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20/20

Bad Rap: Me & U

20/20

ABC News

True Crime

3.87.3K Ratings

🗓️ 9 April 2025

⏱️ 53 minutes

🧾️ Download transcript

Summary

Today, we're bringing you episode three of the latest podcast from 20/20 and ABC Audio, "Bad Rap: The Case Against Diddy." In this episode, Diddy signs a young singer with a hit single who’s on the fast track to fame. Cassie Ventura reportedly agrees to a 10-album deal. They become romantically involved and Cassie’s career flatlines, leaving fans wondering why she only released one studio album. We chart their decade-long relationship -- from the glamorous red carpet appearances to allegations of hidden abuse. A warning that this episode includes discussion of sexual violence and abuse. If you or someone you know is a victim of domestic violence, please call the domestic violence hotline at: 1-800-942-6906 or go to https://www.thehotline.org. Remember, you can catch new episodes of "Bad Rap: The Case Against Diddy" early by following the show on Apple Podcasts, Spotify, Amazon Music, or wherever you listen to podcasts. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0

It's Deborah Roberts here to bring you another weekly episode of Bad Rap, The Case Against Diddy.

0:06.8

Remember, you can catch new episodes a day early if you follow Bad Rap, The Case Against Diddy on Apple Podcasts, Spotify, Amazon Music, or wherever you listen to podcast.

0:18.3

And now, here's our next episode.

0:23.1

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0:28.3

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0:33.3

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0:38.4

From startups to scaleups, online, in person, and on the go. Shopify is made for entrepreneurs like you.

0:45.4

Sign up for your $1 a month trial at Shopify.com slash setup.

0:51.1

A warning. This episode includes discussion of sexual violence and abuse, so please take care when listening.

1:01.4

In 2006, more than a dozen people sat around a long conference table scattered with water

1:07.2

bottles and shiny folders, emblazoned with a bad boy logo. This was the era of flip phones and DVDs, so people glanced at paper handouts inside their folders

1:17.6

as they scribbled down notes in actual notebooks.

1:21.6

Sean Diddy Cones had gathered everyone to tell them about a new artist he'd signed to his Bad Boy Records

1:28.1

label. Diddy was in the middle of a successful run with Danny Kane on his MTV show

1:34.0

making the band, and he was getting ready to release the debut album of Atlanta rapper Young Jock.

1:40.6

But Diddy wasn't happy with the label's recent performance. He said publicly that he was

1:45.6

trying to get things back on track, so now he had another up-and-coming artist he wanted

1:50.8

everyone in the room to meet. Cassie Ventura. That day, she wore her long, dark hair

1:57.4

tucked behind her ears and big gold hoop earrings.

2:03.6

She dressed casually with little to no makeup.

2:06.0

Combs was in his late 30s.

2:11.6

He sat at the head of the conference table while 19-year-old Cassie was at the other end.

...

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