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Episode 766: Glennon Engleman - The Killer Dentist

April 17, 2026 / 55:08

This episode covers the case of Glennon Engelman, a dentist involved in multiple murders, including his ex-wife's new husband and several others for insurance money. Key discussions include the details of the murders, the investigation, and Engelman's eventual arrest.

Engelman, who was previously married to Ruth Bullock, had a complicated relationship with her, which included ongoing affairs even after their divorce. Ruth's new husband, James Bullock, was murdered in 1958, leading detectives to investigate Engelman.

The episode details how Engelman was suspected of multiple murders, including that of Peter Holm and the Gusewelle family, with motives tied to insurance payouts. Ruth Jolly, Engelman's third wife, ultimately helped authorities by recording conversations that implicated him in these crimes.

Listeners learn about the various victims connected to Engelman, including the tragic circumstances surrounding their deaths and the eventual legal consequences he faced. Engelman's manipulative nature and the web of deceit surrounding his relationships are also highlighted.

The episode concludes with Engelman's life sentences and the impact of his actions on the families involved, emphasizing the shocking nature of his crimes.

TLDR

Glennon Engelman, a dentist, orchestrated multiple murders for insurance money, including that of his ex-wife's new husband.

Episode

55:08
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Hey weirdos, I'm Alina. >> I'm Ash. >> And this is Morbid. >> [music] >> It's Morbid [music] and we got big news
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for you, baby. >> We do. We got new merch. >> Yay! >> And we actually like it. We love this
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merch. >> I'm so excited. >> [laughter] >> We were >> so part of this merch. >> We were part of it. We were included.
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They took all of our feedback. It was crazy. >> Yeah, it was awesome. >> We didn't have a lot of experiences like
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that. >> Yeah. >> But no specifics. Just no, you know. >> In general. >> We just had We really collabed.
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>> There's There's clothes, obviously. Like there's shirts, there's sweatshirts,
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phone >> cases that are really high quality, might I say. >> I have one on my phone currently.
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>> And yeah, I love that one. There's pillows. I love the pillows so much and everything. Like all the sweatshirts and
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the t-shirts. One of the things that we told them, we said we need these to be very soft, please.
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>> Yes, I want soft. >> And they're so soft. >> They are. >> So, you can go ahead and buy that on the
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SiriusXM store. It's literally siriusxmstore.com. Super simple. >> Yeah. >> And if you are an international
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listener, >> Lucky you. >> Lucky you. We one because we we envy you, but two because you can get our
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merch, too. >> Yeah. >> have to get it at a different store. It's podswag.com. >> Yeah.
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>> p o d s w a g.com. And it has all the same stuff. >> Yeah. >> Uh so, yeah. We got new merch.
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>> exciting. Will there be even more to come? >> Yeah, there's more to come. We're
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working on a couple things. >> It's the first little uh little drop. >> Yeah, there you go.
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>> Little drip drop. >> Drip drop. >> Raindrop. Drop [laughter] top. Morbid just released merch in their chop shop.
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>> [laughter] >> I I a lot. >> Thanks. >> [laughter] >> Mike on the ones and twos.
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>> Obsessed. >> Um and then we're obviously still going to be at Radio City >> Still.
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>> on June 27th. They haven't gotten rid of us, so they haven't decided that they
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wanted to put like an actual professional up there. [laughter] >> They're still allowing us to come.
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>> It's crazy. So get tickets to that. Uh get them on Ticketmaster, please, because that's the only place that we
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said, "Yes, that pricing sounds good." >> Yeah, anywhere else like boop, don't know.
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>> And Debbie's going to teach us a tap. >> Hell yeah. >> We actually need to order tap shoes.
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>> Yeah. And it's going to be a lot of fun. It's one night only. Get your tickets.
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>> Specialized merch. >> is it. >> Specialized merch for that night. Um it's going to be a lot of fun, too.
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We have a fun theme that we'll let you guys know about soon. >> Mhm. >> Um and yeah.
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>> Do it. >> I ordered a dress from a I won't say the site, but a sketchy site, and I just
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hoped for the best. >> Oh, no. >> I got it yesterday, and it has You know like the like like we both had them on
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our wedding dress, those like really pretty buttons? >> Yeah. >> It has those on the back
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and also the front. They weren't supposed to be on the front. >> [laughter] >> I said, "Who is responsible for this,
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and why did you send it to me?" >> control was not there. >> No, and the buttons are like not in a
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row. >> [laughter] >> I was like, "What the fuck?" >> Damn. >> Yeah, so that'll be going to savers.
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>> version. >> Yeah, I sure did. I was like it the dress looked great online, but I was
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like, "I've never bought from here before. Like should I try it?" >> will again.
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>> I will not. >> It's a Actually, it's a place you got something, though. >> Oh.
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>> That was great. So it must just be like a >> miss. >> luck of the draw, yeah.
