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    True Crime

    Deep Cover

    Deep Cover is a show about people who lead double lives. Pulitzer Prize-winning journalist Jake Halpern reveals webs of deception and dark underworlds, through interviews with federal agents and convicted criminals. 

    Deep Cover: The Family Man: Elise and Marissa grew up in a seemingly normal house in the suburbs of St. Louis, but it was a house built on secrets. There were things their father never told them—like how he really made his money. One night, the police showed up, raided their house, and seized boxes of evidence. Hours later, the sisters turned on the TV and saw something surreal: their father’s car, in the aftermath of a police chase. The local news identified him as “The Boonie Hat Bandit.” The girls were stunned. They struggled to accept the truth: Dad had been living a double life. How long had he been lying to them? What had he done? And who, exactly, was their father? Deep Cover: The Family Man is a story about the way parents deceive their children and the crimes a desperate father will commit to save his family. It’s also a story about justice—and the question of what punishment these crimes deserve.


    Deep Cover Presents: Snowball. A special limited series from the Unravel Podcast team at the Australian Broadcasting Corporation. Ollie Wards’ family lost everything after their brush with a charming Californian con woman. As he embarks on a quest to find out how she did it, why she did it, and where she is now, he opens the door on a mystery that spans decades and across continents.

    In the sixth season of Deep Cover: The Truth About Sarah, Jake Halpern and acclaimed investigative journalist Jess McHugh unravel an epic six-year deception that upended lives of countless people. Sarah Cavanaugh was many things: A decorated veteran. A Marine who saved her comrades. A young woman fighting cancer. She was stoic, humble, tough. In short: a hero. Sarah was everything people wanted her to be—until she wasn’t. Turns out, no one knew the real Sarah. Not her comrades. Not her wife. No one. Jake and Jess interview all of the key sources—including Sarah, herself—to tell this sprawling tale.

    Season five covers the rise and fall of George Santos, the former Republican Congressman from New York, and the stories—many of which were not true—he told about his life and credentials.

    Season four, The Nameless Man, tells the epic tale of two federal agents who investigate a rumor about a murder that supposedly took place 15 years prior. It is also the story of a family searching for answers about why their brother was killed. These two storylines collide in a courtroom in Philadelphia, where murder, memory, and morality go on trial.

    Season three, Never Seen Again, tells the story of two women living on opposite sides of the country, who went missing in the summer of 1999. Seven years later, their stories collided when a small town detective got a tip and became convinced that if he could solve one mystery, he’d solve the other.

    Season two, Mob Land, is about a high-rolling lawyer who joins forces with the feds to try to bring down one of the most powerful criminal syndicates in the country.

    Season one, The Drug Wars, tells the story of an FBI agent who goes undercover with a biker gang, and follows a trail of clues that eventually leads to the US invasion of a foreign country.

    Deep Cover drops on Mondays. To hear episodes early and ad-free, subscribe to Pushkin+ in Apple Podcasts or at pushkin.fm/plus.

    iHeartMedia is the exclusive podcast partner of Pushkin Industries.

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    Copyright: © 2026 Pushkin Industries 2025

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    Latest Episodes:
    Camouflage Bias: Part 2 Sep 19, 2022
    Show notes

    2022. After Ronnie Carrasquillo exhausts his appeals, he faces the Illinois Prisoner Review Board. But it seems each time Ronnie comes up for parole, he can’t escape the notoriety of his past.

    See omnystudio.com/listener for privacy information.


    Camouflage Bias: Part 1 Sep 19, 2022
    Show notes

    1978. A few months after the Aleman trial wraps up, the presiding judge, Frank Wilson, sentences a young man named Ronnie Carrasquillo to 200-600 years in prison for murder. But Ronnie’s lawyer claims there's much more to the story.

    See omnystudio.com/listener for privacy information.


    Episode 10: The Witness Mar 14, 2022
    Show notes

    September 1997. Bob’s wiretap evidence culminates in two major trials and the downfall of a mafia kingpin. But was it all worth it for Bob?


    Tickets to my upcoming digital experience on true crime storytelling are on sale at momenthouse.com/dclh

    Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

    See omnystudio.com/listener for privacy information.


    Episode 9: The Vanishing Mar 07, 2022
    Show notes

    November 1989. Bob’s undercover work has some serious consequences for an old friend. His days as an operative end suddenly when he flees Chicago.


    Tickets to my upcoming digital experience on true crime storytelling are on sale at momenthouse.com/dclh

    Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

    See omnystudio.com/listener for privacy information.


    Episode 8: The Big Fish Feb 28, 2022
    Show notes

    April 1989. Bob goes after his most important target: Pat Marcy. But as he works his way up the criminal ladder, he risks being discovered.


    Tickets to my upcoming digital experience on true crime storytelling are on sale at momenthouse.com/dclh

    Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

    See omnystudio.com/listener for privacy information.


    Episode 7: The Philosopher King ft. Michael Imperioli Feb 21, 2022
    Show notes

    December 1988. Bob wires up. He and the FBI set their sights on three targets: a mobbed-up car salesman, a bookie, and… a poet.

    Voice acting in this episode by Michael Imperioli.

    Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

    See omnystudio.com/listener for privacy information.


    Episode 6: The Breaking Point Feb 14, 2022
    Show notes

    February 1986. Bob Cooley represents a bodybuilder who brutally assaulted a female police officer. Then Bob makes a decision that will change his life forever.


    This episode comes out for free on February 14th and is available now for Pushkin+ subscribers.

    Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

    See omnystudio.com/listener for privacy information.


    Episode 5: The Babe in the Woods Feb 07, 2022
    Show notes

    July 1973. Who can stem the tide of corruption in Chicago? In this episode: two attempts to clean up the courts. And where they fell short.


    This episode comes out for free on February 7th and is available now for Pushkin+ subscribers.

    Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

    See omnystudio.com/listener for privacy information.


    Episode 4: The Favorite Son Jan 31, 2022
    Show notes

    July 1942. How did Bob Cooley, an Irish ex-cop from a family of cops and lawyers, become Bob Cooley, criminal defense lawyer and fixer for the Chicago Outfit?


    This episode comes out for free on January 31st and is available now for Pushkin+ subscribers.

    Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

    See omnystudio.com/listener for privacy information.


    Episode 3: The Fix Jan 31, 2022
    Show notes

    May 1977. After a witness decides to speak out, a hitman named Harry Aleman stands trial for the murder of William Logan. Bob Cooley is asked to “handle it.” The case is make-or-break for Cooley’s career, and possibly his life.


    This episode comes out for free on January 31st and is available now for Pushkin+ subscribers.

    Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

    See omnystudio.com/listener for privacy information.


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