June 3, 2025

Tuesday 6/3 Day 22. “Brainwashed by Fear” — Mia’s Final Stand and Diddy’s Hotel Secrets

Tuesday 6/3 Day 22. “Brainwashed by Fear” — Mia’s Final Stand and Diddy’s Hotel Secrets

Day 22 delivers a courtroom marathon as Mia, Diddy’s ex-assistant, endures a brutal cross-examination and reveals the psychological warfare behind her years of silence. Hotel managers and forensic experts expose the aftermath of Diddy’s wildest nights—aliases, trashed suites, and surveillance footage of violence. With the prosecution hinting at new bombshell witnesses and the defense ready to strike back, Nate Oliver unpacks every emotional twist, celebrity ripple, and looming showdown as the Diddy trial barrels toward its most pivotal week yet on Did He Do It?

Unlock an ad-free podcast experience with Caloroga Shark Media! Get all our shows on any player you love, hassle free! For Apple users, hit the banner on your Apple podcasts app. For Spotify or other players, visit caloroga.com/plus. No plug-ins needed!

Subscribe now for exclusive shows like 'Palace Intrigue,' and get bonus content from Deep Crown (our exclusive Palace Insider!) Or get 'Daily Comedy News,' and '5 Good News Stories’ with no commercials! Plans start at $4.99 per month, or save 20% with a yearly plan at $49.99. Join today and help support the show!


We now have Merch!  FREE SHIPPING! Check out all the products like T-shirts, mugs, bags, jackets and more with logos and slogans from your favorite shows! Did we mention there’s free shipping? Get 10% off with code NewMerch10 Go to Caloroga.com


Get more info from Caloroga Shark Media and if you have any comments, suggestions, or just want to get in touch our email is info@caloroga.com































Join the Celebrity Trials community on social media! We're building a passionate group of true crime enthusiasts who love diving deep into the most shocking cases in America.

Follow us on Facebook and Instagram by searching "Celebrity Trials Podcast" on either platform. You'll get exclusive behind-the-scenes content, breaking news updates on cases we're covering, and early alerts when new episodes drop. Our social media is where Reid Carter's hottest takes live, including reactions that don't make it into the show.


But more importantly, it's where YOU come in. Share your theories, debate the verdicts, and connect with fellow listeners who are just as obsessed with justice as you are. Did the jury get it right? What questions do you still have? Your comments and insights often shape future episodes.


We cover the trials that matter, but our community makes the conversation unforgettable. Come for Reid's signature cynical commentary, stay for the incredible discussions with thousands of true crime fans who get it.


WEBVTT

1
00:00:00.120 --> 00:00:04.280
Warning. This episode contains references to sexual situations that may

2
00:00:04.320 --> 00:00:12.439
be disturbing to some listeners. Please proceed with caution. Callaroga

3
00:00:12.519 --> 00:00:22.600
Shark Media Welcome back to Did He Do It? The

4
00:00:22.719 --> 00:00:26.160
Daily podcast bringing you every raw, unfiltered detail from the

5
00:00:26.160 --> 00:00:32.520
Sean Dittycomb's sex trafficking and racketeering trial. I'm Nate Oliver

6
00:00:32.719 --> 00:00:36.240
outside the Manhattan Federal Courthouse on Tuesday morning, June third

7
00:00:36.280 --> 00:00:39.079
day twenty two of this high stakes legal drama, and

8
00:00:39.159 --> 00:00:42.880
after yesterday's marathon session, the tension here is thicker than ever.

9
00:00:43.840 --> 00:00:48.320
Monday's proceedings were a masterclass in both legal brinkmanship and

10
00:00:48.399 --> 00:00:52.479
the raw emotional fallout of years spent inside Ditty's orbit.

