Caleb Flynn Found GUILTY... Deep Diving The Ashley Flynn Murder Trial

Kendall Rae (0:08)

Hello, everyone, and welcome back to True Crime with Kendall Rae. Thank you so much for joining me today. And if you're new to the show, then welcome. So happy to have you and make sure to click subscribe or follow or whatever it is on whatever platform you are consuming this episode on.

Today, you guys, I am really looking forward to this episode because I like probably so many of you have been experiencing an increased level of feminine rage lately. And so seeing this Sid from Ice Age looking ass freak, absolute loser, go down, be found guilty, has just given me a little bit of peace, a little joy.

And I am so excited to be telling you about how that happened. Today, if you haven't already been able to tell from the title, we are going to be revisiting a case that I covered in July of this year, 2026 And we're going to be talking about the entire trial of Caleb Flynn. It's going to be a little different format as we're going to be going through this trial day by day and pretty in-depth for those of you who are interested in the trial, but didn't have time to sit down and watch an entire trial. That's what this episode is going to be.

And there is quite a bit of information to go over. Ashley Flynn's murder in February of 2026 was a horrific tragedy. And on top of that, the story that her spineless husband, Caleb Flynn, tried to tell to get away with her murder is absolutely fucking pathetic, if you ask me. Ashley deserved so much more out of life. She seemed to be a fantastic, very warm, wonderful person, wonderful mother, and her girls deserved to grow up with their mother, who absolutely cherished them. Listening to some of the testimony from her loved ones just wrecked me. I mean, it's really hard. And the details of what was actually going on behind Ashley's back just left me feeling speechless at times and so, so angry. Now, if you have not watched my original episode on this case, I highly recommend watching that first, unless you have consumed some other coverage on the case, because it's going to be important that you're familiar with it going into this episode because we will not be going over the entire case. Again, this is solely focusing on the trial. I will have that linked below and I am going to start with a quick summary today, but this will again not be a repeated breakdown of the case. Before getting into this episode, I just wanted to thank you all for listening to and supporting my show and also any of the Mile Higher media shows. Your support makes it possible for us to continue funding grants through my foundation, Higher Hope, which supports victims of violent crimes, their families, and like-minded nonprofits. Okay, guys, we have a lot to go through, so let's just jump in. Okay, so on February 16th, 2026, Ashley Flynn, a beloved mother, daughter, friend, volleyball coach, and substitute teacher, was shot twice at close range in her head while she slept in her bed in her Tip City, Ohio home. Ashley's husband, Caleb Flynn, called 911 at 2:31 a.m., sounding panicked, saying that an intruder broke in and shot his wife while he was sleeping in their two daughters' bedroom. And in that roughly seven-minute call, he explained that she was shot twice and there was a significant amount of blood, and very notably, he mentioned multiple times that the side door leading into the garage was open. Caleb would later tell police that the intruder came in through that door. And when first responders arrived, Ashley was found deceased in her bed, and they quickly began to process the scene. And soon upon their entry, deputies confirmed that the side door from inside the garage leading outside was open and that a refrigerator, which had previously blocked the door, had been pushed back. And we went over this a lot in my first episode, how this makes no goddamn sense. And just to clarify, this was not the main garage door. This was just a regular personal entry door. They also discovered that the center console to Caleb's Ford truck was open and that the handgun he says he kept in there was missing. Now, at first glance, this may have looked like a home invasion gone wrong, but evidence quickly showed that this had been staged. And as I talked about in my original episode on this case, it seemed very obvious that investigators knew something was up right away. And as you'll hear, the evidence absolutely did not support Caleb's intruder story. And thankfully, his arrest came swiftly. On February 19th, 2026, Caleb Flynn was arrested, and he soon pleaded not guilty and had his bond set at $2 million.