Episodes

  • Thursday 5/22 Day 14. Guns, Sex Toys & Trauma Bonds — Diddy’s Mansion Secrets Revealed

    Thursday 5/22 Day 14. Guns, Sex Toys & Trauma Bonds — Diddy’s Mansion Secrets Revealed
    May 22 2025
    Day 14 explodes with bombshell evidence as Homeland Security agents parade Diddy’s arsenal—guns with defaced serials, stashes of drugs, and a gold box of MDMA—before a stunned jury. A top trauma psychologist exposes how abusers trap their victims, while a former assistant spills on secret hotel setups and the wild demands of Diddy’s inner circle. With the courtroom buzzing and Kid Cudi set to testify next, Nate Oliver breaks down every jaw-dropping twist from the most shocking day yet on Did He Do It?

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    8 mins
  • Wednesday 5/21 Day 13. Sex Tapes, Guns & “The Punisher” — Diddy’s World Exposed

    Wednesday 5/21 Day 13. Sex Tapes, Guns & “The Punisher” — Diddy’s World Exposed
    May 21 2025
    Day 13 blows the lid off Diddy’s empire as a former assistant reveals “freak off” secrets, Cassie’s mother testifies about blackmail and bruises, and a male escort known as “The Punisher” details wild, candlelit scenes with Diddy watching from the shadows. Homeland Security agents parade seized guns for the jury, and the courtroom reels from stories of threats, fear, and control. With celebrity names swirling and the gallery packed, Nate Oliver unpacks every jaw-dropping moment from the trial’s most shocking day 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
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    8 mins
  • Tuesday 5/20 Day 12. “People Go Missing” – The Fear Inside Diddy’s Circle

    Tuesday 5/20 Day 12. “People Go Missing” – The Fear Inside Diddy’s Circle
    May 20 2025
    Day 12 explodes with bombshell testimony as Danity Kane’s Dawn Richard and model Kerry Morgan take the stand, exposing the terror and violence at the heart of Diddy’s empire. Richard claims she saw Diddy beat Cassie, threaten witnesses, and rule by fear-while Morgan reveals her own assault and the chilling control Diddy held over Cassie’s life. Celebrity names fly, the courtroom is packed, and prosecutors unveil new evidence of drugs, burner phones, and blackmail. As the defense fights back, Nate Oliver unpacks every jaw-dropping moment from the wildest day 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
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    9 mins
  • Monday 5/19 Day 11. Cassie’s Bombshells & The Danity Kane Reckoning

    Monday 5/19 Day 11. Cassie’s Bombshells & The Danity Kane Reckoning
    May 19 2025
    Week three of the Diddy trial erupts as Cassie Ventura’s harrowing testimony rocks the courtroom and former Danity Kane star Dawn Richard takes the stand with shocking new abuse allegations. From explicit “freak off” revelations and blackmail threats to brutal beatings and celebrity drama, the prosecution’s case against Sean “Diddy” Combs grows darker and more tangled. As new witnesses and digital evidence loom, and the defense fights to paint Diddy as flawed but not criminal, Nate Oliver recaps every jaw-dropping moment from week two and previews the explosive showdowns ahead 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!

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    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
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    11 mins
  • Saturday 5/17 End Of Week 2. Cassie's Final Stand

    Saturday 5/17 End Of Week 2. Cassie's Final Stand
    May 17 2025
    It’s the end of a seismic week in the Diddy trial as Cassie Ventura, eight months pregnant, faces her final, grueling day of cross-examination. The defense bombards her with explicit texts, questions about her past, and accusations of financial motives, while Cassie stands firm, insisting her words masked years of coercion and fear. The courtroom reels as explicit evidence is revealed, new witnesses step forward, and Judge Subramanian keeps a tight grip on the chaos. As the world watches, Nate Oliver unpacks every raw detail and sets the stage for what’s next 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
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    9 mins
  • Friday 5/16 Day 10. Cassie Under Fire

    Friday 5/16 Day 10. Cassie Under Fire
    May 16 2025
    Day 10 of the Diddy trial brings relentless courtroom drama as Cassie Ventura, eight months pregnant, endures a marathon cross-examination. The defense bombards her with explicit texts, questions about her past, and accusations of financial motives, while Cassie stands firm on claims of coercion, violence, and control. Tensions explode over evidence, legal teams clash, and the judge struggles to keep order. Outside, tabloids and social media dissect every salacious detail as the world waits for the next bombshell. Nate Oliver breaks down the rawest moments yet in this gripping episode of Diddy: 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
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    8 mins
  • Thursday 5/15 Day 9. Secrets, Scandals, and Showdowns

    Thursday 5/15 Day 9. Secrets, Scandals, and Showdowns
    May 15 2025
    Day 9 of the Diddy trial erupts with fierce cross-examination as Daniel Phillip faces the defense’s relentless grilling over his “freak off” party testimony. A former personal assistant reveals the secretive, high-pressure world inside Diddy’s camp, including hush money deliveries and Cassie’s visible bruises. Emotions run high in the courtroom, with Diddy’s family shaken and the jury riveted by every detail. Outside, rumors swirl about surprise celebrity witnesses and new evidence. As legal experts debate game-changing testimony and social media explodes, Nate Oliver breaks down all the drama and what’s coming next on Diddy 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
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    8 mins
  • Wednesday 5/14 Day 8. Cassie Breaks Her Silence

    Wednesday 5/14 Day 8. Cassie Breaks Her Silence
    May 14 2025
    Cassie Ventura takes the stand in a dramatic day of testimony that leaves the courtroom-and the internet-reeling. She details years of alleged abuse, control, and the infamous “freak off” parties at the heart of the prosecution’s case against Diddy. The jury watches shocking hotel surveillance footage, while a former stripper testifies about secret encounters and threats. Emotions run high as Diddy’s family reacts and social media explodes with debate. Legal experts weigh in, the defense pushes back, and rumors swirl about surprise witnesses ahead. Nate Oliver breaks down every twist in this can’t-miss episode of Diddy 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
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    6 mins