Deep Cover

Deep Cover

Host: Pushkin Industries

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.  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.   Lies tend to be fragile, temperamental things. Small ones may flourish, but the big one...

Episodes

Introducing Charlie’s Place: Who Was Charlie Fitzgerald?
01July 20, 2025 11:01pm

Introducing Charlie’s Place: Who Was Charlie Fitzgerald?

Today, we’re sharing an episode of Charlie’s Place, a new podcast that explores the unbelievable true story of Charlie Fitzgerald, a mysterious Black businessman whose nightclub became an unlikely site of integration in 1940s Myrtle Beach. …

Warlords, Espionage, and Disinformation | Introducing Hot Money: Agent of Chaos
02June 29, 2025 11:01pm

Warlords, Espionage, and Disinformation | Introducing Hot Money: Agent of Chaos

In 2020, the Financial Times exposed a 2 billion euro fraud at Wirecard, a high-flying German fintech. Many thought that was the end of the story. But for reporter Sam Jones, it was just the beginning. This season on Hot Money: Agent of Cha…

Rosemarie’s Story
03June 23, 2025 4:00am

Rosemarie’s Story

Rosemarie Coffey helped Sarah Cavanaugh for years. As a community support specialist, her services were paid for by the Wounded Warrior Project. Rosemarie spent countless hours inside Sarah’s home. We wondered - what did Rosemarie see? And …

Seth’s Story
04June 16, 2025 4:00am

Seth’s Story

Seth Cole believed Sarah Cavanaugh was a wounded veteran, seeking healing through creative outlets. He believed her, in part, because that was his reality. Get early, ad-free access to more episodes of Deep Cover: The Truth About Sarah by …

Episode 6: The Defendant
05June 09, 2025 4:00am

Episode 6: The Defendant

As the walls close in, Sarah finds herself alone—abandoned by friends, facing federal charges, and scrambling for a defense. She hires a lawyer, a fellow veteran, to make her case; but the evidence is overwhelming. In our series finale, Jak…

Episode 5: The Wife
06June 02, 2025 4:00am

Episode 5: The Wife

One overlooked detail in Sarah’s story: she was married. Her wife, Nicole, never spoke to the press or the feds. She remained a mystery—until now. Get early, ad-free access to more episodes of Deep Cover: The Truth About Sarah by subscribi…

Episode 4: The Suspect
07May 26, 2025 4:00am

Episode 4: The Suspect

A former Marine and media personality asks questions and publicly challenges Sarah Cavanaugh’s credentials. Behind the scenes, law enforcement is already investigating Sarah; but the surge of media attention forces their hand. Fearing she m…

Episode 3: The Confidante
08May 19, 2025 4:00am

Episode 3: The Confidante

Jess and Jake speak with Sarah and learn about her past life. As a social worker, she really knew how to listen to people. But when Jake and Jess interview two of Sarah's former friends, a darker picture emerges. Get early, ad-free access …

Episode 2: The Poster Child
09May 11, 2025 10:50pm

Episode 2: The Poster Child

In her home state of Rhode Island, Sarah builds her reputation as a celebrated war hero. But as her public profile grows, so do the quiet doubts. Get early, ad-free access to more episodes of Deep Cover: The Truth About Sarah by subscribin…

Episode 1: The Warrior
10May 11, 2025 10:45pm

Episode 1: The Warrior

A mysterious handwritten letter arrives from Sarah Cavanaugh. In it, she asks: What do you think of my crime? Get early, ad-free access to more episodes of Deep Cover: The Truth About Sarah by subscribing to Pushkin+ on Apple Podcasts or P…

Introducing Deep Cover: The Truth About Sarah
11May 05, 2025 5:00am

Introducing Deep Cover: The Truth About Sarah

Sarah was everything people wanted her to be—until she wasn’t.  Deep Cover: The Truth About Sarah is available wherever you get your podcasts. Subscribe to Pushkin+ to binge the entire season, ad-free. Find Pushkin+ on the Deep Cover show …

Introducing Underbelly: Killing Kurt
12April 28, 2025 5:00am

Introducing Underbelly: Killing Kurt

We’re sharing a trailer from season three of the Underbelly podcast: Killing Kurt. Kurt Calabrese grew up in the shadow of his father, Frank “The Breeze” Calabrese Sr., a feared hitman for the Chicago Outfit. In a home ruled by violence and…

