Dorthy Stratten went from Dairy Queen counter girl to Playboy pinup to murder victim – in just two years. Hugh Hefner called her the next Marilyn Monroe. A major Hollywood director wrote a role in his new film just for her, confident that she would make the leap from centerfold to starlet. But all of that was cut short on August 14, 1980, when a private investigator stumbled upon a brutal murder scene that shook the entertainment industry to its core.

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This week, Jake shares some surprising developments in the Jay-Z case and their ramifications for the ongoing Diddy cases. Plus we hear from you on the Sid and Nancy story, and Jake imagines a better world where hot dogs, coffee and cheap beer cost just one dollar.

Next week, we're bringing you part 2 of our Martin Scorcese story, one that features other legendary directors like Brian DePalma and Steven Spielberg, so we want to know: Who is your favorite filmmaker? Tell Jake at 617-906-6638, [email protected], or on socials @disgracelandpod.

For more great Disgraceland episodes, dive into our extensive archive, including such episodes as:

Episode 39 Led Zeppelin

Episode 41 Iggy Pop

Episode 71 David Bowie

To hear an extended version of the After Party and gain access to this month's exclusive episode on guitar legend Stevie Ray Vaughan, become a Disgraceland All Access member at disgracelandpod.com/membership.

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It has long been believed that punk rock icon Sid Vicious died of a heroin overdose. That is true. However, new evidence suggests that his overly affectionate and increasingly dependent mum gave him a fatal hotshot in a final, maternal act of mercy. Listen to find out why.

To see the full list of contributors, see the show notes at www.disgracelandpod.com.

Who are the most disgraceful couples in music history? Let Jake know at 617-906-6638, [email protected], or on socials @disgracelandpod.

This episode was originally published on February 20, 2018.

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At the end of the 1960s, Sly Stone was at the center of a groundbreaking musical movement that intended to break down barriers of race and genre, all in the service of making people happy. But at the dawn of the 1970s, Sly Stone suddenly was not happy. His L.A. mansion was overrun with cocaine, PCP, guns, and bodyguards. He was strongarmed by the Black Panthers. He thought his own bass player hired someone to kill him. He drew the attention of local law enforcement. Before long, he was crossing paths with cops from coast to coast, busted time and again for drug offenses – including when he went on the lam under a false name and was declared a fugitive from justice.

To see the full list of contributors, see the show notes at www.disgracelandpod.com.

This episode was originally published on April 4, 2023.

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This week, Jake is thinking about the CIA and its role in our culture. Has the CIA played a part not just in political dirty tricks overseas, but also in the music and culture that are part of our daily lives? Plus, We hear about Jake's grandfather, whose dream was to join the CIA, but who was rejected...hmmmm...sounds exactly like the kind of cover story a CIA agent would tell!

Since Valentine's Day is nearly upon us, we're bringing you an episode on one of the most disgraceful romances in music history: Sid Vicious and Nancy Spungen. Jake wants to know: What are the most notorious rock star couples in music history? Tell Jake at 617-906-6638, [email protected], or on socials @disgracelandpod.

For more great Disgraceland episodes, dive into our extensive archive, including such episodes as:

Episode 29 and 30 - The Grateful Dead

Episode 171 - Public Enemy

Episode 194 - Lana Del Rey

Episode 169 - Kobe Bryant

Episode 114 - Charles Manson

To hear an extended version of the After Party, become a Disgraceland All Access member at disgracelandpod.com/membership.

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You know Louis Armstrong, right? Jazz icon? Satchmo? Nice guy from the movies with the trumpet? Did you know he was part of a CIA coup in Africa? Did you know he compelled a President into civil rights action? Did you know Louis Armstrong was controlled by gangsters? There’s a lot to learn about this one-of-a-kind musician in DISGRACELAND.

Louis Armstrong famously served as a "jazz ambassador" for the United States. If you could choose one musical artist to represent America overseas, who would it be? Let Jake know at 617-906-6638, [email protected], or on socials @disgracelandpod.

To listen to Disgraceland ad free and get access to a monthly exclusive episode, weekly bonus content and more, become a Disgraceland All Access member at disgracelandpod.com/membership.

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When it came to music, Miles Davis wasn’t about no safe, tired yesterday bullsh*t. After kicking his heroin addiction, he traded bespoke suits for fringe jackets and spearheaded an experimental blur of jazz and rock, eclipsing his contemporaries with a complete reinvention of himself. But the second act of Miles’ life came fraught with failures and new fixes, including a wrecked Lambo, two broken legs, and a mountain of coke and pills so massive that Miles almost never made it down the other side.

This episode contains themes that may be disturbing to some listeners and includes descriptions of domestic violence.

To see the full list of contributors, see the show notes at www.disgracelandpod.com.

This episode was originally published on May 17, 2022.

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Miles Davis is jazz’s first and only rock star, with the rap sheet to prove it. He did enough cocaine to run down the entirety of 52nd street, and pimped out women when performing wasn’t paying the bills. At one point, his heroin habit was so public that clubs who had once welcomed his brilliant bebop instead froze him out completely. When he wasn’t vying to keep his rightful spot in jazz’s upper echelon, he was doing time at Rikers Island or dodging racist cops on the prowl for any junkie they could find. Miles Davis invented cool, but nearly destroyed himself in the process.

This episode contains themes that may be disturbing to some listeners and includes descriptions of domestic violence.

This episode was originally published on May 3, 2022.

To see the full list of contributors, see the show notes at www.disgracelandpod.com.

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This week, Jake is thinking about Richard Pryor. If Pryor had died after setting himself on fire, would that be the strangest celebrity death of all time? Jake takes a look at some strange celebrity deaths, including Tennessee Williams, William Holden, and more. If you know some strange celebrity death stories, let us know!

On Tuesday we're bringing you an episode on one of the most important musical figures of the 20th century - Louis Armstrong. But we're going beyond his musical and cultural impact to explore some of the other surprising stuff he was mixed up in - the mob, international intrigue, and a whole lot of marijuana. Jake wants to know: Which musician's behavior surprised you the most? Tell Jake at 617-906-6638, [email protected], or on socials @disgracelandpod.

For more great Disgraceland episodes, dive into our extensive archive, including such episodes as:

Episode 108 - Sex Pistols pt 1.

Episode 109 - Sex Pistols pt 2.

Episode 193 - The Replacements (All Access)

Episode 3 - Sam Cooke

Episode 53 - John Denver

Episode 153 - INXS' Michael Hutchence

To hear an extended version of the After Party and hear Jake's thoughts on the Bob Dylan biopic A Complete Unknown, become a Disgraceland All Access member at disgracelandpod.com/membership.

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Richard Pryor was one of the funniest people who ever lived. He elevated stand-up comedy to an art form. But the real life that informed his stand-up – a life of pool halls, brothels, stabbings, shootings, and lots and lots of cocaine – was a source of constant pain. A pain that he managed with a freebase habit so out of control it nearly killed him before he was even 40 years old.

This episode contains themes that may be disturbing to some listeners, including descriptions of domestic violence and suicide. If you're thinking about suicide, or are worried about a friend or loved one, call the Suicide Prevention Lifeline at 800-273-8255.

Which comedian from your childhood cracked you up the most? Why? Let Jake know at 617-906-6638, [email protected], or on socials @disgracelandpod.

To listen to Disgraceland ad free and get access to a monthly exclusive episode, weekly bonus content and more, become a Disgraceland All Access member at disgracelandpod.com/membership.

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