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From social media trolling to documentary exposés, 50 Cent has been relentless in his takedown of Diddy. Join us as we examine how Curtis Jackson has systematically dismantled Sean Combs through accusations, memes, and business rivalries. Our countdown includes the infamous baby oil meme, vodka wars, and questioning Biggie's legacy. Which moment do you think hit hardest?
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00:00The series is executive produced by Combs' longtime rival, Curtis 50 Cent Jackson and
00:05director Alex Stapleton. Welcome to WatchMojo, and today we're breaking down the long-standing
00:10feud between Curtis 50 Cent Jackson and Sean Diddy Combs, and why 50 may have just come out
00:16on top. Look, if I didn't say anything, you would interpret it as the hip-hop is fine with his
00:24behaviors. For years, 50 Cent has amplified claims that Diddy had knowledge of rap's two most infamous
00:39killings. The thread traces back to 2006, when 50's diss track The Bomb insinuated that Combs knew who
00:45killed Biggie. As new theories emerged, 50 echoed them, most notably ex-LAPD detective Greg Kading's
00:51book and interviews alleging Combs solicited a hit on Tupac. The story that has circulated was that
00:57after Tupac got killed, Puffy allegedly gave the money to Zip, and Zip was supposed to give the
01:07money to Keefy, but he never gave the money to him. But thank God he never gave him the money,
01:13right? Think about it. If he gave the money, Puffy would be in prison now, money for hire.
01:17Later, Dwayne Keefy D. Davis claimed Diddy offered $1 million to kill Shakur,
01:22allegations Diddy has publicly denied, and for which he has never been charged.
01:27The goal wasn't to prove a case so much as to shape perception. By repeatedly referencing and
01:32reposting these accusations, 50 kept Diddy psychologically tethered to two still unsolved
01:37murders in the public imagination.
01:39I guess this means I won't be invited to the white parties in the Hamptons.
01:44Declaring Diddy is, quote, not an artist.
01:46In mid-2010, 50 Cent questioned Diddy's creative credibility in a Hot 93.7 interview.
02:01As Diddy ramped up promotion of his Last Train to Paris album, 50 framed him as a businessman
02:06posing as a musician, arguing that real artists contribute to their own records.
02:11He contrasted Diddy's corporate persona with hip-hop's emphasis on personal authorship,
02:24suggesting Diddy treats rap more like a brand than a craft.
02:28The jab went beyond a routine diss. By labeling Diddy an executive rather than an artist,
02:3350 challenged his cultural legitimacy and implied he had traded creative authenticity for a business
02:38empire.
02:47Accusing Diddy of exploiting the notorious B.I.G.'s legacy.
02:50How do you feel about winning this PGA team?
02:53Oh, man, well, I was having some trouble on the 17th hole, but my man B.I. from up above
02:59came down, talked to me, told me to cool out. I did it. I did it for B.I.
03:04I guess this means more money, more problems for you.
03:08Yeah, I guess so. More money, more problems. It's just the way it is.
03:1250 escalated his feud by launching a petition urging Sean Combs to, quote,
03:16Let Big rest in peace. He accused Diddy of monetizing Biggie's memory, pointing to repeated
03:22name drops, two posthumous releases tied to Combs, and Combs' executive producer credit on the 2009
03:28biopic Notorious. The petition framed Biggie as Diddy's perpetual calling card rather than a legacy
03:34treated with restraint.
03:35Notorious, they got to know that Life ain't always what it seemed to be Words can't express what you mean to me
03:4150 reinforced the attack on Eminem's Shade 45, deriding Combs' persona and alleging he drains
03:48collaborators for clout. The campaign followed hip-hop chatter around J. Electronica's The Ghost of
03:53Christopher Wallace, where Diddy's presence had already sparked debate about Biggie's image.
03:57As an incident, it is quintessential 50, a public petition, radio barbs, and a narrative that
04:04casts Diddy's reverence as opportunism.
04:13Dissing Diddy's Big Homie track
04:15In early 2014, Jackson seized on Combs' comeback single Big Homie as an easy target. The track,
04:29which featured Rick Ross and French Montana, was meant to reassert Diddy's influence
04:33in hip-hop. Instead, it gave 50 fresh ammunition. Appearing on Baltimore's 92Q Jams, he dismissed the
04:41record outright, calling it, quote, garbage, and suggesting Diddy, quote, doesn't even need a record
04:46because he doesn't have one.