Introducing Spotlight: Snitch City
13March 31, 2025 4:00amExplicit

Introducing Spotlight: Snitch City

We’re sharing the first episode of the brand new podcast Spotlight: Snitch City, produced by The Boston Globe's award-winning Spotlight team. In this specific episode, you’ll find yourself on the docks of New Bedford, hearing whispers about…

Episode 4: The Donor
14August 28, 2024 5:00am

Episode 4: The Donor

Amy Gaines McQuade sits down with GOP donor and former Santos supporter Cathy Soref. Then Amy and Jake Halpern discuss some of the most serious charges that George Santos faced, and pled guilty to in federal court. See omnystudio.com/listen…

Episode 3: The Plea
15August 21, 2024 2:22pm

Episode 3: The Plea

George Santos pleaded guilty in federal court this week. Amy Gaines McQuade was in the courtroom. Amy and Jake discuss the proceeding and where things go from here.See omnystudio.com/listener for privacy information.

Episode 2: The Congressman
16August 19, 2024 5:15am

Episode 2: The Congressman

George Santos takes office. His communications director, Naysa Woomer, walks us through her five months with Congressman Santos as she tries to manage the chaos and sort  fact from fiction. Author Mark Chiusano unpacks some of the most comp…

Episode 1: The Campaign
17August 19, 2024 5:00am

Episode 1: The Campaign

George Santos runs for Congress and wins. Then the stories he told on the campaign trail start to fall apart. Semafor’s Kadia Goba wants to figure out where his money is coming from. Saurav Ghosh, of the Campaign Legal Center, finds the San…

Deep Cover: George Santos
18August 15, 2024 5:00am

Deep Cover: George Santos

George Santos, the former Republican Congressman from New York, told a lot of stories about his life and his credentials. Many of which, it turns out, were not true. And now–in just a few weeks–Santos is scheduled to face a criminal trial. …

Unpacking the Verdict
19July 29, 2024 5:00am

Unpacking the Verdict

Jake Halpern speaks with Jerri Williams, former FBI agent and host of the podcast, FBI Retired Case File Review about the case at the center of our series, The Nameless Man. Then, Beth Wilson Devlin, a founding partner at Edge Litigation Co…

Behind the Scenes of The Nameless Man
20July 01, 2024 5:00amExplicit

Behind the Scenes of The Nameless Man

Jake Halpern speaks with James Forman Jr., story consultant on Deep Cover’s fourth season, The Nameless Man. James Forman Jr. is the J. Skelly Wright Professor of Law at Yale Law School, and the author of Locking Up Our Own. We recommend li…

Episode 6: The Verdict
21May 27, 2024 5:00am

Episode 6: The Verdict

Our season finale. What the jury decided and how the verdict sits with the federal agents, jurors, and Wood family today. See omnystudio.com/listener for privacy information.

Episode 5: The Trial
22May 20, 2024 5:00am

Episode 5: The Trial

Witnesses testify. A vigorous defense is mounted. What will the jury decide?See omnystudio.com/listener for privacy information.

Episode 4: The Grand Jury
23May 13, 2024 5:00am

Episode 4: The Grand Jury

An assistant prosecutor in Philadelphia prepares the case to be heard by a grand jury. Is there enough evidence to make an arrest, and bring the case to trial? See omnystudio.com/listener for privacy information.

Episode 3: The Yearning
24May 06, 2024 5:00am

Episode 3: The Yearning

After nearly 20 years with no answers, the Wood family learns that police are investigating a new lead in Aaron’s death. See omnystudio.com/listener for privacy information.

Episode 2: The Confession
25April 29, 2024 5:00am

Episode 2: The Confession

The alleged accomplice confesses. Investigators try to piece together who the victim might be from the scant details he remembers.See omnystudio.com/listener for privacy information.

Episode 1: The Rumor
26April 21, 2024 11:01pm

Episode 1: The Rumor

Two federal agents investigate a rumor about a decades old murder. See omnystudio.com/listener for privacy information.

