Maia found a painting in the garbage and took it home. But as it turned out, it wasn’t just any painting. In this update, Kalila learns that she might have been looking at the painting all wrong. You can sign up for our free newsletter at patreon.com/heavyweight This episode was hosted and produced by Kalila Holt, along with Jonathan Goldstein. Our supervising producer is Stevie Lane. Production help from Damiano Marchetti. Special thanks to Sam Reisman, Emily Condon, Alex Blumberg, Lydia Polgre...
May 21, 2026•37 min
When Christina was in 11th grade, her foster mother made her quit playing basketball. After that, she felt like her life never got back on course. And so, she’s always wanted to ask her foster mother: why’d you make me quit? Now, 9 years after the episode originally aired, we check back in with Christina, and she tells us about seeing her foster mother one last time. You can sign up for our free newsletter at patreon.com/heavyweight This episode was produced by Jonathan Goldstein and Kalila Holt...
May 07, 2026•48 min
When Skye was in middle school, her best friends showed up at her home one night and wrote “f*ck you” on her garage door. After that, they never spoke again. Decades later, at the urging of her eleven-year-old son, Clark, Skye sets off to finally ask them why. In this update, Skye tells us how that confrontation has shaped her and Clark in the years since. You can sign up for our free newsletter at patreon.com/heavyweight This episode was produced by Jonathan Goldstein, Kalila Holt, Peter Bresna...
Apr 23, 2026•50 min
This week, Jonathan joins the ranks of A-list celebrities as a guest on NPR's Wild Card with Rachel Martin . Death, ghosts, the pleasures and perils of talking to strangers... Rachel and Jonathan talk about it all. See omnystudio.com/listener for privacy information.
Apr 09, 2026•45 min
When Elyse was 21, her father, Billy, disappeared without explanation. When Elyse finally learned of his whereabouts, she was shocked by the new life he was living. Seven years after the release of this episode, we check back in with Elyse, and she tells us all about what's happened with her dad in the time since. You can sign up for our free newsletter at patreon.com/heavyweight This episode was produced by Jonathan Goldstein, B.A. Parker, Kalila Holt, and Stevie Lane, with editing by Jorge Jus...
Mar 26, 2026•47 min
Today, we speak with Jonathan's longtime friend Tony. A lot's changed in his life since the episode came out ten years ago. Tony messed up his relationship with each of his three godchildren owing to three difficult chapters in his life. Now, childless and single in his late 40’s, and fearing he may never have kids of his own, Tony wants to win them back. You can sign up for our free newsletter at patreon.com/heavyweight This episode was produced by Jonathan Goldstein, Wendy Dorr, Chris Neary, a...
Mar 12, 2026•43 min
What to expect from Heavyweight this year. See omnystudio.com/listener for privacy information.
Feb 26, 2026•1 min
In part one, Jonathan and his wife, Emily, check in. In part two, the story of a family forced into hiding after an ICE shooting. Places to donate: Yamelis's GoFundMe Immigrant Law Center of Minnesota Immigrant Defense Network MN50501 Mutual Aid Additional thanks to Joe Midthun. See omnystudio.com/listener for privacy information....
Feb 05, 2026•33 min
The Heavyweight team is hard at work on some episode updates for later this spring, as well as a brand new season, which will be coming this fall. But in the meantime, we wanted to “wet your whistles,” so to speak, with another show that we respect and enjoy. It’s called (00:04:30) Death, Sex & Money . In this episode, host Anna Sale talks to listeners about their appearance choices: Asher, who spent $43,000 on plastic surgery and openly celebrates his investments; Caroline, who used fillers...
Jan 29, 2026•1 hr 5 min
At 101 years old, Deborah discovered a box she'd stashed away a lifetime ago. What was inside reignited an old love and turned her life upside down. Get ad-free episodes of Heavyweight by subscribing to Pushkin+ on Apple Podcasts or Pushkin.fm . You'll also get an exclusive bonus episode where Jonathan, Stevie, and Kalila remember how the beloved Jackie calls came to be and share a never-before-aired opening that could have started the show in an alternate Heavyweight universe. Thanks for your s...
Dec 18, 2025•42 min•Season 9Ep. 66
Meredith unknowingly ate a bag of her teenage son’s weed gummies. She wants him to apologize. He wants her to apologize. At a stand-off, they call Jonathan for help. Get ad-free episodes of Heavyweight by subscribing to Pushkin+ on Apple Podcasts or Pushkin.fm . You'll also get an exclusive bonus episode where Jonathan, Stevie, and Kalila remember how the beloved Jackie calls came to be and share a never-before-aired opening that could have started the show in an alternate Heavyweight universe. ...
