Sean Combs: Listen to Combs’s messages to “Jane.”

Summary

Dateline: True Crime Weekly
Episode: Sean Combs: Listen to Combs’s Messages to “Jane”
Host: Andrea Canning
Release Date: June 10, 2025

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Introduction to the Trial

In this gripping episode of Dateline: True Crime Weekly, host Andrea Canning delves deep into the high-stakes racketeering trial of Sean Combs. Combs, a prominent figure in the music industry, stands accused of sex trafficking, a charge he vehemently denies, pledging not guilty to all allegations. The trial has garnered significant attention, with Andrea providing daily updates and comprehensive coverage of the proceedings.

Andrea Canning [01:03]:
"This is ON Trial, a special series from DATELINE True Crime Weekly bringing you daily coverage from the Sean Combs racketeering trial. He has pleaded not guilty to all the charges against him."

Key Testimonies and Jane’s Emotional Accounts

A pivotal moment in the trial involves testimony from Jane, the second woman alleging victimization by Combs. Over five weeks, Jane has taken the stand, offering harrowing accounts of her experiences. In this episode, Andrea and her guest, NBC News correspondent Chloe Meloss, explore the intense and emotional nature of Jane’s testimony.

Jane’s Relationship with Sean Combs

Jane's testimony paints a picture of a deeply toxic relationship. The prosecution has focused on revealing the manipulative and coercive dynamics between Jane and Combs through text messages and voice notes exchanged during their three-year relationship.

Chloe Meloss [02:14]:
"Jane was on the stand today reading between her and Combs in which she says she doesn't want to do this anymore. She's feeling used she doesn't want to take part in these hotel nights anymore." [02:27]

Exposing the Toxic Relationship Through Evidence

The prosecution has introduced significant evidence in the form of text messages and voice notes to demonstrate the extent of the manipulation and coercion. These pieces of evidence are crucial in illustrating the alleged abuse and the coercive environment Jane endured.

Notable Text Messages and Voice Notes:

1. Text Message Highlight
   Jane expresses her frustration and desire to end the relationship, stating, "I don't want to do this anymore."

2. Voice Note 1:
   Sean Combs [03:25]:
   "Girl, girl, girl, I done sent you flowers already. Ain't nobody talk about that in the past. That's what I'm talking about. You don't know how to just move on."
   (Timestamp: 03:25)

   Andrea Canning [03:47]:
   "Sean Combs tone seems non-threatening. At one point, he says he sounds like that because he just woke up. And he says he sent her flowers."

3. Voice Note 2:
   Sean Combs [04:42]:
   "Ain't nobody threatening you. And I ain't trying to go back and forth with no woman where my life is at right now... You better get on your job."
   (Timestamp: 04:42)

4. Voice Note 3:
   Sean Combs [05:53]:
   "I'm not gonna be explaining to you. It don't matter if I just got finished her the other day. I'm single... You're nuts. So be sad, go crazy, do whatever you want to do."
   (Timestamp: 05:53)

Chloe Meloss [03:57]:
"So he actually doesn't sound too intense. And when you're hearing that juxtaposed to Jane's testimony on the stand, I mean, she sounds incredibly emotional. It definitely could raise some questions with the jurors." [03:57]

Impact of Jane’s Testimony on the Courtroom

Jane’s emotional recounting of the events, especially in response to Cassie Ventura’s civil lawsuit, adds a profound layer to the case. Her reaction to the lawsuit, where she felt she was "reading her own sexual trauma," underscores the depth of her alleged experiences with Combs.

Andrea Canning [07:36]:
"Jane testified that she sent Combs a text about her reaction to the lawsuit, which she read aloud today." [07:36]

Chloe Meloss [07:44]:
"Jane writes, 'I feel like I'm reading my own sexual trauma. I'm sick. It's exactly word for word, drug filled days and nights... I feel very violated. This was sexual exploitation.'” [07:44]

Legal Analysis with MSNBC’s Lisa Rubin

Later in the episode, Andrea and Chloe are joined by Lisa Rubin, an MSNBC legal correspondent, who provides an in-depth analysis of the prosecution’s case. Rubin breaks down the elements required to prove sex trafficking and assesses the strength of the evidence presented so far.

