Alleigha Botner Sent Flynn ChatGPT Screenshots About WHAT?!

Alleigha Botner testified that she was using ChatGPT on February 15, 2026 while Caleb Flynn was promising that the next day would finally bring action. What she searched, what she sent him, and what she later deleted now sit inside one of the most contested stretches of the Caleb Flynn trial.

Botner said Flynn told her he would leave Ashley on February 16. She testified that she understood phrases including 'actions will come tomorrow' and 'tomorrow's a big day' as references to divorce. That evening, she said, she sent Flynn ChatGPT screenshots involving divorce proceedings, proof of an affair, and deleting messages. Flynn also described steps he planned to take with family, his daughters, work, a hotel, and moving out.

Hours later, Ashley Flynn was found dead in the family home. Flynn told police an intruder was responsible. Prosecutors allege Flynn killed Ashley and staged the scene, while Flynn has pleaded not guilty. Botner testified that she asked him whether he was involved after hearing the news and later deleted those messages. She said she feared investigators finding the affair, and she admitted she initially lied to the FBI about the relationship.

Defense attorney and former prosecutor Eric Faddis joins Tony Brueski on the question jurors have to untangle: which parts of this digital trail speak to Flynn's alleged intent, and which parts may instead show two people trying to conceal an affair?

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