11
00:00:53.320 --> 00:00:56.880
The day began with the prosecution concluding the testimony of Mia,

12
00:00:57.280 --> 00:01:00.359
whose eight years as Ditty's personal assistant have become a

13
00:01:00.399 --> 00:01:04.439
focal point in the government's case. The defense's cross examination

14
00:01:04.560 --> 00:01:08.040
was relentless as Attorney Brian Steele tried to chip away

15
00:01:08.040 --> 00:01:12.359
at MIA's credibility, painting her as a disgruntled ex employee

16
00:01:12.359 --> 00:01:15.519
who only came forward after receiving a financial settlement and

17
00:01:15.599 --> 00:01:20.359
seeing Cassie Ventura file her own explosive lawsuit. Steele pressed

18
00:01:20.400 --> 00:01:23.760
Mia on every detail of her relationship with Ditty. He

19
00:01:23.879 --> 00:01:26.040
grilled her about why she stayed so long in a

20
00:01:26.120 --> 00:01:30.640
job she described as toxic and terrifying, why she continued

21
00:01:30.640 --> 00:01:34.239
to send Ditty friendly texts and birthday wishes, and why

22
00:01:34.280 --> 00:01:37.959
she sometimes posted praise for him on social media. Mia,

23
00:01:38.079 --> 00:01:41.159
holding back tears but never wavering, told the jury that

24
00:01:41.200 --> 00:01:45.239
her public displays of loyalty were a survival tactic. It's

25
00:01:45.280 --> 00:01:49.799
called psychological abuse, she said. You do what you have

26
00:01:49.879 --> 00:01:53.079
to do to stay safe. You play along, you keep

27
00:01:53.120 --> 00:01:55.519
your head down, and you hope he doesn't turn on you.

28
00:01:56.640 --> 00:02:00.280
She described being brainwashed living in a world where Didy's

29
00:02:00.280 --> 00:02:03.599
approval was everything and where the threat of being blacklisted

30
00:02:03.599 --> 00:02:07.920
from the industry loomed over every decision. Steele also hammered

31
00:02:08.000 --> 00:02:11.719
Mia about her four hundred thousand dollars severance payment, suggesting

32
00:02:11.759 --> 00:02:16.080
that her claims of abuse were financially motivated. Mia insisted

33
00:02:16.120 --> 00:02:19.520
the settlement was about wrongful termination, not hush money. She

34
00:02:19.639 --> 00:02:22.759
explained that she never mentioned the alleged sexual assaults during

35
00:02:22.759 --> 00:02:27.520
negotiations because she was terrified of retaliation. I was scared

36
00:02:27.560 --> 00:02:32.840
for my life, my career, my reputation. She said he

37
00:02:32.840 --> 00:02:36.400
could destroy me with a single phone call. On redirect.

38
00:02:36.439 --> 00:02:39.759
The prosecution gave Mia the chance to explain why she

39
00:02:39.960 --> 00:02:43.159
never went to police or even considered reporting Ditty anonymously.

40
00:02:43.879 --> 00:02:48.479
She described the omnipresent fear that kept her silent, nobody around,

41
00:02:48.479 --> 00:02:51.080
bad At and I. She said, he was still praised

42
00:02:51.080 --> 00:02:54.719
by everyone around him and the public. Mia testified that

43
00:02:54.759 --> 00:02:57.240
she only found the courage to speak out once she

44
00:02:57.360 --> 00:03:00.919
saw Ditty facing real accountability in the media and in court.

45
00:03:01.960 --> 00:03:05.240
When I started witnessing him being held accountable for his actions,

46
00:03:05.960 --> 00:03:09.639
that's when the moral obligation came to my mind, she said.

47
00:03:10.759 --> 00:03:14.599
The prosecution highlighted how Ditty's power and celebrity status made

48
00:03:14.639 --> 00:03:17.479
it nearly impossible for Mia or anyone else in his

49
00:03:17.520 --> 00:03:21.560
circle to escape or seek help. MIA's testimony also gave

50
00:03:21.680 --> 00:03:24.840
jurors a window into the psychological toll of working for Ditty.

51
00:03:25.599 --> 00:03:29.039
She described a world of sleep deprivation, drug fueled chaos,

52
00:03:29.120 --> 00:03:32.879
and constant fear. She told the jury about being screamed at,

53
00:03:33.360 --> 00:03:36.719
forced to work days without rest, and threatened with financial

54
00:03:36.759 --> 00:03:39.840
ruin if she ever left. Mia painted a picture of

55
00:03:39.879 --> 00:03:43.479
a workplace where loyalty was enforced through fear, and where

56
00:03:43.520 --> 00:03:46.560
even those who wanted to leave felt trapped by NDAs

57
00:03:46.680 --> 00:03:50.520
and the threat of retaliation. The prosecution then shifted to

58
00:03:50.560 --> 00:03:53.800
the business side of Ditty's world, calling Beverly Hills Hotel

59
00:03:53.840 --> 00:03:57.120
director of sales and Marketing Sylvia Oaken to the stand.