Three Elements of Sex Trafficking:

1. Recruitment or Enticement:
   "Sean Combs knowingly enticed or recruited Cassie or Jane to be involved in these sexual encounters with him." [12:17]

2. Commercial Sex Act Affecting Interstate or Foreign Commerce:
   "The government's done a pretty good job of showing that there was absolutely an impact on the flow of money." [13:17]

3. Coercion through Force, Threats, or Fraud:
   "Coercion doesn't just mean physical harm. It includes creating a scheme intended to cause the victim to believe they would suffer serious harm if they didn’t comply." [14:09]

Lisa Rubin [15:13]:
"It looks less muddy from a legal perspective when you think about what the elements of some of the crimes are here." [15:13]

Rubin emphasizes that while there may not be a single "smoking gun," the cumulative evidence—including repeated abuse, drug use to incapacitate the victims, and the transactional nature of the relationship—builds a compelling case for coercion.

Andrea Canning [17:22]:
"These jury instructions are gonna be really important." [17:22]

Lisa Rubin [17:25]:
"They're gonna be huge. Complicated. Very complicated." [17:25]

Courtroom Dynamics and Inner Circle Insights

The episode also sheds light on the internal dynamics of Combs’s team during a critical moment in the trial. Jane testified about a meeting in Miami where Combs and his team strategized an apology following a widely publicized video incident.

Jane’s Testimony on the Miami Meeting:

Chloe Meloss [09:11]:
"She testified that Sean Combs had something to say about what happened in that hallway." [09:35]

Sean Combs [09:32]:
"My behavior on that video is inexcusable." [09:32]

Jane described how Combs's team sought to manage the fallout from the video, illustrating the pressures and manipulations within his inner circle.

Conclusion and Forward Look

As the trial progresses, Andrea Canning promises more detailed coverage in upcoming episodes, including additional evidence and testimonies that may further elucidate the complexities of the case. The episode concludes with a teaser for future discussions, highlighting the ongoing nature of the trial and the continuous revelations unfolding in the courtroom.

Andrea Canning [17:35]:
"Tomorrow we'll have more of the recordings played during Jane's testimony, including their phone calls right after she read Cassie Ventura's 2023 lawsuit." [17:35]

Final Thoughts

This episode of Dateline: True Crime Weekly provides a compelling and nuanced look into the Sean Combs racketeering trial. Through emotional testimonies, critical evidence, and expert legal analysis, Andrea Canning and her guests offer listeners an in-depth understanding of the case's complexities. The episode underscores the importance of cumulative evidence in legal proceedings and sets the stage for continued coverage of this high-profile trial.

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Stay Updated:
For the latest developments and in-depth analysis from inside the courtroom, subscribe to the NBC newsletter "Diddy on Trial" at nbcnews.com/diddy.

Production Credits:
Produced by Franny Kelly with contributions from the Dateline True Crime Weekly team. Senior Producers: Allison Orr and Liz Brown Karloff. Original Music by Jesse McGinty. Executive Producer: Paul Ryan. Senior Executive Producer: Liz Cole.

Transcript

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[Andrea Canning]

This is ON Trial, a special series from DATELINE True Crime Weekly bringing you daily coverage from the Sean Combs racketeering trial. He has pleaded not guilty to all the charges against him. I'm Andrea Canning and it's Monday, June 9th. Just a heads up. In this episode, we're going to be talking about some graphic details and harrowing subject matter. The start to week five of testimony was overshadowed by a dramatic defense motion over the weekend. The defense accused the prosecution of misconduct and asked for a mistrial, but the judge allowed testimony to continue while he waits for the prosecution's response. Back on the stand for her third day of testimony was Jane, the second woman prosecutors allege was a victim of sex trafficking at the hands of Sean Combs. The prosecution has been asking Jane to read aloud text messages she and Combs sent each other during their three year relationship. They've also played voice notes Combs sent to her and we will play some of them for you on the podcast. NBC News correspondent Chloe Meloss joins us now to tell us what it was like to hear Sean Combs voice in the courtroom. Hey, Chloe.

[Chloe Meloss]

Hey, Andrea.

