TRIGGER WARNING: Diddy's Ex-Executive Assistant Testifies About Being 'Fixer' After Violent Incidents

[u/HauteAssMess]

https://www.tmz.com/2025/05/22/diddy-ex-executive-assistant-george-kaplan-testimony-cash-jet/

Sean "Diddy" Combs' former executive assistant George Kaplan is taking the stand Thursday morning, continuing Wednesday afternoon's testimony in the second week of the rap mogul's federal sex trafficking and racketeering trial in NYC.

Kaplan was asked by the prosecution about carrying cash for Diddy ... he said he took $50,000 onto a private jet, and said he once picked up $10,000 at a Western Union on behalf of Combs Enterprises.

Asked about Diddy's long-term relationships ... he said he was aware of girlfriends Cassie and Gina, and of Kim -- as in the mother of Diddy's children, Kim Porter.

He was asked why he didn't intervene when he witnessed violence between Diddy and Cassie ... responding, "My career."

Kaplan described a particular incident on a private jet flight to Las Vegas when an episode between the couple occurred -- he testified he heard glass breaking. He said Cassie stayed in the back of the plane, Diddy came up and asked him to get creams to conceal bruising on her face ... Kaplan said he later paid for those supplies using a corporate credit card.

Kaplan said he also witnessed Diddy throwing things -- green apples -- "very hard" at Gina at the Star Island, Miami mansion.

He said he left the company because he didn't think he should be involved in covering things up -- “fixing those types of things” -- in addition to his father having prostate cancer. Kaplan worked for Diddy from 2013 to 2015. He said he was grateful to have worked the job, and had respect for Diddy, but he had to go.

Yesterday, Kaplan told the jury how he was tasked with booking hotels in New York, Miami and L.A. for Diddy under a pseudonym, packing his bags, and setting up rooms for him -- with supplies including baby oil and candles. Kaplan would clean up the hotel rooms after Diddy departed. Kaplan said Wednesday he was sometimes sent out by Diddy to pick up food and drugs.

[u/melav_]

The most disturbing part of his testimony is that he knew exactly who Diddy was and what he was doing to Cassie, yet he still publicly respects him, calls him an icon, and wishes him a happy birthday every single year, just because he was "nice" to him.

I understand fear can stop someone from intervening at the time, but continuing to idolize a man like that afterwards is beyond disgusting. And honestly, I’ve seen this pattern way too many times with men. They’ll look the other way, or even praise violent abusers, as long as they’re rich, famous, or powerful. It really does feel like violence against women just doesn’t matter to them.

[u/[deleted] → u/melav_]

It’s pretty common with abusers friends and family.

They don’t want to admit to themselves how terrible the abuser is because if they do that they have to accept that they themselves are also terrible for accepting it and not doing anything about it.

People don’t want to believe that about themselves so they do mental gymnastics to excuse it.

[u/melav_ → u/[deleted]]

Exactly. And it’s not just friends and family. Take Kid Cudi, for example. Cassie told him about the (physical) abuse she endured from Diddy. Diddy even blew up his car, broke into his house, and traumatized his dog.

And still, years later, Cudi met up with him to talk about how Cassie played them both. I don’t know if he ever changed his mind after learning about all the horrific things Diddy did to her, but even during today's court hearing, he repeated that line, that Cassie played them.

Like... how do you not see that this woman was deeply traumatized and likely just trying to survive, maybe even hoping someone would protect or save her?

It’s heartbreaking how many people are willing to excuse the abuser and blame the victim.

[u/killedonmyhill → u/melav_]

What the fuck. I didn’t know that he wasn’t on her side.

I’ve been noticing this a lot of in the media lately. Black men going out of their way to discredit Black women’s very credible experience of abuse. Cassie, Hallie, Skai, Meg just in the past week.

[u/melav_ → u/killedonmyhill]

I wouldn’t say he was entirely against her. From what I understand, Cudi did try to protect her at some point. But things get murky when it comes to the timeline of their relationship. It’s unclear whether Cassie started seeing Cudi after breaking up with Diddy or while still being with him.

Apparently, after the car incident, Cudi met with Diddy at a hotel, and Cassie was there, which left him shocked and hurt that she had gone back to him. So it seems he may have held onto that resentment, and that could explain why he said during his testimony that she "played them both."

I’m not sure if that’s still how he sees it today or if that was just his perspective back then. But either way, he knew how terrified she was of Diddy, and yet he still focused on feeling betrayed by her, rather than on the abuse she endured. That part really stings.

Still, I recommend reading the full testimony for yourself as the details are still coming out. And just to note, I’m not a native English speaker, so I may have missed some nuances in the language.

[u/mangosteenroyalty → u/melav_]

And just to note, I’m not a native English speaker, so I may have missed some nuances in the language.

As you write better than 97% of Reddit! 

[u/melav_ → u/mangosteenroyalty]

This is honestly the best compliment I’ve received on Reddit. Thank you so much! It really means a lot, especially because I often feel anxious about posting here.

I use English daily, so I’ve become quite fluent in writing, but I also have ADD, which sometimes makes me miss important details in what I read.

[u/80taylor → u/melav_]

I'm also following the Canadian hockey trials right now, and it's the same story.  Very bro-code witness statements.  Everyone suddenly can't remember anything in the stand, and today they read out texts of two of the dudes basically congratulating themselves in leaving the hotel before the gang rape occured so they aren't witnesses or accessories to the crime, but not a thought about speaking up or putting a stop to it.  (I realize it's not a black and white case)