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Killer Stories with Harvey Guillén

The Dog Lady, The Killer She Loved, and Their Prison Break

Killer Stories with Harvey Guillén

Spotify Studios

True Crime, Education, History

4.730.7K Ratings

🗓️ 6 April 2026

⏱️ 25 minutes

🧾️ Download transcript

Summary

How do you smuggle a convicted killer out of a maximum-security prison? Apparently, you just need a cardboard box, some packing tape, and a dog trainer nobody suspects. Sources for this episode include: Living With Conviction by Toby DorrBreakout (Dateline NBC) Keep up with Killer Stories! Instagram: @killerstoriespodTikTok: @killerstoriespodX: @killerstorieshq Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

There are two kinds of prisons.

0:09.0

One is made of concrete and steel.

0:12.0

Gar towers, razor wire, a schedule that tells you when to eat, sleep, and stand.

0:19.0

We follow the rules and keep our heads down because we are terrified of these places.

0:24.6

But there's another prison, and it's harder to escape.

0:28.6

It has no bars or guns.

0:31.6

It looks like a ranch house in the suburbs.

0:35.6

A steady job with a 401k,

0:38.3

a marriage that died years ago.

0:41.3

So you pass each other in the hallway like ghost.

0:46.3

This is the invisible cage, the prison of being good.

0:53.3

Toby Doer is the warden of her own cage.

0:58.0

It's 2006. She's 48, a mother, a grandmother, the kind of woman you trust with your keys, and one day Toby decides to break out.

1:10.0

She drives a van to the gate of a prison. And one day, Toby decides to break out.

1:11.3

She drives a van to the gate of a prison.

1:14.7

She smiles at the guard.

1:16.9

She waves.

1:18.7

And in the back, inside a cardboard box,

1:22.4

she breaks a killer out of prison,

1:25.7

just so she can finally feel free.

1:31.3

I'm Harfick Ian, and this is Killer Stories. To understand why a woman like Toby Doer would throw her life away,

2:00.0

you have to look closely at the life she's living.

...

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