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Infamous America

KIDNAPPINGS Ep. 5 | Charles Ross: “Random Bad Luck”

Infamous America

Black Barrel Media

True Crime, Documentary, History, Society & Culture

4.52.8K Ratings

🗓️ 22 October 2025

⏱️ 31 minutes

🧾️ Download transcript

Summary

72 year old Charles Ross was a year into his peaceful retirement after a lucrative career in real estate, followed by President of the prominent George S. Carrington greeting card company, when he found himself at the wrong place at the wrong time just outside of Chicago. John Seadlund, who’d been influenced by John Dillinger’s gang member Tommy Carroll and who had evaded the FBI for years, stole much more than Ross’s golden years leading FBI Director J. Edgar Hoover to manage the investigation personally. The case would earn Seadlund the nickname “The Nation's Cruelest Criminal”. Join Black Barrel+ for ad-free episodes and bingeable seasons: blackbarrel.supportingcast.fm/join   Apple users join Black Barrel+ for ad-free episodes, bingeable seasons and bonus episodes. Click the Black Barrel+ banner on Apple to get started with a 3-day free trial.   On YouTube, subscribe to INFAMOUS+ for ad-free episodes and bingeable seasons: hit “Join” on the Legends YouTube homepage.   For more details, please visit www.blackbarrelmedia.com. Our social media pages are: @blackbarrelmedia on Facebook and Instagram, and @bbarrelmedia on Twitter. Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0

In 1938, FBI Director J. Edgar Hoover labeled John Henry Seedland, the nation's cruelest criminal.

0:20.1

That was no easy distinction considering the infamous

0:22.7

criminals who had made names for themselves over the past few years, like Leopold and Loeb, Bonnie

0:28.5

and Clyde, John Dillinger, Babyface Nelson, Machine Gun Kelly, and the Barker gang, not to mention

0:34.8

the kidnappers who had killed the Lindbergh baby and Brooke Hart.

0:39.3

Al Capone had led a bloody gang war in Chicago, and Lucky Luciano had been instrumental in a bloody

0:45.5

mob war in New York. But Jay Edgar Hoover had applied the label of Nation's Cruelist

0:51.1

Criminal to John Seedland. To be fair to Hoover, there was probably a lot of recency bias in the pronouncement.

0:58.6

By 1938, all of those other famous criminals were dead or in prison.

1:04.1

Coming up behind them was John Seedland, who, according to the story,

1:08.1

was directly influenced by a soon-to-be member of the Dillinger gang.

1:13.2

Seedland grew up in the woods around Ironton, Minnesota, a small town that sits right in the

1:17.8

middle of the state. And at that time, likely in April 1933, he was particularly susceptible to

1:25.5

romanticize stories of crime. In the past five years,

1:30.1

his life had gone from difficult to really rough. After he graduated high school in 1928,

1:37.2

he worked with his father in the local iron mines and mechanic shops. One year later,

1:42.8

the stock market crashed, and John was laid off. He bounced

1:46.9

around the region looking for steady employment before he finally moved back home with his parents

1:52.0

and worked part-time jobs at small local businesses. Then on March 23, 1933, John's father was found dead in his car from carbon monoxide poisoning.

2:05.0

Shortly afterward, John was duck hunting in the woods when he stumbled upon a gangster named Tommy Carroll.

2:15.0

By 1933, Tommy Carroll had been in and out of jail for 13 years.

2:20.3

He started his criminal career at the age of 20, in 1920, not long after he returned from service in World War I.

...

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