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Sean Combs: The last personal assistant and an interview with Joe Tacopina.

June 21, 2025 /

This episode of On Trial covers the Sean Combs racketeering trial, featuring testimony from Brendan Paul, a former assistant, and analysis from defense attorney Joe Takapina.

Brendan Paul testified about his experiences working for Combs, including an incident where he was arrested with cocaine that he claimed belonged to Combs. He discussed the day-to-day operations of Combs' life, revealing details about drugs found in Combs' hotel room and the infamous Gucci pouch containing drugs and cash.

Chloe Malas reported on the prosecution's focus on Paul's phone, which contained messages and photos related to drug use and Combs' lifestyle. Paul stated he was not a drug mule and only bought drugs for Combs a few times.

Joe Takapina provided his perspective on the defense strategy, emphasizing the importance of reasonable doubt and the challenges posed by the prosecution's case. He discussed the implications of the charges against Combs and the potential jury reactions.

The episode concludes with a preview of the upcoming defense case and the ongoing complexities of the trial.

TLDR

Brendan Paul testifies about Sean Combs' drug use and lifestyle, while defense attorney Joe Takapina analyzes the prosecution's case and defense strategy.

Episode

17:16
00:00:00
This is On Trial, a special series from Dateline True Crime Weekly, bringing you daily coverage from the Sean Combs racketeering trial.
00:00:08
He has pleaded not guilty to all the charges against him. I'm Andrea Canning, and it's Friday, June 20th.
00:00:16
Wednesday, court was canceled when one of the jurors got sick, and yesterday, court was dark for the holiday.
00:00:22
Today, the prosecution resumed its case calling Brendan Paul, another Combs' assistant.
00:00:27
He was arrested last spring when federal agents raided Combs' Miami and L.A. properties.
00:00:33
Brendan is one of the last prosecution witnesses, so we have asked celebrity defense attorney Joe Takapina to give us his assessment of the prosecution's case, how the defense has responded, and what to look out for as the defense takes over next week.
00:00:48
That's coming up. But first, NBC News correspondent Chloe Malas was in the courthouse this morning for Brendan's very revealing testimony about Combs' day-to-day life in the past couple of years.
00:01:01
Hey, Chloe. Hey, Andrea. So, Chloe, when these raids happened last March, federal agents searched two of Sean Combs' homes and they stopped him at a private airport in Miami.
00:01:12
What happened there? So they went to go seize phones and other devices from Combs.
00:01:18
his chief of staff, KK, and other employees. And that's when they arrested Brendan Paul,
00:01:23
who was one of Combs' assistants. He had cocaine on him. So, Chloe, he testified that the cocaine belonged to Combs?
00:01:31
So, yes. What we learned today during Brendan Paul's testimony is that he had found some white
00:01:37
powder in Combs' hotel room. And so he put it in his bag and then he went to the airport.
00:01:42
And he forgot, he says, that he had it on him and that when the feds showed up and they went through his bag, he testified that his stomach dropped when they found the drugs.
00:01:54
But he did not throw Combs under the bus in that moment. He said, this all is mine.
00:02:00
Chloe, the seizure of the phones and devices you talked about, it's really important because it's a big reason we've seen so many text messages and voicemails and emails in this case.
00:02:09
What was on Brendan Paul's phone that the prosecution particularly wanted to focus on?
00:02:16
It really gives us, Andrea, an inside look at everything that was going on behind the
00:02:21
seams of Combs' life and how it all worked between the assistants and KK. So there is a photo that we saw today while Brendan Paul was on the stand.
00:02:32
It had ecstasy and something called 2C, which is ketamine in it. This is a photo taken in early 2023 inside Combs' office at his Mapleton home in California.
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And he took this picture because it was left on the desk. And he said that he sent the photo to other assistants to ask, where should I put this?
00:02:53
And you're also seeing text messages between Brendan Paul and drug dealers, as well as other assistants.
00:02:59
We also saw a photo that he had taken of baby oil and Astroglide in some sort of like a cabinet in Combs' home because he was actually sending it to somebody else on the team showing them this is how you organize all of it.
00:03:13
It all comes back to the baby oil in the end though, doesn't it? It does. And the Gucci pouch.
00:03:18
What was in the Gucci pouch? Right. So the infamous Gucci pouch came up again. Yes. So the Gucci pouch, according to different testimony in it, were different types of drugs and cash and that it was either Combs who would be holding this and taking it with him in cars and to these freak offs or also on private planes.
00:03:35
But also it was the job of the assistants to make sure that he always had it. But Brendan testified under cross-examination that he was not a drug mule, that he only bought drugs five to ten times for Combs, that this was not something that he was doing all the time.
00:03:52
And these were not kilos and kilos of drugs. These were small amounts for personal use.
00:03:59
And you really saw Brian Steele trying to hammer home the point that Combs would get more creative while he was working on music while on drugs.
00:04:07
I mean I kept thinking back to like the 1960s and the 70s Andrea of all different types of musicians that were very proudly on all different types of drugs while they were making some of their greatest hits And I not justifying drug use or buying drugs or any of that But Steele also on cross of Brendan Paul said
00:04:25
you really learned a lot, right, from Combs. You enjoyed being around him. And Brendan Paul said, yes, he learned a lot.
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This was a job he really wanted. And Brendan testified that he did other things for Combs as well,
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besides getting drugs for him. Yeah, I mean, everything from packing and unpacking Combs' suitcase.
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Remember, he was a personal assistant. He would go places before Combs got there and set it up.
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And he also talked about working on the Love album that dropped while he was working for Combs.