Dec 11, 2025•39 min•Season 9Ep. 65
Kevin's childhood was a hard one. But it was made bearable by his neighborhood friends, Jason and Gerald. Then, one afternoon, the boys just vanished. Over thirty years later, Kevin still hasn't forgotten them. Get ad-free episodes of Heavyweight by subscribing to Pushkin+ on Apple Podcasts or Pushkin.fm . You'll also get an exclusive bonus episode where Jonathan, Stevie, and Kalila remember how the beloved Jackie calls came to be and share a never-before-aired opening that could have started th...
Nov 20, 2025•1 hr 1 min•Season 9Ep. 64
In October, the Heavyweight team gathered in New York City for a live event at Caveat on the Lower East Side. There was a reading, a Q&A, and a Meet & Greet. And because we are a podcast, we recorded it all. Get ad-free episodes of Heavyweight by subscribing to Pushkin+ on Apple Podcasts or Pushkin.fm . You'll also get an exclusive bonus episode where Jonathan, Stevie, and Kalila remember how the beloved Jackie calls came to be and share a never-before-aired opening that could have start...
Nov 13, 2025•40 min
Jasmin grew up as one of the few Black girls in a mostly white town. Senior year, she was voted Homecoming Queen and she finally felt accepted. But then, at the dance, they announced someone else's name. Jasmin has always wondered… What happened? Get ad-free episodes of Heavyweight by subscribing to Pushkin+ on Apple Podcasts or Pushkin.fm . You'll also get an exclusive bonus episode where Jonathan, Stevie, and Kalila remember how the beloved Jackie calls came to be and share a never-before-aire...
Oct 30, 2025•39 min•Season 9Ep. 63
Today, Jonathan joins his fellow Pushkin hosts for a special episode all about mistakes. Jonathan speaks with his friend, the writer Sheila Heti. Together, they muse on the cost of mistakes and whether we're really in control of how many we make. Plus, Nate Silver and Maria Konnikova from the podcast Risky Business give a gambler's take on the strange science of regret. And Tim Harford of Cautionary Tales tells the gripping story of a plane that ran out of fuel mid-flight. Cautionary Tales and R...
Oct 23, 2025•44 min
On her flight to emigrate from Italy in 1959, Anita was tasked with babysitting a two-year-old boy being brought to the US for adoption. During the flight, Anita fell in love with the child, and for the rest of her life, she wondered what became of him. Get ad-free episodes of Heavyweight by subscribing to Pushkin+ on Apple Podcasts or Pushkin.fm . You'll also get an exclusive bonus episode where Jonathan, Stevie, and Kalila remember how the beloved Jackie calls came to be and share a never-befo...
Oct 16, 2025•34 min•Season 9Ep. 62
He had just turned 14 when he sawed off his father’s shotgun, skipped school, and robbed a bank for $40,000. Now, 33 years later, he wants to apologize to the people he harmed that day. Get ad-free episodes of Heavyweight by subscribing to Pushkin+ on Apple Podcasts or Pushkin.fm . You'll also get an exclusive bonus episode where Jonathan, Stevie, and Kalila remember how the beloved Jackie calls came to be and share a never-before-aired opening that could have started the show in an alternate He...
Oct 02, 2025•38 min•Season 9Ep. 61
As a senior in high school, Michael got a huge opportunity: the chance to star in a big-budget movie. Shooting wrapped; a premier date was set. And then he found out that his lucky break was all based on a lie. Get ad-free episodes of Heavyweight by subscribing to Pushkin+ on Apple Podcasts or Pushkin.fm . You'll also get an exclusive bonus episode where Jonathan, Stevie, and Kalila remember how the beloved Jackie calls came to be and share a never-before-aired opening that could have started th...
Sep 25, 2025•37 min•Season 9Ep. 60
Gregor's parents are pushing 90. Gregor wants to move them out of their big Victorian home. But they refuse. So, he's come up with a bold plan. You can find Etta’s work on Instagram @ettabehrlich Get ad-free episodes of Heavyweight by subscribing to Pushkin+ on Apple Podcasts or Pushkin.fm . You'll also get an exclusive bonus episode where Jonathan, Stevie, and Kalila remember how the beloved Jackie calls came to be and share a never-before-aired opening that could have started the show in an al...
Sep 18, 2025•36 min•Season 9Ep. 59
A look at what’s to come this season. Heavyweight returns on September 18. Listen wherever you get your podcasts. Pushkin+ subscribers can get all episodes ad-free! Sign up on the Heavyweight Apple show page or at pushkin.fm/plus See omnystudio.com/listener for privacy information.