[Andrea Canning]

Chloe, a lot of Jane's testimony is tough to listen to. These text messages that she's reading and voice notes, you know, between her and Sean Combs that the prosecution is playing, they reveal a very toxic relationship.

[Chloe Meloss]

There are multiple text exchanges. Jane was on the stand today reading between her and Combs in which she says she doesn't want to do this anymore. She's feeling used she doesn't want to take part in these hotel nights anymore. And at one point during her testimony, she's reading a text exchange in which he's calling her crazy and really diminishing her concerns and her feelings. But, I mean, we all. Well, I won't say all, but I've had boyfriends that have made me feel crazy. And I know that this probably strikes a chord with many women out there.

[Andrea Canning]

Yeah. I mean, the question is, you know, what is illegal and legal, you know, when you're talking about a bad boyfriend? And we've asked MSNBC legal correspondent Lisa Rubin to join us a little bit later to answer our questions about that. But, Chloe, first, let's talk about these Combs voice notes. They were entered into evidence so we can actually play them for our listeners.

[Sean Combs]

Girl, girl, girl, I done sent you flowers already. Ain't nobody talk about that in the past. That's what I'm talking about. You don't know how to just move on. How could somebody, like, have a relationship with you, even as a friend, and you don't know how to move on? You go to like, it just goes crazy. Just. Just stop. I'm saying let's move on. And my tone is like this. I'm just waking up.

[Andrea Canning]

Sean Combs tone seems non threatening. At one point, he says he sounds like that because he just woke up. And he says he sent her flowers.

[Chloe Meloss]

Right. So he actually doesn't sound too intense. And when you're hearing that juxtaposed to Jane's testimony on the stand, I mean, she sounds incredibly emotional. It definitely could raise some questions with the jurors because there are several instances, whether it's a text exchange or a voice note in which he's like, okay, fine, you know, you don't have to participate in anything that you don't want to. This was all mutual. You know, we both signed up for some freaky stuff. I think he called it kinky and that. That's all this was. This was not sex trafficking.

[Andrea Canning]

There was another voice note, Chloe, that was played that speaks to these, what Jane calls hotel nights. Others have called freak offs.

[Sean Combs]

Ain't nobody threatening you. And I ain't trying to go back and forth with no woman where my life is at right now. I don't have no time for no games, baby girl. Me and you could be mad. I could have a spat. We could have whatever. Then after that, you better get on your job. That's really. That's all it is.

[Chloe Meloss]

So as you can hear in that voice note, Combs is saying, you better get on your job. Right. And I mean, it makes it very transactional. And I'll leave the legal analysis to Lisa later in the episode.

[Andrea Canning]

Chloe, I just have a question. When he says, you better get on your job, at that point, does the prosecution say he's referring to her doing these hotel nights like that's her job?

[Chloe Meloss]

Yes.

[Andrea Canning]

Wow.

[Chloe Meloss]

Because she has to uphold her part of the deal. Right. So they had this thing called a Love Contract where if she participated in these hotel nights, he was going to pay for two years of her rent of her home in Los Angeles.

[Andrea Canning]

This feels now more like it's, you know, getting to the heart of the charges.

[Chloe Meloss]

Absolutely.

[Andrea Canning]

The last voice note that we're gonna play you is Combs talking about her really being upset that, you know, he's with other women, even though they're in an open relationship. Let's take a listen.

[Sean Combs]

I'm not gonna be explaining to you. It don't matter if I just got finished her the other day. I'm single. I could do whatever the I want to, but I didn't. You're straight flipping out on me. And I told you that you had one more time to do this. You're nuts. So be sad, go crazy, do whatever the you want to do.

[Chloe Meloss]

So I find this to be incredibly interesting. Right. Because jurors could actually take that in a positive way, being like, you know, he's telling her straight. He's not hiding anything. But on the flip side, you could say, well, maybe he's lying and he's gaslighting her and he's making her feel crazy. So there are two ways to look at this, and it's fascinating to get this inside glimpse into what was going on.

[Andrea Canning]

A big moment in court today was when the prosecution asked Jane what her reaction was to Cassie Ventura's civil lawsuit to remind people Jane and Combs were together from 2021 until he was arrested in September 2024. Cassie filed her lawsuit with the allegations of free coughs. In November of 2020 23, Jane got really emotional talking about it.

