Ep. 26: Caleb Flynn: American Idol, an Affair, and 100,000 Messages

Caleb Flynn once appeared on American Idol. Now he’s on trial for the murder of his wife, Ashley, after telling police an intruder broke into their Ohio home and shot her while their two daughters were inside. But investigators uncovered an affair with a woman from his church and more than 100,000 messages. Among them were repeated discussions about wanting Ashley dead. We get into the matching Harry Potter tattoos, the anniversary cruise where Ashley discovered the messages, and what Caleb allegedly promised his mistress hours before the shooting. Plus, the missing gun, the alleged staged break-in, and the defense’s argument that a terrible husband isn’t necessarily a murderer. This episode covers the evidence presented through September 25, 2026. Caleb Flynn has pleaded not guilty, and the trial was ongoing at the time of recording.