04:53The jab wasn't just about one track. It fit neatly into 50's broader narrative of Diddy as a mogul
04:59masquerading as a musician. In ridiculing the song's glossy bravado and polish, 50 cast him as detached
05:06from hip-hop's grit and spirit, a corporate figure chasing credibility instead of earning it.
05:11Vodka Wars and Dissing Ciroc
05:21By the mid-2010s, 50 and Diddy's feud escalated into a full-blown business war. When 50 partnered with
05:34Effin' Vodka in 2014, he immediately went on the offensive against Diddy's Ciroc brand,
05:39using social media to blur the line between marketing and mockery. At one point, he even
05:44claimed to have mailed cases of effin' to Diddy's revolt TV offices as a taunt. Diddy, who had famously
05:50called himself the face of Ciroc, mostly stayed silent, but 50 kept turning up the heat.
05:55The vodka space is crowded, my dude. Not for me, though. If you look at my numbers, 88%
06:01Nielsen Soundscan, a jump. The sales is a huge success with Effin' already. You know, Puff,
06:07she talked to him about it. I tried to tell you, she'd take over, they don't hit me.
06:14Jackson framed their liquor rivalry as proof that he was the sharper businessman,
06:18and the one with better taste. The Vodka Wars became a defining subplot of their long-running feud.
06:23Half-marketing stunt, half-ego contest, and entirely on-brand for both men.
06:49Questioning why Diddy asked him to go shopping.
06:51He says things, he doesn't even know what he's saying is, like, fruity.
06:54You know what I'm saying? Like, he says something fabulous, and he goes, yo, no, we, no, but me and
07:00you, we ain't party. Like, we need to party. What is he talking about?
07:04That's the kind of stuff that when people say that to me, I get a little uncomfortable.
07:08Among 50 Cent's many stories about Diddy, few have been as enduring or as weird as the infamous
07:14shopping anecdote. In interviews and social media posts, 50 has often recalled an early encounter
07:20when Diddy invited him to go shopping together, an offer he says left him uneasy.
07:24I get uncomfortable. Like, he said something to me one time, a long time ago.
07:29At Chris Lighty's wedding, he told me he'd take me shopping. I looked at him like,
07:33what the f***? What'd you just say?
07:35The story first surfaced in a 2010 Breakfast Club interview, and resurfaced repeatedly over the
07:40years. But it went viral again in the wake of Combs' considerable legal troubles.
07:45The moment became a meme, and a perfect example of 50's strategy.
07:49Take an odd, ambiguous interaction and weaponize it through humor.
07:54By retelling it at Diddy's lowest point, he turned a casual anecdote into a long-running
07:59punchline that still circulates in hip-hop culture today.
08:02Let me move, man, before I do something. You're going to make me mess up the wedding.
08:05Oh, that's a nice gesture.
08:07Let me get out of here. No, that's what the guy says to a girl.
08:11Relentless social media trolling during federal raids.
08:14Now to the growing problems for Sean Diddy Combs. Yesterday, we told you how federal agents
08:19searched two of his properties as part of an investigation into alleged sex and drug trafficking.
08:24Today, an updated civil lawsuit makes similar allegations.
08:28When HSI agents raided Combs' Los Angeles and Miami homes on March 25, 2024, Jackson predictably
08:35pounced. Within a day, he was all over Instagram and X with memes, screenshots, and barbed commentary
08:42about the raids and their fallout. He teased a Diddy documentary project and kept up the drumbeat
08:47with Diddy Dunn-style captions and running gags, turning a breaking federal case into content.
08:53As headlines multiplied, and later as indictments and court developments arrived,
08:57he maintained the pressure with mock posters and recurring bits, eventually including the
09:02Diddy Oil meme. In short, Classic 50. He didn't just react, he programmed the moment,
09:09pulling the scandal into his perpetual promo loop.
09:12This is video of Sean Combs yesterday in Miami, shortly after news broke of the raids.
09:19The rapper known as Diddy, seen pacing shortly after federal agents seized his phones at an
09:24airport before a planned trip to the Bahamas.
