Law And Crime On The Case with Chris Stewart
Law And Crime On The Case with Chris Stewart

7 Jaw-Dropping Moments Shatter 'Crying' Pastor Murder Trial

September 19, 2026

AI Summary

5 min read

The Texts That Shattered a Pastor's Alibi

On February 16, 2026, Ashley Flynn was shot twice in the back of the head while lying in bed in her home in Tipp City, Ohio. Her husband Caleb—a former American Idol contestant, a worship leader, a father of two young daughters—called 911 around 2:30 a.m. and told dispatchers an intruder had broken in through the side garage door. But prosecutors say the only intruder was Caleb himself, and they have his own text messages to prove it.

The opening of the trial in a Montgomery County courtroom laid out two sharply conflicting stories. The state says Caleb Flynn wanted his wife dead. The defense says a flawed investigation rushed to judgment against a man who failed as a husband but is not a murderer.

"A Day I'll Never Forget"

Prosecutor Paul Watkins began his opening statement not with the crime scene or the 911 call, but with a single text message. "I was up until 4 a.m. last night. Literally trying to think of ways to kill her and not go to jail," Caleb had written to his mistress. In another message, sent months apart from the first, he wrote: "If I could literally kill her and not go to hell, I would do it in a heartbeat."

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What you'll learn

  • 1 7 Jaw-Dropping Moments Shatter 'Crying' Pastor Murder Trial
  • 2 Law And Crime On The Case with Chris Stewart
  • 3 (00:06) **Prosecution's Opening: The Text Messages** - Lead prosecutor Paul Watkins opens with Caleb Flynn's own chilling words about killing his wife
  • 4 (06:53) **Two Explanations for the Jury** - Watkins lays out the evidence that dismantles the intruder theory
  • 5 (09:52) **The February 16th Message** - Watkins reveals the most damning text sent just hours before Ashley's murder
  • 6 (12:29) **Defense Opening: Rush to Judgment** - Defense attorney Smith concedes Flynn's affair but argues he's not a murderer
  • 7 (18:36) **Reporter Anjanette Levy from the Crime Scene** - Levy describes the jury's visit to the Flynn home and what neighbors revealed

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Guests on this episode

Show Notes

Prosecutors say Caleb Flynn was having an affair and sent his mistress shocking messages about wanting his wife dead before Ashley Flynn was killed in their Ohio home. The defense argues Flynn may have been an unfaithful husband, but that does not make him a murderer, pointing to what they say are major holes in the state's case. Law&Crime's Chris Stewart is On the Case.

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Law And Crime On The Case with Chris Stewart