Crook County

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.

Episodes

February 3, 2025 2 mins

Welcome to Crook County, a den of thieves, where a celebrated firefighter, husband and loving father led a secret double life as a hitman for the legendary organized crime syndicate, the Chicago Outfit. A secret that shattered his family. From Tenderfoot TV and iHeart Podcasts, Crook County is coming February 11th.

See omnystudio.com/listener for privacy information.

Mark as Played

For over 20 years he was a celebrated firefighter, living a secret double life as a hitman for the Chicago mob. Who is Ken Tekiela? He's my father, and I didn't know any of this until now. Crook County premieres February 11th. 

See omnystudio.com/listener for privacy information.

Mark as Played
February 11, 2025 24 mins

Meet Kenny “The Kid”, a Chicago mafia soldier and hitman for nearly 25 years. After hearing a brutal firsthand account of a mafia hit, we learn how and why Kenny was recruited as 17 year old kid, explore the history of the legendary Chicago Outfit, and reveal a devastating truth that reverberates to this very day.

See omnystudio.com/listener for privacy information.

Mark as Played
February 11, 2025 37 mins

With the help of some old home videos, Kyle embarks on a journey to the past to uncover the family secret and try to pick up the pieces of a broken home. Kyle's mom, Holly, tells the harrowing story of an idyllic family destined to fall apart, and the exact moment where everything changed. Kyle's brother, Kory, reveals the violent relationship he had with Ken.

See omnystudio.com/listener for privacy information.

Mark as Played
February 18, 2025 33 mins

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.

Mark as Played
February 25, 2025 31 mins

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.

Mark as Played
March 4, 2025 39 mins

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.

See omnystudio.com/listener for privacy information.

Mark as Played
March 11, 2025 32 mins

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.

See omnystudio.com/listener for privacy information.

Mark as Played
March 18, 2025 30 mins

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 privac...

Mark as Played
March 25, 2025 29 mins

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.

See omnystudio.com/listener for privacy information.

Mark as Played

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.

Mark as Played
September 4, 2025 3 mins

What do you get when a true crime producer walks into a comedy club? Answer: Wisecrack— a 6-part limited series where true crime and stand up comedy take center stage. Available now from Tenderfoot TV and iHeartPodcasts. Check out this trailer, and search Wisecrack in your podcast app to follow the show.

See omnystudio.com/listener for privacy information.

Mark as Played
September 23, 2025 39 mins

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 ...

Mark as Played

Popular Podcasts

    My Favorite Murder is a true crime comedy podcast hosted by Karen Kilgariff and Georgia Hardstark. Each week, Karen and Georgia share compelling true crimes and hometown stories from friends and listeners. Since MFM launched in January of 2016, Karen and Georgia have shared their lifelong interest in true crime and have covered stories of infamous serial killers like the Night Stalker, mysterious cold cases, captivating cults, incredible survivor stories and important events from history like the Tulsa race massacre of 1921. My Favorite Murder is part of the Exactly Right podcast network that provides a platform for bold, creative voices to bring to life provocative, entertaining and relatable stories for audiences everywhere. The Exactly Right roster of podcasts covers a variety of topics including historic true crime, comedic interviews and news, science, pop culture and more. Podcasts on the network include Buried Bones with Kate Winkler Dawson and Paul Holes, That's Messed Up: An SVU Podcast, This Podcast Will Kill You, Bananas and more.

    24/7 News: The Latest

    The latest news in 4 minutes updated every hour, every day.

    Dateline NBC

    Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

    Stuff You Should Know

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

    The Bobby Bones Show

    Listen to 'The Bobby Bones Show' by downloading the daily full replay.

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.