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But he also did talk about setting up those hotel rooms for freak offs. Brendan testified that he would do all of this in close coordination with Christina KK, who was the chief of staff and with other assistants.
00:05:07
So because of that, there were a lot of group chats that came out of this. Why were those important?
00:05:14
The point of showing these group chats, Andrea, is because the prosecution has maintained that Combs was running a criminal enterprise and using different employees to carry out illegal activity.
00:05:26
And so you saw that KK had oversight into really so much of Combs' life that she was the intermediary between a lot of these assistants and even some of the women that he was dating.
00:05:37
And the big question is, where is KK? And will we see her on the defense next week?
00:05:43
I've heard no. Yeah, I'm so curious about that. Chloe, did Brendan have anything to do with the hotel nights?
00:05:50
He did. he would get the baby oil and he testified the Astroglide and, you know, even buy soup. It seems
00:05:59
like Combs wanted soup in these hotel rooms. And he would sometimes bring professional lighting and
00:06:05
he would also clean up afterwards. But Brendan testified that these were nights that were
00:06:10
personal for Combs. The defense asked if he thought these hotel nights, King nights were
00:06:16
criminal? And he said, no. That's right. And on direct examination, you had the prosecution saying,
00:06:23
OK, so you brought Combs cash on one of these nights? And he said, yes, $5,000. But you don't
00:06:30
have Brendan Paul being able to say what was the cash used for, right? I mean, Combs is a wealthy
00:06:36
man. Wanting $5,000 brought to him is not illegal. Brendan Paul, like another personal assistant who
00:06:43
testified last week, testified that he never saw or heard Jane express that she didn't want to do
00:06:49
these nights. That's right. Brian Steele said, did she ever seem upset afterwards or sorry?
00:06:56
Brendan Paul testified no. He said, did she ever seem like she didn't want to participate in these
00:07:02
nights ahead of it? And he testified no. And Brendan Paul said that he saw Jane after almost
00:07:10
every single hotel night. And again, remember, he was granted immunity to testify. So you would
00:07:16
think that he's telling the truth because he can't be prosecuted for anything he says as long as he
00:07:21
is being honest. Brendan also testified that although he worked a lot of long hours for Combs,
00:07:27
he never resented it. Brendan testified that on one occasion he worked for several nights without
00:07:32
sleep, but that was what Combs and other employees were doing too because they were putting out the
00:07:38
love album. And on redirect, the prosecution asked, how do you feel about Sean Combs?
00:07:44
Some of his final words on the stand were that his feelings toward Combs are complicated.
00:07:48
And I think that's what you're seeing, Andrea, with several of the witnesses. Chloe, last time we talked, there was a issue brewing with juror number seven.
00:07:57
What has happened with that? The judge decided that he can stay after all that hullabaloo and
00:08:03
back and forth, but who knows what's going to happen in the next week or two. All right, Chloe, when we come back, we'll hear from defense attorney Joe Tacopina,
00:08:12
who has represented Michael Jackson and the rappers Meek Mill and A$AP Rocky. We have asked him to join the show today to give us his impression of the job Combs'
00:08:21
stacked defense team has done so far. Welcome back everybody and welcome Joe Thank you for being here Thanks Andrew Thanks for having me Thanks Chloe You getting both of us Wow So Joe to start out with some transparency Combs team approached you to join his defense team right
00:08:47
Yes. I met with Combs a few times in the federal prison. And I declined, obviously, to get involved because of a host of things, timing.
00:08:57
I just came off a six-week trial in Los Angeles with the ASAP Rocky case. and it just wasn't, you know, for me, a case of this magnitude, you know, you need a year
00:09:07
to prepare this properly. At least I do. That's how I do it. But there were some other factors as
00:09:11
well that I'll feed to myself. But listen, you know, I do think it's a defensible case in some
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regards. Others, maybe not so much. But I'm glad I made the decision I made. Let's put it that way.
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Joe, you met with Sean and I realized they were private conversations. Can you give us any insight
00:09:28
into his demeanor? Was he confident, arrogant, desperate, scared? You know, how did he seem?
00:09:35
Not arrogant. I wouldn't say confident or scared, but just, you know, in this vortex of
00:09:43
this maelstrom of stuff coming at him and he knew he was getting ready for it. He seemed to me and he actually said to me that he's a different person now. And I could see that
00:09:52
the guy that we've heard about and looked at and watched was abusive, but he also
00:09:58
said that he goes i was different back then i was someone who i was so jerked up on drugs at all
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times yeah yeah and in prison presumably he does not have access to drugs no he doesn't but the
00:10:11
bottom line is this he is someone who regrets his past contact um so i think you know he understands
00:10:19
what this looks like i also think he understands that you know the day after he allegedly raped
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cassie she sent him a very nice text message that i saw um i think the jury is now saying
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yeah you know that's hard for a jury everyone reacts differently andrea i don't want i mean
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sex crimes prosecutor so i don't want to say here's how you have to react there's no there's
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no blueprint for this stuff right when you're a victim but on the other hand this is all fair game
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why do you think this is something that the feds pursued versus this being in state court with
00:10:52
domestic assault, rape. I mean, there are some things that have been brought up that are not,
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you know, past the statute of limitations. Jane, who testified, she claims domestic violence in
00:11:03
2023. She claims all sorts of things that are recent. What do you think the feds saw when they
00:11:08
looked at Diddy and they looked at this? Diddy. I think they saw Diddy. I think they saw a big