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>> Yeah, some places be like that. >> They sure do. >> [laughter] >> You know. >> So now I have no idea what I'm wearing,
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because the other dress from a completely different website that I ordered, which I also won't name, came
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with like a chemical [ __ ] stain on it. It literally it was like tulle, and there was just like a hole in in the
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tulle. >> [clears throat and laughter] >> I hate that. >> was like weirdly frayed on the edges. I
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was like, >> What? >> Uh so I I got to find a reputable store. >> Yeah. >> Yeah, you do.
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>> Anybody want to dress us? >> [laughter] >> Yeah, there you go. >> Gucci, I'm looking at you.
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>> You're listening, right? The whole of Gucci. >> I have a couple sales associate friends.
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>> There you go. >> Party. >> Let's go. >> All right, do you have anything you want
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to talk about? >> Uh, you should pre-order The Butcher Legacy. >> It's coming out, too.
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>> coming out as well. >> And it That's That's like the countdown is on. >> Yeah, the countdown is on. And
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>> much the final countdown. >> It'll be out August 11th. Um, I you can pre-order on butcherlegacy.com. You can
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get it anywhere you would like. Uh, remember if you pre-order, sometimes you get it like a day early and [ __ ] Like
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it's it's a pretty fun little thing to pre-order cuz you get like some little perky perks that way. I saw people last
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time with the Butcher game. They're like, I got it a day early. So, >> that's fun.
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>> it before everybody else. >> fun to get things first. >> It is. There's like a fancy special
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edition that you can get. There's um I don't know if there's signed copies left, but I'm trying my hardest to make
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sure I can sign as many as humanly possible >> And who knows? Maybe she'll be at a
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place near you and like when you >> That's the thing. I will be going to some places. I'll let you know when we
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lock all those down, but I will be signing stuff. >> Hell yeah. >> Um, and trust me. I want to sign as many
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as I possibly can. >> Yeah. >> Much to the chagrin of anybody that's around me while I have to sign things.
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>> Not me. I don't care. [laughter] >> I was going to say cuz I think my husband's like, Jesus.
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>> I just open up the pages for you if I have to. >> Yeah, there you go. >> When we're at a place, I'm like, here
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you go. Sign here. >> Yeah, that's that's easy. That's easy. >> Uh, um but yeah, so I'll try to sign as
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many as humanly possible. >> Um, before we get into the show, too, we met a couple of you guys in Salem and
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you were so nice. >> Um, shout out to Kathy and her super cool husband. Uh, they bought us coffee.
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>> Um, they were amazing. >> so nice and they were having like a little staycation in Salem. I hope you
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guys had the best time. >> I loved them. >> And then we met this squad of sisters.
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>> god. >> Juliana and all your sisters. >> Yes. >> Uh, Katrina? Karina? >> Karina.
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>> Yep. Sorry, I'm bad with names. The baby. >> The baby who we're talking about. The
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baby. >> baby, but that was might [laughter] have been one of the cutest babies I've ever
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seen in my [ __ ] life. >> And the cutest dog. >> Oh my god. I think Was the dog Kato?
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>> Yes. >> I loved that dog. >> Oh, you were there You were all great. >> were just on a little sister trip. I
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thought that was so cute. >> Yeah. And then there was a guy on a trolley that was taking a tour of Salem
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and he leaned out the window and said, "Ash and Elena?" >> So shoutout to the guy on the trolley.
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>> to that guy cuz we didn't get to actually meet him, but we said, "Yeah!" We said, "Hey!"
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>> And then he kept going. >> But the bus kept moving. All right. So, that I think that's everything.
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>> Yeah. >> All right. >> Hell yeah. >> Um, I'm going to be talking to you about
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a killer dentist today. >> Let's go. >> I don't think that's a sentence I've ever uttered before.
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>> No. Definitely not. >> the story of Glennon Engleman, who I'd never heard of.
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>> Glennon? >> But a Glennon, I know. >> I like that name. >> I'm just calling him Glenn for short.
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>> Yeah. >> Cuz as you should. >> You know what I mean? >> Yeah. >> Dave found this one and he said, "Do you
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want to do a story about a killer dentist?" And we said, "Yes." >> Hell yeah, Dave.
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>> All right. So, it's It starts on the night of December 17th, 1958. So way back.
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>> Oh, in the '50s. >> In the '50s, honey, but it it it rolls through time. >> Oh, it pops off.
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>> Yeah. So, 27-year-old James Bullock just left home. He was headed for a night
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class that he had at St. Louis University. I would love to do the whole St. Louis, St. Louis joke the whole way
