Letters from Sing Sing

NBC News Studios

24 episodes listed below

Listen to the show on

A wrongful conviction, followed for years.

The gist

Letters from Sing Sing is a measured true-crime investigation built from prison visits, legal records, taped calls, and years of reporting. It centers JJ’s fight for freedom while tracing how eyewitness testimony, withheld information, and institutional resistance can shape a life sentence.

PRESS PLAY

Find your next episode

All episodes

About Letters from Sing Sing

Letters from Sing Sing is true crime shaped by time, not spectacle. Dan Slepian follows JJ’s wrongful conviction through many years of reporting, returning again and again to the evidence, the people, and the silence around the case. The series begins with a prison letter and becomes a record of persistence. Its central question is not only whether JJ was innocent, but how a system could keep moving after so many doubts had been raised. The episodes work through eyewitness testimony, jury memory, police reports, appeal denials, and the conduct of a conviction integrity unit. Each detail matters. A juror recalls an elderly witness pointing to the wrong person in court, while another interview examines the pressure surrounding the killing of a retired police officer. The reporting makes room for legal analysis, but it keeps returning to human consequence. JJ speaks about life in a cell, the loss of dreams, and the effort to preserve his mind when his body was confined. Maria, JJ’s mom, carries a quieter pain, driving to Sing Sing for birthdays and hoping to live long enough to see justice done. The show’s emotional power comes from that accumulation. Nothing feels quick. Nothing feels easy. Later episodes track JJ’s release, his first year outside, and the shock of receiving an apology from President Biden. The story also expands through The Sing Sing Files, connecting JJ to David Lemus, Omadil Hildago, Eric Glisson, Johnny Hincapie, and Richard Rosario. Those cases move the series beyond a single verdict and toward a broader indictment of wrongful incarceration. The tone remains restrained, even when the facts are devastating. It uses interviews and documents as pressure, not ornament. Promotional previews from other Dateline projects appear in the feed, including death-row and missing-person cases, but the core identity is investigative and intimate. Letters from Sing Sing suits listeners who want reporting that can sit with uncertainty, grief, and accountability for a long time. It is a story about freedom, but also about what cannot be returned.

Made for: For listeners drawn to investigative true crime, criminal justice reporting, and stories that favor records and testimony over sensational pacing. It especially suits people interested in wrongful convictions, prison life, and the long aftermath of exoneration.

What sets it apart: The series is built on a rare long relationship between reporter and subject, with prison visits, calls, letters, and case materials gathered over many years. It feels less like a recap of a case than a living archive of how justice is delayed, resisted, and sometimes forced into view.

In their own words

In December of 2002, NBC News producer Dan Slepian got a letter from a New York state prison. It was from a man serving 25 years to life for murder. And it ended with a desperate plea: look into my case. Jon-Adrian “JJ” Velazquez had been convicted of killing a retired New York City police officer, but he insisted he didn’t do it. Dan was skeptical. Prosecutors said five eyewitnesses had sworn JJ was the killer. Could five people be wrong? So Dan began to dig. What he discovered went far beyond just JJ’s case. And 20 years later, it’s still unfo...

As heard by us

Based on 6 episodes we listened to · September 2026

A patient wrongful-conviction account that connects disputed evidence and legal procedure to the lasting human cost of imprisonment.

Letters from Sing Sing follows Jon-Adrian "JJ" Velazquez's case across years of imprisonment, legal challenges, release, and reentry. Dan Slepian keeps the wrongful-conviction reporting close to the people living through it, pairing his reconstruction of the evidence with prison…

Read our full review in PlayNext →

Why you'd press play

A juror gets mistaken for the gunman, and suddenly your faith in eyewitness certainty needs a lawyer.

Press play if you want

  • to follow Dan Slepian as one troubling letter becomes a years-long test of official certainty
  • to hear JJ's resolve without losing sight of the trauma, family strain, and time taken from him
Read the full recommendation in PlayNext →
wrongful convictioneyewitness identificationSing Sing prison visitsappeals and hearingsconviction integrity reviewfamily separationexoneration aftermathcriminal justice accountability

Talks about

Best episodes of Letters from Sing Sing

Short reviews from the PlayNext desk, based on the episodes we processed.

Last Stop on the Road to FreedomOct 2, 2024

A prison story about purpose, memory, and the cost of survival.

Letters from Sing Sing follows wrongful conviction and exoneration with a clear focus on the mental work of staying whole in prison. Dan Slepian builds the episode through memory, testimony, and the longer fight for justice, and the mother’s warning, the book about meaning, and…

The ApologyMar 27, 2023

A steady ending that keeps the focus on recovery, family, and the long tail of injustice.

