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I Know You Didn't Ask with Megan O'Donnell

PART 1 - The Wild Life of Anna Delvey: NYC’s Fake Heiress, Scammer, and Socialite Icon

I Know You Didn't Ask with Megan O'Donnell

Megan O'Donnell

Tv & Film, Society & Culture

3.8696 Ratings

🗓️ 30 October 2025

⏱️ 52 minutes

🧾️ Download transcript

Summary

WATCH ON YOUTUBE<3


SUBSCRIBE TO THE SHOW & LISTEN TO THE ANNA DELVEY DEEP DIVE PART 2 ON FRIDAY 11/07 <3


Today we’re diving deep into the unbelievable story of Anna Delvey — the fake German heiress who took New York City’s elite for a ride. In 2017, Anna made headlines for scamming her wealthy friends, luxury hotels, banks, and investors out of hundreds of thousands of dollars to fund her glamorous, Instagram-perfect lifestyle.


But behind the designer clothes and champagne brunches was a master manipulator. Anna’s scams eventually unraveled, leaving her so-called friends and business partners out more than $275,000 — and that’s a conservative estimate.


What makes Anna Delvey so fascinating isn’t just the con — it’s her attitude. She’s unapologetic, smug, and totally delusional in the best (and worst) way. Even after jail time and house arrest, Anna still refuses to take accountability, and somehow… she’s become a pop culture icon for it.


If you’re obsessed with true crime, scammers, con artists, New York socialites, and stories that blur the line between fame and fraud — this episode is for you.


🎙️ Listen now to hear how Anna Delvey fooled Manhattan, built a fake empire, and became one of the most infamous scammers of our time.


#AnnaDelvey #TrueCrimePodcast #ScamCulture #NYCSocialite #FakeHeiress #ConArtist #PopCulturePodcast #IKnowYouDidntAsk

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Transcript

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0:00.0

Love this podcast?

0:01.7

Support this show through the ACAST supporter feature.

0:05.4

It's up to you how much you give, and there's no regular commitment.

0:09.1

Just click the link in the show description to support now.

0:16.1

Welcome to I Know You Didn't Ask, the unapologetic, unfiltered, and slightly unhinged podcast you didn't know you needed.

0:22.8

I'm your host, Megan O'Donnell, pop culture obsessive, professional oversharer, and the host of your new fix for celebrity gossip, reality TV chaos, books, food news, beauty tips, and of course, navigating your life in your 30s.

0:36.0

I know you didn't ask, but I'm telling you anyways.

0:38.9

Sit back, grab a drink, and enjoy the show.

0:41.5

Welcome to I Know You Didn't Ask.

0:42.7

Today's deep dive is all about the life of the New York City scammer Anna Delvey.

0:47.4

She came into public consciousness back in 2017 when stories of this young, cute, feisty, very rude, German heiress was caught scamming

0:57.2

friends, hotels, bankers, businesses out of hundreds of thousands of dollars to fund her lavish,

1:04.1

frivolous, and Instagram-worthy lifestyle. Of course, all good things must come to an end,

1:09.2

and Anna's confusing and messy scams began to unravel,

1:12.3

leaving her friends and business partners out of over $275,000. And that's a conservative estimate.

1:19.3

These scams aren't really new here in New York City, but what makes her story specifically

1:24.4

interesting and fascinating was her cavalier disregard for the people that she

1:29.3

was scamming in her life. These were her friends and to this day she's never really

1:34.2

apologized or ever really taken accountability for these heinous crimes. It's this smug attitude

1:40.6

that unfortunately attracted me and millions of other people out there to this living

1:46.4

legend. I was going to dress up like Anna Delvey today, but then, as I always say, it girls have

1:52.1

the worst style. And I was going to dress up like her in a trial that she was in, where she was

...

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