60
00:03:57.919 --> 00:04:01.680
Oaken testified about Ditty's use of alien like Frank Black

61
00:04:01.719 --> 00:04:05.120
to bookrooms, and jurors saw hotel bills that included hefty

62
00:04:05.199 --> 00:04:09.120
charges for oil damage. Echoing previous testimony about the aftermath

63
00:04:09.159 --> 00:04:13.800
of Ditty's infamous freak off parties, Oakin described how Ditty

64
00:04:13.840 --> 00:04:17.439
and his entourage would frequently request suites with multiple connecting rooms,

65
00:04:17.959 --> 00:04:20.920
and how housekeeping staff would often find rooms trashed after

66
00:04:20.959 --> 00:04:24.639
his stays, with broken furniture, stained linens, and evidence of

67
00:04:24.680 --> 00:04:28.800
wild parties that required deep cleaning and repairs. Other hotel

68
00:04:28.839 --> 00:04:31.319
staff took the stand to describe the logistical nightmare of

69
00:04:31.319 --> 00:04:35.600
accommodating Ditty's demands. One manager recalled how Ditty's team would

70
00:04:35.600 --> 00:04:39.279
sometimes book entire floors for privacy and how staff were

71
00:04:39.279 --> 00:04:42.240
given strict instructions not to disturb him or his guests.

72
00:04:43.199 --> 00:04:47.439
Another testified about the aftermath of one particularly raucous weekend

73
00:04:48.279 --> 00:04:51.240
there was wax on the carpets, oil on the sheets,

74
00:04:51.240 --> 00:04:55.160
and the entire room smelled like a nightclub. The prosecution

75
00:04:55.399 --> 00:04:57.759
used these details to reinforce the image of a man

76
00:04:57.959 --> 00:05:02.360
who operated above the rules, whose celebrity insulated him from consequences,

77
00:05:02.920 --> 00:05:06.240
and whose private excesses were legendary even in the luxury

78
00:05:06.279 --> 00:05:11.279
hotel world. A forensic video analyst, Frank Piazza, also took

79
00:05:11.360 --> 00:05:15.720
the stand to authenticate the twenty sixteen Intercontinental Hotel surveillance

80
00:05:15.759 --> 00:05:20.319
footage showing Ditty assaulting Cassie Ventura. The jury watched the

81
00:05:20.399 --> 00:05:24.600
original unedited version, which the prosecution argues is a crucial

82
00:05:24.639 --> 00:05:27.759
piece of evidence showing Ditty's pattern of violence and control.

83
00:05:28.480 --> 00:05:32.879
Piazza explained the technical process of verifying the footage's authenticity,

84
00:05:33.480 --> 00:05:35.639
and the jury was able to see the sequence of

85
00:05:35.680 --> 00:05:39.439
events in real time. The defense, meanwhile, tried to cast

86
00:05:39.639 --> 00:05:44.160
doubt on the video's context, suggesting it was misleading or manipulated,

87
00:05:44.519 --> 00:05:46.519
but the judge allowed the jury to see the footage

88
00:05:46.560 --> 00:05:49.600
in full. As the day wore on, the emotional toll

89
00:05:49.680 --> 00:05:53.000
was visible on everyone in the courtroom. Mia after hours

90
00:05:53.040 --> 00:05:57.079
of testimony, was visibly drained. The jurors too seemed shaken

91
00:05:57.120 --> 00:05:59.639
by the graphic descriptions and the mounting evidence of a

92
00:05:59.639 --> 00:06:03.560
world ruled by fear and secrecy. Ditty, for his part,

93
00:06:03.920 --> 00:06:08.399
remained stonefaced, conferring quietly with his attorneys and rarely looking

94
00:06:08.480 --> 00:06:19.120
up from the defense table. More in a moment outside

95
00:06:19.160 --> 00:06:23.160
the courtroom, the trial's cultural impact continued to ripple. President

96
00:06:23.240 --> 00:06:25.399
Donald Trump was asked if he would consider a pardon

97
00:06:25.399 --> 00:06:28.319
for Ditty if convicted, and said he would certainly look