The Nameless Man: Deep Cover Season 4
27April 10, 2024 6:00am

The Nameless Man: Deep Cover Season 4

How do you solve a murder case when you don’t know who the victim is? Deep Cover: The Nameless Man launches April 22, with new episodes weekly. Subscribe to Pushkin+ to hear the whole season at once. Find Pushkin+ on the Deep Cover show pag…

Camouflage Bias: Part 3
28February 12, 2024 6:00am

Camouflage Bias: Part 3

In 2022, we released a series called Camouflage Bias that told the story of Ronnie Carrasquillo– a man who was loosely connected to a trial we covered in Deep Cover Season Two: Mob Land. At 18 years old, Ronnie was sentenced to 200-600 year…

Camouflage Bias: Part 2
29February 12, 2024 5:55am

Camouflage Bias: Part 2

This episode originally ran in 2022. We’re rereleasing it today along with an update on Ronnie’s story. 2022. After Ronnie Carrasquillo exhausts his appeals, he faces the Illinois Prisoner Review Board. But it seems each time Ronnie comes u…

Camouflage Bias: Part 1
30February 12, 2024 5:50am

Camouflage Bias: Part 1

This episode originally ran in 2022. We’re rereleasing it today along with an update on Ronnie’s story. 1978. A few months after the Aleman trial wraps up, the presiding judge, Frank Wilson, sentences a young man named Ronnie Carrasquillo t…

The Search for Brooke Henson
31April 13, 2023 4:00am

The Search for Brooke Henson

In July of 1999, a young woman named Brooke Henson went missing from Travelers Rest, South Carolina. In this follow up episode to Deep Cover: Never Seen Again, Jake Halpern talks to Ben Ford, the chief of police in Travelers Rest about what…

Deep Cover Live with Emily Bazelon
32March 26, 2023 11:00pm

Deep Cover Live with Emily Bazelon

In this special episode of Deep Cover, recorded live at Littlefield in Brooklyn, host Jake Halpern and his friend and fellow journalist Emily Bazelon (of New York Times Magazine and Political Gabfest) talk all things crime reporting. They t…

Episode 6: A Shared Name
33March 06, 2023 5:00amExplicit

Episode 6: A Shared Name

Esther's past catches up with her, as investigators in South Carolina seek answers about what happened to Brooke Henson. In our season finale, we bring you the latest details on the fates of both women.   See omnystudio.com/listener for pri…

Episode 5: The Searchers
34February 27, 2023 5:00amExplicit

Episode 5: The Searchers

Esther’s sister has been looking for her for nearly a decade without any luck. A US Marshal is brought in to track Esther down. One of them will eventually find her.  Subscribe to Pushkin+ to hear all of Deep Cover Season 3 right now. Find …

Episode 4: A Very Sophisticated Gal
35February 20, 2023 5:00amExplicit

Episode 4: A Very Sophisticated Gal

When Esther flees New York, she inadvertently ignites a media firestorm. Reporters and TV producers rush to tell the story of the Ivy League imposter: the so-called “brazen brunette beauty” and “klepto brainiac.” Unaware of the media circus…

Episode 3: The Imposter
36February 13, 2023 5:00amExplicit

Episode 3: The Imposter

A woman named Esther Reed has been living in New York, but attending college under a different identity: Brooke Henson. When the NYPD tries to learn more, she flees. In this episode, Esther starts to tell her side of the story – and why she…

Episode 2: The Star Man
37February 06, 2023 5:00amExplicit

Episode 2: The Star Man

Detective Jon Campbell wants more information about the woman – at Columbia University – claiming to be Brooke Henson. He enlists the help of the Secret Service to get his hands on a treasure trove of documents. More leads, more aliases, mo…

Episode 1: The Dark Corner
38January 30, 2023 5:00amExplicit

Episode 1: The Dark Corner

Brooke Henson disappears from her home in Travelers Rest, South Carolina. No one can find her. She’s presumed dead. Then, seven years later, police receive a startling tip.  Subscribe to Pushkin+ to hear all of Deep Cover Season 3 right now…

Never Seen Again: Deep Cover Season 3
39January 18, 2023 4:15am

Never Seen Again: Deep Cover Season 3

A small town detective gets a tip that leads him on an epic search.  He believes he's uncovered an imposter. A fraud. A highly-trained chameleon.  A foreign spy.  The federal government gets involved. A nationwide manhunt commences. No one …

Camouflage Bias: Part 2
40September 19, 2022 5:30am

Camouflage Bias: Part 2

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 informa…