / AP NEW YORK — In rejecting Sean 'Diddy' Combs' release on bail, a federal judge confronted the hip-hop impresario with a disturbing aspect of his criminal case that his lawyers couldn't deny: His history of violence. This advertisement has not loaded yet, but your article continues below. THIS CONTENT IS RESERVED FOR SUBSCRIBERS ONLY Subscribe now to read the latest news in your city and across Canada. Unlimited online access to articles from across Canada with one account. Get exclusive access to the Toronto Sun ePaper, an electronic replica of the print edition that you can share, download and comment on. Enjoy insights and behind-the-scenes analysis from our award-winning journalists. Support local journalists and the next generation of journalists. Daily puzzles including the New York Times Crossword. SUBSCRIBE TO UNLOCK MORE ARTICLES Subscribe now to read the latest news in your city and across Canada. Unlimited online access to articles from across Canada with one account. Get exclusive access to the Toronto Sun ePaper, an electronic replica of the print edition that you can share, download and comment on. Enjoy insights and behind-the-scenes analysis from our award-winning journalists. Support local journalists and the next generation of journalists. Daily puzzles including the New York Times Crossword. REGISTER / SIGN IN TO UNLOCK MORE ARTICLES Create an account or sign in to continue with your reading experience. Access articles from across Canada with one account. Share your thoughts and join the conversation in the comments. Enjoy additional articles per month. Get email updates from your favourite authors. THIS ARTICLE IS FREE TO READ REGISTER TO UNLOCK. Create an account or sign in to continue with your reading experience. Access articles from across Canada with one account Share your thoughts and join the conversation in the comments Enjoy additional articles per month Get email updates from your favourite authors Don't have an account? Create Account Combs' defence lawyers claimed he is a changed man. But Judge Arun Subramanian on Wednesday let the Bad Boy Records founder know that his hopes for freedom soon are slim — even after the jury acquitted him on racketeering conspiracy and sex trafficking charges that could have put him in prison for life. Subramanian's words signaled how he may approach sentencing Combs for his convictions on two lesser prostitution-related charges, which each carry a maximum punishment of 10 years in prison. The judge, citing a now-infamous video of Combs beating a former girlfriend and photographs showing injuries to another ex-girlfriend, made clear that he plans to hold Combs accountable for the years of violence and bullying behaviour that were exposed at his eight-week trial. This advertisement has not loaded yet, but your article continues below. Combs' punishment is Subramanian's decision alone, and the judge will have wide latitude in determining a sentence. While judges often adhere to the federal judiciary's formulaic guidelines meant to prevent disparity in sentences for the same crimes, they are not mandatory. Combs' lawyers want less than the 21 to 27 months in prison that they believe the sentencing guidelines recommend. Prosecutors contend that the guidelines, when properly calculated to include Combs' crimes and violent history, call for at least four to five years in prison. After tentatively setting Combs' sentencing for October, the judge said he is open to a defence request that it happen as soon as possible, with further discussions expected at a conference Tuesday. Your noon-hour look at what's happening in Toronto and beyond. By signing up you consent to receive the above newsletter from Postmedia Network Inc. Please try again This advertisement has not loaded yet, but your article continues below. Combs, his family and his defence team were overjoyed by the verdict, some of them tearing up at the result. Combs pumped his fist in celebration and mouthed 'thank you' to jurors. He hugged his lawyers and, after the jury exited, fell to his knees in prayer. But, by the end of the day, Combs was deflated — his dream of going home after more than nine months in jail thwarted by a judge throwing his own lawyers' words back in their faces. 'We own the domestic violence. We own it,' Subramanian said, reading from a transcript of Combs lawyer Marc Agnifilo's closing argument to the jury last week. 'If he was charged with domestic violence, we wouldn't all be here having a trial, because he would have pled guilty, because he did that.' This advertisement has not loaded yet, but your article continues below. Read More The judge noted the jury had seen a video of Combs viciously attacking then-girlfriend Casandra 'Cassie' Ventura in a Los Angeles hotel in March 2016. He also noted that another former Combs' girlfriend — a woman who testified under the pseudonym 'Jane' — was left with visible evidence of bruises and injuries after Combs hit her repeatedly in June 2024. That was a few months after federal agents raided two of his homes and 'when he should have known that he needed to stay clean.' The judge said that the beating, which Jane said happened before Combs forced her to have a sexual encounter with a male sex worker, was part of the prostitution-related offenses — violations of the federal Mann Act — that resulted in a conviction. This advertisement has not loaded yet, but your article continues below. 