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target, a big prize. Look, here's how you know that's the case. He's charged with the violation
00:11:20
of the Mann Act. The count that actually, if you want to be a legal analyst, pure straight down
00:11:25
Broadway, he's in trouble on that one because it's simply a federal offense to transport prostitutes
00:11:32
over state lines for prostitution. That's it. So he can't get out of that one. Well, he can,
00:11:38
but it's like an antiquated charge. It's like charging out the phone with tax evasion. I mean,
00:11:43
you know, you had Elliot Spitzer, the New York governor who was dead to rights on that. He
00:11:48
admitted he did that. His phone records, his emails, he was finished. He was dead.
00:11:53
The federal prosecutors in the Southern District looked at that case. They didn't charge him.
00:11:56
The violation of the Mann Act is a very, you know, curious charge, just for it that way.
00:12:02
And honestly, factually, there really is no defense. Penny Garagos, in our opening statement,
00:12:07
tried to say, well, but he wasn't paying them for six. He was paying them for their time.
00:12:11
It's the best they can do on the defense side. You know, really what they have to hope for here
00:12:16
is that the jury is like, ah, you know, this is about baby oil, about applesauce on cheeseburgers,
00:12:23
about the most horrific things I've ever seen. But a racketeering enterprise, I do not see.
00:12:29
And I don't think... Isn't that called jury nullification? That's what it's called.
00:12:33
They could go in closings and say, all right, you want to hit him with transportation to engage
00:12:38
in prostitution, then throw all professional athletes in prison, throw a bunch of celebrities
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in prison. What do you suggest that the defense does in closings? You can't say, well, then every other athlete who's done
00:12:52
this and Elliot Spitzer the things I just said you can say that to a jury It not part of the evidence in this case There no evidence that every professional athlete or all this other stuff But you can say it without saying it Well you have to basically say to the jury ladies and gentlemen I think you know what going on here
00:13:06
I think you understand the landscape. Violation of the Man Act. You are the conscience of this community.
00:13:13
Yeah, it's judge, whatever his name is, courtroom. It says it right there on his flag.
00:13:17
But when it comes to what's right in our community, you are the judge of the facts.
00:13:21
When it comes to what was done here was fair, you are the judge of the facts. Don't let anyone tell you how you have to vote on any count, because if you think what was done here was selective, unfair, unjust, then you get the last word.
00:13:34
No one could tell you what your vote has to be. You have to sort of say something like that.
00:13:38
I mean, I just did that. But but there's a way to do it without getting shut down by a judge.
00:13:42
You don't need a federal judge to tell you you're making inappropriate arguments in front of a jury.
00:13:47
So, Joe, as we wind down the prosecution and get ready to start the defense, how would you tackle the defense strategy?
00:13:55
The defense case is a case of reasonable doubt. Let's be real. I mean, it sort of was the same with my ASAP Rocky trial.
00:14:02
And the judge will give an instruction on what a reasonable doubt is. It's a very powerful charge.
00:14:06
And I spent a lot of time in my last trial focusing the jury on the term reasonable doubt and what it really means.
00:14:12
Do you have a doubt based on a reason? If you do, nah, I'm kidding. That's what they have to focus on here. I wouldn't get too bogged down and bring on much of the defense case.
00:14:20
Their defense was through cross-examination, chopping up witnesses, getting inconsistencies brought out, motives brought out, and putting them on the stand.
00:14:28
I understand they're not going to now, thank God. That would have been, first of all, we'd be covering this case until December, number one.
00:14:35
The cross-examination would go on for months. There's just things we can't answer.
00:14:39
And it would take away from all deficiencies in the prosecution case, in my opinion.
00:14:43
When you say reasonable doubt, Karen Reid pops into my head. Sure. Given what we've been through this week. Your best guess. I know every jury is different.
00:14:51
But do you think Diddy could see some prison time? He could and he could not. I mean, I'm not in there. I'm not looking at the jury, although I will tell you, having tried 120 jury trials, when I look at a jury, it's not like you get really any insight.
00:15:06
You just don't. And sometimes more often than not, you get misled by a face or something where you think you're reading something.
00:15:11
Oh, they like me. Oh, they don't like me. That's why I specifically have stopped looking at jurors when I try
00:15:17
cases. I'm lazy focused on what's ahead of me. I can't control what they're thinking other than by
00:15:23
performance. But I think, look, they can clip them on everything. Okay, they can
00:15:27
nail them on everything. And the reason they could is not because I think they've proven a racketeering
00:15:31
enterprise. I don't think they have. I don't think they've proven sex trafficking.
00:15:35
But their goal in this case was in part to get the Druid to hate this guy so much.
00:15:42
And based on the evidence in this case, he's hateable. I mean, he really is. I mean, it's just the way he treated normal people,
00:15:49
let alone his girlfriends. Listen, there's a reason they played that tape like 15 times already.
00:15:55
They're going to play it five more times to their estimation. I mean, that tape is an incident of domestic violence.
00:16:01
Now, they're going to argue it means other things. I understand that. But, you know, you sort of reduce the impact of that.
00:16:07
the power of that tape when you play it over and over and over. The next time a jury sees it, they're going to be like,
00:16:14
okay, here we go again. Some jurors could say, hey, they're overselling their hands here.
00:16:19
You know, that's sort of what I've been doing. Well, we will see. Joe, you are a legendary attorney,
00:16:24
and we are honored that you came on the podcast. We're so appreciative, and you gave us such good insight into this.
00:16:30
Thank you. Thank you so much, David. Thank you very much for having me. Chloe, thank you for having me.
00:16:34
And, okay, guys, we'll speak again. Thank you so much, Joe. Thanks for listening. We'll be back with a new episode on Monday.
00:17:07
of Dateline.

