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Crook County — True Crime
Crook County

Ken Tekiela was a celebrated Chicago firefighter and a loving father of two who led a secret double life as a hitman for the Chicago mafia. Is it even possible to keep a life of crime hidden from your wife and kids for two decades? Yes, it is. I know because Ken is my father. In 2013, after a lifetime of deception, he broke down and told me everything, and our whole world changed…

CROOK COUNTY is the shocking true-crime podcast about my father’s rise through the ranks of the legendary organized crime syndicate, the Chicago Outfit. From whorehouse doorman at the age of 17, to ruthless assassin in his 20’s, and the many years that followed covering up crimes for the mafia and crooked cops alike while working as a firefighter/paramedic for the Chicago Fire Department. To finally, moving to the suburbs with his new wife and kids and trying desperately to put it all behind him, until it all came crashing down. We explore in great depth and detail my father’s life of crime and its profound and lasting impact on my family to this very day.

From Tenderfoot TV and iHeartPodcasts, I’m Kyle Tekiela, welcome to CROOK COUNTY.

Copyright: 2025 iHeartMedia, Inc. © Any use of this intellectual property for text and data mining or computational analysis including as training material for artificial intelligence systems is strictly prohibited without express written consent from iHeartMedia

Latest Episodes:

Kenny Needs Your Help Dec 02, 2025

Show notes

Kenny “The Kid” is facing the most difficult challenge of his life. After years of battling extreme PTSD and mental instability, Ken is now homeless and has been in and out of hospitals for the past year. I have done everything I can to support him—helping with rent, buying his car, paying for utilities, and assisting with his hospital stays—but the challenges have become overwhelming and I'm afraid of what might happen if I can't continue supporting him.

Recently, his car was impounded, leaving him without transportation and making it even harder for him to access the care and resources he needs. Right now, I am doing everything I can to get his car out of impound but there's so much more to do. Any new donations will go directly toward supporting Ken’s basic living expenses, such as food, clothes, and shelter. These essentials will give him the stability he desperately needs to focus on his mental health and recovery.

Since we released the show, I’ve had thousands of interactions with people who've been touched by Ken’s story. Now, I am humbly reaching out to this impassioned podcast community and beyond, asking for your support. Every donation, no matter the size, will help Ken continue on his journey of recovery and healing from the traumas that haunt him daily. Thank you so much and take care of each other.

gofundme.com/crookcounty

See omnystudio.com/listener for privacy information.

Inside the Investigation with Payne Lindsey, Dennis Cooper, and Kyle Tekiela Nov 24, 2025

Show notes

Have you ever wondered what happens off mic in an investigative podcast? Join Payne Lindsey (Up and Vanished), Dennis Cooper (Culpable), and Kyle Tekiela (Crook County) for a candid look inside making a hit series. Hear personal reflections about honest storytelling, lifelong bonds to the cases you cover, and maintaining curiosity despite external pressures. Hear raw, insider takes on the un-aired side of podcasting. Recorded live from the Tenderfoot TV stage at CrimeCon 2025.

See omnystudio.com/listener for privacy information.

Unanswered Questions Sep 23, 2025

Show notes

Get ready for a thrilling Crook County bonus episode! Kyle dives into the voicemails you, our passionate fans, have sent in, tackling your burning questions and sharing raw, unfiltered reactions to the show’s wild ride. Plus, Kyle unearths exclusive, never-before-heard interview clips with Ken that will leave you speechless! From shocking revelations to untold stories, this episode is packed with surprises that’ll keep you on the edge of your seat. Don’t miss this special dive into the heart of Crook County! To leave Kyle a Voicemail go to Speakpipe.com/CrookCountyPodcast

See omnystudio.com/listener for privacy information.

Inside Crook County: Behind the Mic with Kyle Tekiela Apr 10, 2025

Show notes

Your backstage pass to Crook County. In this candid interview, host & producer Kyle Tekiela shares some honest details that were too raw for the show, and talks music, family, burnout, and the making of the podcast.

See omnystudio.com/listener for privacy information.

8 | The Rear View Mirror Mar 25, 2025

Show notes

Ken's new civilian life has a fiery collision with the underworld resulting in death and destruction. A life full of secrets takes its toll on the family.

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7 | The Devil Won't Leave Me Alone Mar 18, 2025

Show notes

Like the old saying goes, “Just when I think I’m out, they pull me back in!”, Ken achieves his goal of becoming a firefighter and paramedic and negotiates his way out of the outfit, but he soon realizes that life as a civilian isn’t as clean as he hoped it would be. Ken and Holly restart their relationship and settle down in the quiet suburbs to try and start a new life.

See omnystudio.com/listener for privacy information.

6 | Fire In The Sky Mar 11, 2025

Show notes

Kenny witnesses American Airlines Flight 191 crashing out of O’Hare Airport killing everyone on board and reveals a newfound purpose. Things take a dark turn when a girl disappears and Ken takes matters into his own hands. The Turf Wars rage in the streets of Chicago.

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5 | Bully Mar 04, 2025

Show notes

We meet a new mafia boss who gives Ken orders for his first hit. Ken's twin brother Rich shares stories of their troubled youth. Ken discovers a new hobby that helps him cope with his demons.

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4 | Keeper Of A House Of Prostitution Feb 25, 2025

Show notes

Ken settles into his new life in The Outfit. We meet the working girls and some more mafia goons, and learn the ins and outs of how a house of prostitution is run. A robbery at the club puts Kenny in The Outfit’s crosshairs.

See omnystudio.com/listener for privacy information.

3 | Coming Clean Feb 18, 2025

Show notes

Ken walks us through his current day-to-day as he attempts to atone for his life of crime. Then we dive back into the past to his first years inside the mob -- dealing drugs and helping with collections. We meet to a few key mafia characters like “Old Man” Genarro, the Chop Shop King. Kenny gets his first big promotion.

See omnystudio.com/listener for privacy information.

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