'This highlights a disregard for the rule of law and the propensity for violence,' he said. Combs 'working on himself,' lawyer says Agnifilo, who had asked the judge to release Combs on a $1-million bond, insisted to Subramanian that Combs had changed dramatically in the last year. As he pleaded with the judge, Combs sat by his side and scribbled notes on small pieces of paper, occasionally handing them to the lawyer. The attorney said Jane had written a supportive note to get Combs into a domestic violence intervention program. At sentencing, he said, the defence plans to have someone from the program tell the judge how Combs did. 'He is a man who's in the process of working on himself,' the lawyer said. 'He's been a model prisoner.' This advertisement has not loaded yet, but your article continues below. Agnifilo said Combs had 'been given his life back' by the jury and 'would be nothing short of a fool' to do anything to spoil that. RECOMMENDED VIDEO The prospect of a life sentence, the maximum if Combs were convicted of racketeering or sex trafficking, prompted 'all sorts of the darkest conversations one can imagine about what your life could have been and what your life became,' Agnifilo said. But Subramanian was unmoved by what Agnifilo called his 'heart strings' argument. 'Having conceded the defendant's propensity for violence in this way, it is impossible for the defendant to demonstrate by clear and convincing evidence that he poses no danger to any other person or the community,' the judge said. Prosecutors also want violence factored into sentencing Agnifilo indicated the defence will argue at sentencing that Combs' violent acts are not part of the charges for which he was convicted and shouldn't factor into his punishment. This advertisement has not loaded yet, but your article continues below. Assistant U.S. Attorney Maurene Comey made it clear that prosecutors will argue the opposite. Combs is 'an extremely violent man with an extraordinarily dangerous temper,' Comey told the judge Wednesday. He 'has shown no remorse and no regret for his violence toward multiple victims.' Subramanian noted that Combs will be credited for the time he has already served. But by rejecting bail, the judge indicated that he will likely reject a defence request for Combs to be freed in the next year. Witnesses implore judge to keep Combs locked up Deonte Nash, a former stylist for Combs and Cassie who reluctantly testified during the trial, told the judge in a letter that bail would 'send a dangerous message: That wealth and influence can shield someone indefinitely from accountability.' Cassie, through her lawyer, also encouraged Subramanian to keep Combs in jail. 'Ms. Ventura believes that Mr. Combs is likely to pose a danger to the victims who testified in this case, including herself, as well as to the community,' Cassie's lawyer, Douglas Wigdor, wrote. Love concerts, but can't make it to the venue? Stream live shows and events from your couch with VEEPS, a music-first streaming service now operating in Canada. Click here for an introductory offer of 30% off. Explore upcoming concerts and the extensive archive of past performances. World Editorial Cartoons Movies Money News Toronto Maple Leafs
Winnipeg Free Press
3 days ago
- Winnipeg Free Press
A timeline of the rise of Sean ‘Diddy' Combs and his legal troubles
For more than two decades, Sean 'Diddy' Combs was one of hip-hop's most nimble entrepreneurs, spinning his hitmaking talents into a broad business empire that included a record label, a fashion brand, a TV network, deals with liquor companies and a key role in a reality TV show. Then he was charged with forcing, threatening and manipulating two ex-girlfriends into drug-fueled sex marathons, with assistance from a network of associates. Combs denied the allegations and went to trial in a high-stakes federal sex crimes and racketeering case. The trial ended Wednesday with a verdict that his attorneys called a victory: Combs was convicted of prostitution-related offenses but acquitted of higher-level charges of racketeering and sex trafficking. Here is a timeline of major events in his life story: 1990-1999 1990: Combs, then a student at Howard University, gets his start in the music business with an internship at Uptown Records in New York. Dec. 28, 1991: Nine people die at a celebrity basketball game promoted by Combs and the rapper Heavy D when thousands of fans try to get into a gym at the City College of New York. A mayoral report lays part of the blame for the catastrophe on poor planning by Combs. 1992: Combs is one of the executive producers on Mary J. Blige's debut album, 'What's the 411?' 1993: After being fired by Uptown, Combs establishes his own label, Bad Boy, which quickly cuts a lucrative deal with Arista Records. 