The final episode of Letters from Sing Sing stays with JJ after release, following his first year of freedom, the family reunion, and the White House meeting with President Biden. It does not rush the emotional beats.

FriendshipMar 20, 2023

A quiet prison story about appeals, time, and a mother who keeps showing up.

A birthday drive to Sing Sing becomes a plainspoken look at what an appeal can cost a family. Maria is on her way to see JJ on his 40th birthday, and the piece keeps its attention on the years between his devastating letter, the judge's denial of a hearing, and the appeal that…

IntegrityMar 13, 2023

A careful wrongful-conviction story about hope, delay, and the records that keep the case moving.

This episode tracks a man who remains inside Sing Sing after NBC aired an investigation into his case, and the real force comes from the delay between renewed hope and the slow machinery of post-conviction review.

Peer PressureMar 6, 2023

A measured wrongful-conviction story about how pressure can harden uncertainty into a verdict.

It tracks the Harlem murder case with a clear eye for how a heater-case response, a strange identification, and a witness with an obvious incentive to cooperate can all widen the doubt around J.J.'s conviction.

Podcasts like Letters from Sing Sing

  • Crime JunkieAudiochuck

    Ashley Flowers and Britt Prawat revisit unsolved murders and cold cases as new evidence surfaces.

  • My Favorite MurderExactly Right and iHeartPodcasts

    Two friends narrate true crime cases, listener stories, and archived live-tour shows.

  • Casefile True CrimeCasefile Presents

    Multi-part true crime narration, from BTK's Wichita letters to Australian cold-case disappearances.

  • The DropoutABC News

    ABC Audio's Theranos fraud series that also introduces its other true-crime podcasts.

  • Dirty JohnLA Times Studios

    LA Times reporter Christopher Goffard traces con man John Meehan's fraud, abuse, and its Bravo TV adaptation.

  • Dr. DeathAudible

    Laura Beil investigates a fake doctor's $600 million HIV and cancer fraud.

Episodes

  1. 1

    Dateline Presents: The Last Appeal

    Oct 6, 2025·5m
  2. 2

    Introducing: The Last Appeal

    Sep 29, 2025·2m
  3. 3

    An all-new season of ‘Dateline: Missing in America’

    Jun 10, 2025·2m
  4. 4

    Special Preview: "The Sing Sing Chronicles" Documentary Series

    Nov 22, 2024·3m
  5. 5

    Last Stop on the Road to Freedom

    Hidden gem

    Dan Slepian opens with a short update on the show's first year and the attention it has drawn.

    Oct 2, 2024·51m·3 clips
  6. 6

    Dan Slepian reads an excerpt from “The Sing Sing Files”

    Sep 10, 2024·15m
  7. 7

    An all-new season of ‘Dateline: Missing in America’

    Jul 16, 2024·2m
  8. 8

    BONUS: Season 2 of “Rachel Maddow Presents: Ultra”

    Jun 10, 2024·7m
  9. 9

    Introducing Dateline: True Crime Weekly

    May 16, 2024·1m
  10. 10

    Dateline presents: Murder in the Hollywood Hills

    Mar 26, 2024·3m
  11. 11

    Special preview of Into America presents: Uncounted Millions

    Feb 15, 2024·6m
  12. 12

    Dateline presents: Mortal Sin

    Dec 5, 2023·2m
  13. 13

    BONUS: Rachel Maddow Presents: Déjà News

    Jun 12, 2023·5m
  14. 14

    An all-new season of ‘Dateline Missing in America’

    May 30, 2023·2m
  15. 15

    Special Preview: New episode of Tiffany Dover Is Dead* Podcast

    Apr 10, 2023·7m
  16. 16

    The Apology

    Hidden gem

    The final episode centers on JJ's first year after release.

    Mar 27, 2023·20m·1 clip
  17. 17

    The Call

    Dan Slepian follows J.J.

    Mar 27, 2023·34m·2 clips
  18. 18

    Friendship

    Hidden gem

    Maria drives to Sing Sing on November 11, 2015, to see JJ on his 40th birthday.

    Mar 20, 2023·40m·2 clips
  19. 19

    Integrity

    Hidden gem

    The episode returns to Sing Sing in October 2012, where JJ takes in the fallout from a televised investigation that had lifted his hopes.

    Mar 13, 2023·45m·2 clips
  20. 20

    Peer Pressure

    Hidden gem

    J.J.'s case opens under pressure.

    Mar 6, 2023·37m·2 clips
  21. 21

    Eyewitnesses

    Feb 27, 2023·40m
  22. 22

    74 Minutes

    Feb 20, 2023·42m
  23. 23

    JJ

    Feb 20, 2023·33m
  24. 24

    Introducing: Letters from Sing Sing

    Feb 10, 2023·1m