Sep 04, 2025•2 min
It’s the last Heavyweight encore before our new season begins on September 18th! This week, we talk to Jonathan's mom about life in the years since her appearance in #15: Dina. During a visit back home, Jonathan’s mother Dina inadvertently admits something that forces him to question his past — and turn the mic on himself. Credits This episode was produced by Jonathan Goldstein, Kalila Holt, and Kaitlin Roberts. Editing by Jorge Just, Alex Blumberg, and Wendy Dorr. Special thanks to Emily Condon...
Jul 24, 2025•42 min
For our penultimate Heavyweight encore, we’re joined by Pen15 co-creator Anna Konkle to revisit last season’s junior high drama — #53: Leif. On Valentine’s Day in junior high, Leif was supposed to ask Kalila out. But he never did. Leif’s lack of action that day impacted Kalila’s life to come. And so seventeen years later, she wants to know: what happened. For more, head over to Pushkin+ , where you can subscribe to hear an extended cut of Kalila’s conversation with Anna. Credits This episode was...
Jul 17, 2025•55 min
This week, we check back in with Joey to answer everyone’s burning question: does he still have a mullet? Years ago, Joey had a very bad day — all due to awkward misunderstandings. Jonathan and Gregor get involved to help him set things right. Credits This episode was produced by Jonathan Goldstein, Kalila Holt, Peter Bresnan, and Stevie Lane, with editing by Jorge Just and Alex Blumberg. Special thanks to Emily Condon, Flora Lichtman, PJ Vogt, Saidu Tejan-Thomas, Grace Hawkins, and Jackie Cohen...
Jul 10, 2025•46 min
This week, we talk to Steve Marsh from our episode, The Marshes. The family has changed in ways they could never have guessed at when the story was first published in 2019. After a drunken slip of the tongue, Steve and his siblings discovered a secret their mother had been keeping for almost 40 years. Steve decides to step in and help his mom take action. This episode was produced by Jonathan Goldstein, Kalila Holt, BA Parker and Stevie Lane, with editing by Jorge Just. Special thanks to Emily C...
Jul 03, 2025•54 min
This week, we’re calling up one of our fan-favorite guests from season two: Rose. Almost twenty years ago, Rose was kicked out of her college sorority. “You know what you did,” was the only explanation she was ever given. All these years later, Rose still wants to know what it is she did. Credits This episode was produced by Jonathan Goldstein, Kalila Holt, and Kaitlin Roberts, with editing by Jorge Just, Alex Blumberg, and Wendy Dorr. Special thanks to Emily Condon, Stevie Lane, Misha Glouberma...
Jun 26, 2025•47 min
This week, we check back in with Scott to find out what turns his life has taken since the original episode aired in 2019. When Scott was a heroin addict, he crossed a line he thought he would never cross. And he’s been trying to uncross it ever since. Credits This episode was produced by Jonathan Goldstein, Stevie Lane, Kalila Holt, and BA Parker, with editing by Jorge Just. Special thanks to Emily Condon, Alex Blumberg, Nathan Foster, Jacob Eppler, and Jackie Cohen. This episode was mixed by B...
Jun 19, 2025•54 min
This week, we catch up with Jonathan's dad about the years since his appearance in our first ever episode — #1 Buzz. Buzz and Sheldon are brothers in their eighties who’ve been estranged for decades. Buzz visits Sheldon to see if there’s still a relationship left to salvage. Credits This episode was produced by Jonathan Goldstein, Wendy Dorr, Chris Neary, and Kalila Holt, with editing by Alex Blumberg and Peter Clowney. Special thanks to Caitlin Kenney, Starlee Kine, and Rachel Ward. The episode...
Jun 12, 2025•45 min
While the new season is under construction, we’re revisiting some of our favorite episodes and calling up former guests to see what’s happened since. This week: #2 Gregor. 20 years ago, Gregor lent some CDs to a musician friend. The CDs helped make him a famous rockstar. Now, Gregor would like some recognition. But mostly, he wants his CDs back. Credits This episode was produced by Jonathan Goldstein, Wendy Dorr, Chris Neary, and Kalila Holt, with editing by Alex Blumberg and Peter Clowney. Spec...
Jun 05, 2025•50 min
For the better part of his adult life, drinking was Jonathan’s great comfort. But after getting laid off, something changed. See omnystudio.com/listener for privacy information.
May 29, 2025•22 min
In her year off, Stevie had a lot of time to wait on hold. And Kalila took a hard look at not wanting to be looked at. See omnystudio.com/listener for privacy information.
May 22, 2025•30 min