[Chloe Meloss]

She did, Andrea. And during her testimony, she said that she almost fainted. In fact, I think I did is what she said. When she saw Cassie Ventura's civil suit, she testified that she couldn't sleep, that reading those pages felt like a, quote, nightmare, that she had empathy for Cassie. And it was at that point that there was an objection. And then ultimately a sidebar between prosecutors and Combs legal team. And then when they came back to her, she testified that she couldn't believe that she was reading her own story. So it was an incredibly powerful moment.

[Andrea Canning]

Jane testified that she sent Combs a text about her reaction to the lawsuit, which she read aloud today.

[Chloe Meloss]

Yeah, so I'll read you some of that text message. So Jane writes, I feel like I'm reading my own sexual trauma. I'm sick. It's exactly word for word, drug filled days and nights. She goes on to say, you made me feel crazy about the sex trauma is what I was feeling. I feel very violated. This was sexual exploitation. I immediately looked over at the jurors. Some were feverishly writing notes. Others seemed, you know, a bit disinterested.

[Andrea Canning]

The prosecution asked Jane if she told anyone about how she felt, and she said no.

[Josh Mankiewicz]

So.

[Chloe Meloss]

So Maureen Comey specifically asked her, were you considering a lawsuit or reporting to law enforcement? And Jane testified, no. I was feeling manipulated and violated. And he was the only person I could vent to because I didn't tell anybody about what we had going on because it was a shameful, dark secret of mine. And that is similar to other testimony that we've heard so far during this trial. Andrea, from individuals saying that they were too scared to tell their friends or family or even go to law enforcement.

[Andrea Canning]

Something that happened in court today really gives you a glimpse into Sean Combs inner circle during a very difficult time. The prosecution asked Jane about that hotel hallway video that's come up so much with Cassie. And Jane testified that she was with Sean Combs and his team in Miami when the video aired on CNN last spring. What did she say?

[Chloe Meloss]

It is fascinating. So she testified that it was a very eerie day that she saw Combs huddled with his team and his family. And ultimately they invited her to join this sort of power session with the team. And they were trying to come up with a sincere apology post. So this is before he posts that Instagram apology video.

[Sean Combs]

My behavior on that video is inexcusable.

[Andrea Canning]

Jane testified that Sean Combs had something to say about what happened in that hallway.

[Chloe Meloss]

That's right. So she testified that he told her that this was the only time that he had had physical violence like that with Cassie. He said that they had some issues, that Cassie would hit him. And when asked by the prosecution, did he say he would hit her? Jane testified, I think so, yes.

[Andrea Canning]

What a morning. When we come back, Chloe and I will be joined by Lisa Rubin. She's an MSNBC legal correspondent. And we wanted to talk to her about the case the prosecution is trying to make. How solid does it look.

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[Tom Yamas]

Taking over the helm of NBC nightly news, a 75 year old broadcast. It's a great responsibility.

[Lisa Rubin]

Good evening.

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[Chloe Meloss]

Nightly News with Tom Yamas, evenings on NBC.

[Andrea Canning]

Welcome back, everybody. Hey, Lisa, thank you for joining us.

[Lisa Rubin]

Hi, guys.

[Andrea Canning]

Let's talk about the prosecution's case so far. Last week, Chloe used the words muddy and gray. You, Lisa, have been following this case very closely as well. We're hoping you can help us understand if you agree, you know, does the testimony look kind of muddy from a legal perspective?

[Lisa Rubin]

