2025 Update: Gregor

2025 Update: Gregor

Author: Pushkin Industries June 5, 2025 Duration: 49:45

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. Special thanks to Emily Condon, Paul Tough, Stevie Lane, Michelle Harris, Dimitri Ehrlich, Sean Cole, Jorge Just, and Jackie Cohen. This episode was mixed by Haley Shaw. Music by Christine Fellows, Tockstar, the Eastern Watershed Klezmer Quartet, and Haley Shaw. Our theme music is by The Weakerthans courtesy of Epitaph Records.

See omnystudio.com/listener for privacy information.


There’s a particular kind of memory that doesn’t fade-it’s the unresolved moment, the regret that quietly shapes a life. Heavyweight, from Pushkin Industries, is built on the belief that it’s never too late to go back and try to set things right. Host Jonathan Goldstein doesn’t just reminisce; he gets in the car, makes the phone call, and arranges the meeting. Each episode is a deeply human, often surprisingly funny journey into someone’s past to confront a lingering question: an apology never given, a friendship lost over a misunderstanding, a childhood promise broken. The tone here is a unique blend, fitting its categories of Society, Comedy, and Culture-it’s empathetic and thoughtful, yet laced with Goldstein’s wry, self-deprecating humor. You’ll hear the awkward silences, the nervous laughter, and the genuine breakthroughs. This isn’t a podcast about easy answers; it’s about the messy, courageous, and cathartic process of seeking closure, one personal heavyweight at a time. The conversations are intimate, the stories are specific, and the emotional weight is real, making for listening that is both moving and unexpectedly uplifting.
Author: Language: English Episodes: 122

Heavyweight
Podcast Episodes
#10 Rose [not-audio_url] [/not-audio_url]

Duration: 44:04
Over a decade 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.
#9 Milt [not-audio_url] [/not-audio_url]

Duration: 27:48
Last season’s episode, "Gregor," led to an unfortunate event that Jonathan could’ve never predicted. In this pre-season episode, he tries to set things right.
#8 Jeremy [not-audio_url] [/not-audio_url]

Duration: 32:54
When Jonathan was 16, he went to synagogue every morning. He even thought that one day he might become a rabbi. Things didn’t exactly work out that way.
#7 Julia [not-audio_url] [/not-audio_url]

Duration: 29:53
In grade 8, Julia was bullied so badly by a group of girls that she changed schools without telling anyone. Soon after, the girls from her old school showed up at her house and rang her doorbell.
#6 James [not-audio_url] [/not-audio_url]

Duration: 34:47
James’s father’s dying wish was for his ashes to be disposed of on the 18th hole of a fancy private golf course. That was 16 years ago. James, Jonathan, and their friend Howard attempt a golf heist to get into the club a…
#5 Galit [not-audio_url] [/not-audio_url]

Duration: 28:34
Galit was Jonathan’s first girlfriend. When she dumped him, he cried a lot and then locked away his emotional vulnerability in a safe for the next several decades. In this episode, Galit sends Jonathan a Facebook message…
#4 Tony [not-audio_url] [/not-audio_url]

Duration: 30:11
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…
#3 Tara [not-audio_url] [/not-audio_url]

Duration: 36:48
Jonathan watched a short experimental video in college in which a little girl sat in silence while her parent sobbed. Now, Jonathan wants to know if that girl is okay.
#2 Gregor [not-audio_url] [/not-audio_url]

Duration: 44:40
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.
#1 Buzz [not-audio_url] [/not-audio_url]

Duration: 40:13
Buzz and Sheldon are brothers in their eighties who have been estranged for decades. Buzz visits Sheldon to see if there’s still a relationship left to salvage.