1994: Bad Boy releases Notorious B.I.G.'s album 'Ready to Die.' Two months later, Tupac Shakur survives a shooting in New York and accuses Combs and Biggie of having prior knowledge of the attack, which they deny. Shakur was later killed in a 1996 shooting in Las Vegas. 1996: Combs is convicted of criminal mischief after he allegedly threatened a photographer with a gun. 1997: Biggie is killed in Los Angeles. Combs, then known as Puff Daddy, releases 'I'll be Missing You' in honor of his dead star. 1998: Combs wins two Grammys, one for best rap album for his debut 'No Way Out' and another for best rap performance by a duo or group for 'I'll Be Missing You' with Faith Evans. Also that year, Combs' Sean John fashion line is founded. April 16, 1999: Combs and his bodyguards are charged with attacking Interscope Records music executive Steve Stoute in his New York office in a dispute over a music video. Combs is sentenced to an anger management course. Dec. 27, 1999: Combs is arrested on gun possession charges after he and his girlfriend at the time, Jennifer Lopez, fled a shooting that wounded three people at a New York City nightclub. Some witnesses tell police Combs was among the people shooting in the club. He is later charged with offering his driver $50,000 to claim ownership of the 9 mm handgun found in his car. 2001-2008 March 17, 2001: Combs is acquitted of all charges related to the nightclub shooting. One of his rap protégés, Jamal 'Shyne' Barrow, is convicted in the shooting and serves nearly nine years in prison. Two weeks after the trial, Combs announces he wants to be known as P. Diddy. (Barrow also later changed his name, to Moses Barrow, and became a parliamentarian in his native Belize). 2002: Combs becomes the producer and star of 'Making the Band,' a talent search TV show. Feb. 1, 2004: Combs performs at the Super Bowl halftime show along with Janet Jackson, Justin Timberlake and others. A week later, Combs, Nelly and Murphy Lee win a Grammy for best rap performance by a duo or group for 'Shake Ya Tailfeather.' April 2004: Combs makes his Broadway acting debut in 'A Raisin in the Sun.' 2005: Combs announces he is changing his stage name to Diddy, getting rid of the P. March 2008: Combs settles a lawsuit brought by a man who claims Combs punched him after a post-Oscar party outside a Hollywood hotel the previous year. In May, Combs is honored with a star on the Hollywood Walk of Fame. 2015-2022 2015: Combs is arrested after a confrontation on the campus of UCLA, where one of his sons played football. Assault charges are later dropped. 2016: Combs launches a Harlem charter school, the Capital Preparatory School. Also that year, he announces he is donating $1 million to Howard University. 2017: Combs is named the top earner on Forbes' list of the 100 highest-paid celebrities, which says he brought in $130 million in a single year. 2018: Kim Porter, Combs' former girlfriend and the mother of three of his children, dies from pneumonia at age 47. 2022: Combs receives a lifetime honor at the BET Awards. 2023-2025 Sept. 15, 2023: Combs releases 'The Love Album — Off the Grid,' his first solo studio project since 2006's chart-topping 'Press Play.' Nov. 16, 2023: R&B singer Cassie sues Combs, alleging that during their decade-plus as a couple, he subjected her to abuse, including beatings and rape. A day later, the lawsuit is settled under undisclosed terms. Combs, through his attorney, denies the accusations. Nov. 23, 2023: Two more women accuse Combs of sexual abuse in lawsuits. Combs' attorneys call the allegations false. Dozens of additional lawsuits follow by women and men who accuse Combs of rape, sexual assault and other attacks. Plaintiffs include singer Dawn Richard, a 'Making the Band' contestant who alleged years of psychological and physical abuse. Combs denies all the allegations. March 25, 2024: Federal agents search Combs' homes in Los Angeles and Miami Beach, Florida. May 17, 2024: CNN airs video that shows Combs attacking and beating Cassie in a Los Angeles hotel hallway in 2016. Two days later, Combs posts videos on social media apologizing for the assault. Sept. 16, 2024: Combs is arrested at his Manhattan hotel. A federal sex trafficking and racketeering indictment unsealed the next day accuses him of using his business empire to coerce women into participating in sexual performances. Combs denies the allegations. His attorney calls it an unjust prosecution of an 'imperfect person.' May 5, 2025: Jury selection begins for Combs' trial. May 12, 2025: A jury is selected and testimony begins in Combs' trial. June 30, 2025: Jury deliberations begin in Combs' trial. July 2, 2025: The jury convicts Combs of two counts of a prostitution-related offense but acquits him of higher-level charges of racketeering and sex trafficking. The outcome significantly reduces the rap mogul's potential prison sentence, which a judge will determine in the months to come. His lawyers unsuccessfully ask for him to be released on bond in the meantime. Combs is visibly relieved by the verdict, and his lead lawyer calls it 'a victory of all victories.'
Winnipeg Free Press
4 days ago
- Winnipeg Free Press
For Sean ‘Diddy' Combs, could a lesser conviction mean a greater public rehabilitation?