09:27The baby oil meme.
09:29Nothing wrong playing with it, you know what I mean, as long as it's consensual.
09:31Yeah.
09:32How many people have different habits?
09:34Yeah.
09:35Nothing wrong with that.
09:35As long as it's consensual.
09:36After court filings and testimony noted that agents seized more than 1,000 bottles of baby
09:42oil and lubricant during the March 2024 raids on Diddy's homes, 50 Cent eventually turned
09:47the detail into a running gag. In late September 2024, he posted a mocked up bottle labeled Diddy
09:54Oil, captioned, coming soon, LOL. And the image quickly circulated across social platforms.
09:59My experience with baby oil is you can't use a lot of it, like, that much.
10:03Yeah, yeah.
10:04You know, like, you know, like, it's just not.
10:06What if you're trying to get into a place that's really small?
10:09As freak-off allegations gained steam in filings and in-court testimony,
10:13he doubled down with AI-styled visuals and ad-parody memes, blurring satire and scandal.
10:19It wasn't just clowning, it was calculated branding. By remixing details from a federal case
10:24into shareable content, 50 kept the spotlight on Diddy while amplifying his own voice in the
10:29narrative, keeping the legal saga tightly intertwined with his punchlines.
10:33So what the f*** is the deal, bro? Why'd you need 1,000 bottles of it? I mean, come on.
10:39Well, it's just cheaper if you buy a book, right? Like, I think that's what business is.
10:43Executive producing Sean Combs' The Reckoning.
10:46We have to find somebody that'll work with us that has dealt in the dirtiest of dirty business.
10:51We're losing.
10:52In late 2025, 50 escalated the feud from memes to mainstream by executive producing Netflix's
10:59four-part Sean Combs' The Reckoning. The series mixes new interviews with accusers,
11:04former associates, and industry insiders with never-before-seen hotel room footage of Combs
11:09shot days before his 2024 arrest. Jackson has framed his involvement as accountability,
11:15saying the story needed to be told even if others in hip-hop were reluctant to engage.
11:19Now Combs' lawyers are demanding Netflix pull the series, threatening legal action, claiming Netflix
11:25is using stolen footage that was never authorized for release as part of what they call a shameful
11:31hit piece. The series also sparked backlash. Combs' camp blasted it as a, quote, shameful hit piece,
11:37and raised objections about certain footage, while Netflix and director Alex Stapleton defended their
11:42sourcing. Whatever your view, the doc cemented 50's transformation from sideline troll to a
11:48principal narrator of Diddy's downfall.
11:51Everything in life, you're going to have people that are bad and people that are good.
11:55You have to choose your side.
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12:13Claiming ABC interview was for Diddy to watch in prison.
12:16You're a public person as well, and there was one instance in Harlem,
12:21and his reaction when those people...
12:23Went away.
12:24Went away.
12:25Got in the car and said, ugh, I feel like I need to watch. Like, I'm dirty.
12:28That was... It showed you his character.
12:32Is that the... Was that the reason for including it?
12:34Yeah. I mean, it is... What's the odds that you would do that if I'm out of the camera?
12:38In December 2025, 50 Cent gave a high-profile interview to ABC's Good Morning America to
12:44promote his Netflix docu-series. After it aired, he turned the appearance itself into another jab at
12:51Diddy, posting online that he had chosen ABC because it was, quote,
12:54one of the few stations they're allowed to watch in prison.
12:57What they consider a pre-existing beef, right, for 20 years, right, is me being uncomfortable
13:02with him suggesting that he takes me shopping or... I looked at it like he was...
13:09Like, it was like a tester. Like, maybe you'll come play with me type of thing, right?
13:15The post instantly went viral, with fans calling him a menace and outlets confirming the quote
13:20came directly from 50's verified social media. Whether he meant it literally or as pure trolling
13:25hardly mattered. It was 50's trademark mix of humor and cruelty, an act of psychological warfare aimed
13:32squarely at his longtime rival.
13:34I believe Cassie's a victim in all this because she came in as such... She's like 18,
13:39like 19 years old in the very beginning. After a while, over time, you're conditioned for it.
13:44What do you think of the 50 Cent Diddy beef? Has 50 finally come out on top?
13:48Be sure to let us know in the comments below.
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