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The Best One Yet

You Might Enjoy: The Big Flop

The Best One Yet

Nick & Jack Studios

News, Business

4.79.5K Ratings

🗓️ 31 May 2025

⏱️ 6 minutes

🧾️ Download transcript

Summary

On each episode of Wondery’s podcast The Big Flop, comedians join host Misha Brown to chronicle one of the biggest pop-culture fails of all time and try to answer the age-old question: who thought THIS was a good idea?

The Hamburglar was just a mascot, but Jerome Jacobson was the real deal - a McDonald's security chief who pulled off the ultimate inside job. While millions of Americans peeled game pieces hoping for a miracle, this master manipulator was turning Big Macs into big bucks, orchestrating a multi-million dollar fraud. Discover the supersized story of how one man's greed turned America's favorite promotion into the biggest McFlop in fast-food history.

This is just a preview of The Big Flop. Listen to The Big Flop wherever you get your podcasts, or at wondery.fm/thebigflop.

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Transcript

Click on a timestamp to play from that location

0:00.0

Yeties, we're about to play a sample of an episode of a different show. It's called The Big Flop. We Think You're gonna like it.

0:05.5

And it's about this one incident in business history that is one of the funniest things we'd ever heard of.

0:11.5

And we kind of experienced it. Remember McDonald's did that monopoly sweepstakes?

0:14.9

How could I forget, Jack?

0:15.6

Where you try to capture different monopoly pieces to win like crazy prizes. My family ate at McDonald's like six days in a row on the Upper West Side, purely to get

0:23.8

a Corvette.

0:24.6

We didn't get one, spoiler.

0:25.7

Nick, I didn't know this at the time.

0:27.6

Yeah.

0:27.8

But there was a guy at McDonald's, a security chief, who almost pulled off the ultimate

0:32.8

inside job to ruin McDonald's monopoly.

0:36.2

Wait to hear this, besties. On Wonderondery's podcast, The Big Flop,

0:39.8

comedians join host Misha Brown to chronicle pop culture's biggest fails and try to answer the

0:44.9

age-old question, who thought this was a good idea? Like putting a little sticker on a cup at

0:51.5

McDonald's, and that sticker was a monopoly piece worth a million

0:54.8

dollars.

0:55.4

Yeah, there's a whole strategy behind it.

0:56.9

But at the time, the McDonald's collab with Monopoly was a genius idea, right, Jack?

1:01.0

The only problem, when they picked their head of security, the one guy in charge of protecting

1:05.5

those million-dollar monopoly pieces, McDonald's drew the wrong card.

1:09.6

Comedians, Ifi Waddewey and Beth Stelling, join Misha on this episode to break down

1:14.0

what really went down with the McDonald's monopoly scandal.

...

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