For nearly two years, a nearly nonstop parade of allegations and revelations has ravaged and unraveled Sean 'Diddy' Combs' carefully cultivated reputation as an affable celebrity entrepreneur, A-list party host, Grammy-winning artist and music executive, brand ambassador and reality TV star. It culminated in a verdict Wednesday that saw Combs acquitted of the most serious sex trafficking charges, though guilty of two lesser ones. The stratospheric heights of his previous life may be impossible to regain, but the question remains whether a partial conviction could mean a partial public rehabilitation, or if too much damage has been done. 'Combs managed to avoid becoming the next R. Kelly,' said Evan Nierman, CEO and president of crisis public relations firm Red Banyan, referring to the R&B superstar convicted of similar sex trafficking charges as those that Combs beat. Combs, 55, has yet to be sentenced and faces the likelihood of prison time, but he no longer faces the prospect of spending most of the rest of his life behind bars. While the law allows for a prison sentence of up to 10 years, the lawyers in the case said in court filings that guidelines suggest a term that could be as short as 21 months or last more than five years. 'This is a very positive outcome overall for him. And it does give him an opportunity to try to rebuild his life,' Nierman said. 'It won't be the same, but at least he's likely going to be out there in the world and able to move forward.' Moving on from the jokes that 'will haunt him forever' The case had a broad reach across media that made Combs a punchline as much as a villain. Talk shows, 'Saturday Night Live' and social media posters milked it for jokes about 'freak-offs' and the voluminous amounts of baby oil he had for the sex marathons. 'There are definitely terms which have now become part of the popular lexicon that never existed pre-Diddy trial, including things like 'freak-off,'' Nierman said. 'The images that were painted in the trial and some of the evidence that was introduced is going to stick with him for a long time.' Danny Deraney, who has worked in crisis communications for celebrities as CEO of Deraney Public Relations, agreed. 'The jokes will haunt him forever,' Deraney said. Managing public narratives — something Combs has previously excelled at — will be essential. He could cast himself as a tough survivor who took on the feds and came out ahead, or as a contrite Christian seeking redemption, or both. 'It's a powerful thing for the hip-hop mogul to go public and brag that he beat the rap and that the feds tried to come after him and they failed,' Nierman said. 'I could definitely see him leaning into that.' Nierman said the fight 'now will become part of the Sean Combs mythology.' Combs fell to his knees and prayed in the courtroom after he was acquitted Wednesday of sex trafficking and racketeering charges. The moment by all accounts was spontaneous but could also be read as the start of a revival narrative. 'No matter what you're accused of, it's what you do to redeem yourself on the way back,' Deraney said. 'Is he redeemable? Those are still heavy charges he was guilty of. It's tough to say; people have had these charges hanging over their heads and were able to move on.' The long fall Combs has been behind bars since his September arrest and will remain jailed while he awaits sentencing. His long reputational fall began when his former longtime girlfriend and R&B singer Cassie, the criminal trial's key witness, sued him in November 2023, alleging years of sexual and physical abuse. He settled the next day for $20 million, but the lawsuit set off a storm of similar allegations from other women and men. Most of the lawsuits are still pending. The Associated Press does not typically name people who say they have been sexually abused unless they come forward publicly, as Cassie, born Casandra Ventura, has. The revelation last year of a major federal sex trafficking investigation on the day of a bicoastal raid of Combs' houses took the allegations to another level of seriousness and public knowledge. The later revelation that feds had seized 1,000 bottles of baby oil and other lubricant entered the popular culture immediately. Fellow celebrities were called out for past Diddy associations — though no others were implicated in the criminal allegations. The May 2024 leak of a video of Combs beating Cassie in a Los Angeles hotel hallway eight years earlier was arguably just as damaging, if not more, than the initial wave of allegations. It brought a rare public apology, in an earnestly presented Instagram video two days later. Nierman called the video, shown at trial, 'something people aren't just going to forget.' Shortly after Combs' apology, New York City Mayor Eric Adams requested he return a key to the city he'd gotten at a ceremony in 2023. Howard University rescinded an honorary degree it had awarded him and ended a scholarship program in his name. He sold off his stake in Revolt, the media company he'd founded more than a decade earlier. Combs is not about to get the key, or the degree, back. But he could pick up the pieces of his reputation to salvage something from it. Deraney said it may require 'some kind of come-to-Jesus moment where he owns up to it.' 'Really what it's going to come down to is if he goes to prison, will it change him?' Deraney said. 'Has he changed at all during this whole processes? I don't know.'