It looks less muddy from a legal perspective when you think about what the elements of some of the crimes are here. And I'm going to put aside the racketeering charge, Andrea, for a second and focus on the sex trafficking charge. And I think it's important that we like sort of identify what it is that it takes to prove sex trafficking. So the crime of sex trafficking has like three elements according to the jury instructions that the government has proposed. Now, I should also note that Sean Combs has his own set of jury instructions that he's proposed to the court. So the three elements are a person has to knowingly recruit or entice the victim. That's pretty much amply met here. Right? Nobody's questioning that. Sean Combs knowingly enticed or recruited Cassie or Jane to be involved in these sexual encounters with him. Right. Let me go to the third part next, because that's also relatively easy. You have to show that the defendants acts were what they call in or affecting interstate or foreign commerce. And all that really means is that what they were doing was affecting the flow of money. And here the government's done a pretty good job of showing that there was absolutely an impact on the flow of money. Right. And a flow of things of value, not just cash itself to both Cassie and Jane. But also there's been testimony from people in and around Sean Combs professional world, who were involved in setting up the freak offs, cleaning up after the freak offs. They were paid too. And they've testified that it was part and parcel of their jobs to be involved in those ways. It's the second piece here that's really the trickiest. So you have to show that the defendant, meaning Sean Combs, knew or recklessly disregarded the fact that that force, threats of force, fraud or coercion, or any combination of all of those things would be used to cause the victim here, Cassie or Jane, to engage in a commercial sex act. And I think the really interesting thing here turns on what it means to coerce somebody. Because the way that the government describes coercion is it doesn't just mean coercion like somebody would believe that they would be caused physical harm. It means you had a scheme or a plan intended to cause them to believe that if they didn't do a particular act, there would be serious harm to them. And yes, maybe he told her at one point, do your job. But will the jury believe that she was coerced into performing particular sex acts with him? Because if she didn't, she would suffer psychological, financial, reputational harm that is sufficiently serious that a reasonable person in the same situation would do the same thing or continue to do the same thing. Yeah, probably.

[Andrea Canning]

It feels like this is the kind of case that does not have a smoking gun.

[Lisa Rubin]

It doesn't. Although I will say that what is the smoking gun here may be the cumulative nature of the commercial sex acts. Because, for example, again, I'm referring to the government's proposed jury instructions. If the jury has been shown that somebody was repeatedly, physically, verbally or emotionally abused or by the defendant, that can rise to the sort of serious harm that they thought they would suffer or that they feared if they didn't continue to perform the sex acts.

[Andrea Canning]

In the indictment, the prosecutors alleged that Combs knew he was Forcing Cassie Ventura and Jane to have sex with these other men, or at the very least, he was recklessly disregarding the fact that they felt forced. What exactly did they mean by that?

[Lisa Rubin]

Reckless disregard is like literally putting your head in the sand like an ostrich and just not caring what the impact is. So I'll give you one example of what could be the reckless disregard here. Each of these women has testified that at points in time during what Jane calls the hotel stays and what Cassie called the freak offs, they're up for like 30 to 40 hours at a time. That's not human. Right. And they are being given ridiculous amounts of drugs to keep them in a state where they can continue to perform for Sean Combs. That's the kind of stuff that the government is saying. You couldn't have possibly thought that somebody would have consented to that under the circumstances in which it transpired.

[Andrea Canning]

It seems to me what you're saying is that what the prosecution's going for is all the little pieces coming together to create a story for the jury.

[Lisa Rubin]

Yeah. And I think the combination of the different kinds of harms, I think the government is sort of building it up together so that you don't have to find any one of those things individually. But it's that totality of circumstances that a jury can walk away saying, yeah, these people did feel coerced to participate in the freak offs with him. Because if they didn't, here's the panoply of different harms they might suffer.

[Andrea Canning]

Yeah, these jury instructions are gonna be really important.

[Lisa Rubin]

They're gonna be huge.

[Andrea Canning]

Complicated. Very complicated. Thank you, Lisa, for your insight and expertise.

[Lisa Rubin]

Hi, guys. Thanks.

[Andrea Canning]

And thank you, Chloe. We will see you tomorrow.

[Chloe Meloss]

See you tomorrow.

[Andrea Canning]

Tomorrow we'll have more of the recordings played during Jane's testimony, including their phone calls right after she read Cassie Ventura's 2023 lawsuit. Thanks for listening. If you want to read the latest developments and analysis from inside the courtroom, check out the NBC newsletter. Diddy on trial. Go to nbcnews.com diddy to find that. On Trial is produced by Franny Kelly with help from the Dateline True Crime Weekly team. Our senior producers are Allison Orr and Liz Brown Karloff. Original Music by Jesse McGinty. Paul Ryan is executive producer and Liz Cole as senior executive producer of Dateline.

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