The Rabbit Hole: Conspiracy Theories

Inside Chicago’s Corrupt Justice System | Former Homicide Prosecutor Gregg Owen

The Rabbit Hole: Conspiracy Theories

Show Notes

Former homicide prosecutor Gregg Owen spent years inside one of the most violent and notoriously corrupt eras in Chicago history. During his career with the Cook County State’s Attorney’s Office, he prosecuted more than 60 murder cases and became the first Chief of the Gang Prosecutions Unit in Illinois.

Today, Gregg is taking us behind the scenes of a world most people only know from movies and headlines.

We talk about what actually happens during a homicide prosecution, the difference between solving a murder and proving it in court, witness intimidation, gang influence, courtroom strategy, wrongful convictions, and the corruption Gregg says he encountered from inside the justice system.

We also dive into the true double-murder case behind his book, Convergence—a case that was solved within days but took four years to reach trial as witnesses disappeared, fear took hold, and alleged courtroom corruption complicated the pursuit of justice.

After prosecuting more than 60 murders, does Gregg still believe the justice system works? And what has he seen behind closed courtroom doors that the average American never knows about?

Follow me down the rabbit hole with former homicide prosecutor Gregg Owen.

https://www.greggowen26th.com

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

More from The Rabbit Hole: Conspiracy Theories

Oct 21, 2026

Clive Davis helped build careers, create superstars, launch record labels, and shape the sound of American music for more than half a century. But when one man accumulates that much power, influence, money, and access, there are inevitably questions about what was happening behind the scenes.

Oct 19, 2026

What if some of the emotions you're carrying aren't actually yours?

Oct 14, 2026

Aaron Carter became a household name before he was even a teenager. By nine years old, he was launching a solo career, and within a few years, songs like “Aaron’s Party,” “I Want Candy,” and “That’s How I Beat Shaq” had turned him into one of the biggest child stars of his generation.

Oct 12, 2026

James F. Williams spent nine years investigating the paranormal, interviewing more than 1,000 eyewitnesses to unexplained phenomena before his experiences ultimately led him to view the supernatural through a very different lens: Christianity and spiritual warfare.

Oct 7, 2026

Oliver Tree built his career by blurring the line between reality and performance. Fake retirements, bizarre characters, outrageous interviews, and exaggerated stories became part of his persona—which makes separating fact from fiction in his story especially difficult.

See all episodes →