98
00:06:28.319 --> 00:06:32.759
at the facts. Meanwhile, Rapper fifty Cent, Ditty's longtime rival,

99
00:06:32.839 --> 00:06:36.839
publicly vowed to oppose any clemency. The parade of celebrities

100
00:06:36.879 --> 00:06:41.839
named in testimony, including Whitney Houston, Mariah Carey, Leonardo DiCaprio,

101
00:06:42.399 --> 00:06:46.959
Jennifer Lopez, Brad Pitt, and Mike Myers, underscored just how

102
00:06:47.000 --> 00:06:50.360
far Ditty's reach once extended and how far the fallout

103
00:06:50.360 --> 00:06:53.120
from this trial may go. As we look ahead to

104
00:06:53.120 --> 00:06:56.680
today's proceedings, the prosecution is expected to call at least

105
00:06:56.720 --> 00:07:00.879
one more key witness, possibly another former assistant or an

106
00:07:00.879 --> 00:07:04.519
expert on trauma and coercion, to further tie together the

107
00:07:04.560 --> 00:07:07.959
stories of Cassie Mia and Capricorn Clark. There is also

108
00:07:08.079 --> 00:07:11.279
speculation that the government will introduce new evidence about Ditty's

109
00:07:11.279 --> 00:07:16.240
alleged attempts to influence or intimidate other witnesses, including payments

110
00:07:16.319 --> 00:07:20.360
or communications after lawsuits were filed. The prosecution may also

111
00:07:20.399 --> 00:07:23.199
bring in digital forensics experts to walk the jury through

112
00:07:23.399 --> 00:07:27.319
phone records, emails, and encrypted messages that show the extent

113
00:07:27.319 --> 00:07:30.439
of Ditty's efforts to control and monitor those around him.

114
00:07:30.720 --> 00:07:33.800
Court watchers are bracing for more fireworks as the government's

115
00:07:33.879 --> 00:07:38.040
case nears its conclusion. The judge has signaled that closing

116
00:07:38.160 --> 00:07:41.399
arguments could come as soon as next week. If the

117
00:07:41.439 --> 00:07:45.240
prosecution wraps up ahead of schedule. The defense is expected

118
00:07:45.240 --> 00:07:49.120
to call its own witnesses, possibly including former employees who

119
00:07:49.160 --> 00:07:52.360
stayed loyal to Ditty and experts who will argue that

120
00:07:52.399 --> 00:07:57.879
the prosecution's case is built on exaggeration and opportunism. There

121
00:07:57.959 --> 00:08:01.360
is also growing anticipation about what there any more celebrity

122
00:08:01.360 --> 00:08:04.839
witnesses will be called, or if the prosecution will rest

123
00:08:04.920 --> 00:08:08.560
with the testimony it has already laid out. The defense, meanwhile,

124
00:08:08.639 --> 00:08:11.959
is preparing to go on the offensive, likely focusing on

125
00:08:12.079 --> 00:08:16.040
undermining the credibility of Ditty's accusers and arguing that his world,

126
00:08:16.279 --> 00:08:21.000
while wild and sometimes violent, was ultimately consensual. They are

127
00:08:21.040 --> 00:08:25.519
expected to highlight inconsistencies and witness statements, question the motives

128
00:08:25.519 --> 00:08:28.439
of those who accepted settlements, and bring in their own

129
00:08:28.519 --> 00:08:32.759
experts to challenge the prosecution's narrative. That's where we stand

130
00:08:32.759 --> 00:08:36.360
as day twenty two begins. The stakes are higher than ever,

131
00:08:36.399 --> 00:08:38.919
and every word in that courtroom could tip the scales.

132
00:08:39.720 --> 00:08:43.879
I'll be back tomorrow with every new revelation, every legal twist,

133
00:08:44.440 --> 00:08:48.000
and every rumor from inside and outside the courthouse. I'm

134
00:08:48.080 --> 00:08:53.399
Nate Oliver, and this is Did He Do It? This

135
00:08:53.519 --> 00:08:55.879
episode of Diddy Did He Do It? Was produced by

136
00:08:55.879 --> 00:09:00.320
Mark Francis and John McDermott for Kalaroga Shark Media. AI

137
00:09:00.320 --> 00:09:02.000
production assistance may have been used