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Deep Cover

The Gamble | Episode 2

Deep Cover

Pushkin Industries

True Crime, History

0.00 Ratings

🗓️ 18 May 2026

⏱️ 43 minutes

🧾️ Download transcript

Summary

In 2008, Keith Giammanco, also known as the Boonie Hat Bandit, went on a crime spree. Today, he lives in a remote cabin somewhere in the Ozarks. What choices led him here? And what was the original gamble that set it all in motion?

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Transcript

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0:00.0

This is an I-Heart podcast.

0:02.3

Guaranteed Human.

0:04.0

Thanks for listening to Deep Cover, The Family Man.

0:07.9

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0:31.4

Pushkin.

0:33.9

Jake Halpern here.

0:35.8

Before we get into this episode, I want to let you know that you can hear

0:39.5

all episodes of Deep Cover of the Family Man, ad free right now, by signing up for Pushkin Plus.

0:46.6

You'll also get bonus episodes, full audiobooks, and true crime binges from your favorite

0:52.0

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1:00.2

Plus, your support helps independent shows like us continue making the content you crave.

1:07.5

Sign up and save on the Deep Cover Show page on Apple Podcasts or at pushkin.fm.fm.

1:15.7

Use the code DC25 for 25% off on annual subscriptions.

1:18.2

All right, let's get into it.

1:25.3

Previously, on deep cover.

1:32.7

Marissa and I were in our respective rooms when I see a flashlight coming through my window.

1:36.4

And then I see several flashlights. And then I hear dogs.

1:42.2

We're all like knocking really loud, like open the door. And you could just feel the pressure like, dude, they're going to open this door if we don't open this door.

1:45.5

The picture that was on Fox 2 News, you could see into the car from this helicopter shot.

...

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