Badges

This episode stands out for the following:

  • 80
    Most shocking
  • 80
    Most controversial
  • 70
    Most intense
  • 70
    Best performance

Episode Highlights

  • Brendan Paul's Testimony
    Brendan Paul reveals shocking details about Combs' drug use and personal life.
    “He had cocaine on him.”
    @ 01m 23s
    June 21, 2025
  • The Infamous Gucci Pouch
    Testimony reveals the contents of Combs' Gucci pouch, linking him to drugs and cash.
    “The Gucci pouch came up again.”
    @ 03m 19s
    June 21, 2025
  • Joe Tacopina's Insight
    Defense attorney Joe Tacopina shares his perspective on the case and Combs' demeanor.
    “He seemed to me... in this vortex of stuff coming at him.”
    @ 09m 35s
    June 21, 2025

Episode Quotes

  • His feelings toward Combs are complicated.
    Sean Combs: The last personal assistant and an interview with Joe Tacopina.
  • I mean, he really is.
    Sean Combs: The last personal assistant and an interview with Joe Tacopina.

Key Moments

  • Prosecution Resumes00:22
  • Brendan's Arrest00:27
  • Revealing Testimony00:49
  • Gucci Pouch Discussion03:19
  • Defense Strategy Insights13:55

Tension Over Time

Words per Minute Over Time

Vibes Breakdown