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through, but I have to say it a lot of times and I did Google it and apparently locals to St. Louis say it like that.
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>> Okay. >> like when you say St. Louis. >> Okay. >> So, that's what I'm doing. If you happen
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to be a local in St. Louis that does like when people say St. Louis, I'm sorry, but you're not the majority and I
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can only strive to make so many people happy. >> Here's the thing, regional dialect is a
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thing. Yeah. Reminder. And then two, we literally cannot please everybody with certain pronunciations of certain
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places. >> so hard. >> No matter what we say, there is a subsection of people that get angry
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about the pronunciation. So, we just got to pick one and go with it. >> on several websites and it said say
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Saint Louis if you're talking to Saint Louis people. >> know what? There's bigger problems in
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the world bigger than Saint Louis or Saint Louis >> It's true. >> being pronounced one way or the other.
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>> It's true. >> reminder. >> Thank you. >> You're welcome. >> So thank you for having my back on that. Yeah.
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>> there's bigger problems. >> So James was headed to his night class at Saint Louis University, but the next
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time anybody saw him, he was being chased through the city by an unidentified gunman.
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>> What the [ __ ] That escalated so quickly. >> Wildly, exponentially. >> Yeah, it's about to escalate even more
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because a little past 7:30 p.m., Paulie Tullio was driving on Fine Arts Drive near the City Art Museum when he came
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upon a very unexpected sight in the middle of the road. Illuminated by his headlights, he said he saw a quote
00:08:32
stockily built man wearing a brown hat and a dark topcoat standing over another man on the ground pointing a gun at him.
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>> Holy [ __ ] >> Yeah. When the lights of the car crossed over the stocky man, he fled down a side
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street and just disappeared into the night. >> And this is 7:30 at night? >> Yes, a little past 7:30.
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So just as Tullio got out of the car, another passerby, Dan Holmes, stopped and both of them ran to see if they
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could help the man lying in the middle of the street. And when it was clear that he was badly injured, Dan ran to
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the Art Museum to find a guard to call the police. He was still breathing when he was discovered in the streets by the
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two drivers, but James Bullet couldn't speak and he died just as he was being loaded into the ambulance.
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>> He was young. >> Very young. Now as the closest officers to the scene when the call came in, detectives John
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Vining and Phil Dwyer were dispatched to the Art Museum and they were stunned by
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the condition of this victim. By the time they arrived, James was a bloody mess. He had two bullet holes in his
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head and one in his shoulder. And in addition to the two small caliber bullet wounds in his head, there were
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also six tiny wounds in his chest, which suggested that he'd been shot by a shotgun. Holy [ __ ] And it also looked
00:09:43
like somebody had struck him with their car and run over both of his legs. >> god. Like talk about overkill. This poor
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man. >> A quick search of his body produced his wallet, which still had a $20 bill
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inside, and he was wearing his gold wedding ring. So the detectives were like, "Okay, this doesn't really seem
00:10:00
like a robbery, but what the [ __ ] is this?" Now, just behind the art museum, they
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were able to locate his green Plymouth, and the driver's side door was still open, and the car was actually still
00:10:10
running. Inside, they did find blood evidence, so that suggested that he had been shot one
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time inside the car and then was able to he got out on foot and ran in the direction of where he was found on the
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street. And there was literally a blood trail in the snow from the car to the road.
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>> Holy [ __ ] >> Yeah. Other than the blood in the car and his body on the street though, there really
00:10:30
didn't seem to be any additional evidence. And remember, this is the '50s, so like there's not a whole bunch that
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they're doing at that crime scene. >> But the most puzzling thing to the detectives were the three distinctly
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different injuries that he had suffered. Whoever shot him in the head and shoulder was obviously or at least most
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likely the same person who shot him in the chest, but they weren't sure yet if it was the same person that had run over
00:10:51
his legs or if that happened afterwards and maybe it was an accident or something like that.
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>> So they hoped that his family could provide some insight into what had happened here, and they started with his
00:11:02
wife of only 6 months, Ruth. >> Ugh. >> I know. Not wanting to shock her or imply
00:11:08
anything super nefarious, they just said that James had been killed in an accident and they left out a lot of
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details. According to Ruth, he occasionally drove through Forest Park on his way to the
00:11:17
university, so that's why he was in that area that night. But unfortunately, other than that, there wasn't a lot that
00:11:23
she could tell them. So rather than subject her to the horrible state that her husband's body was in, the
00:11:28
identification was done by James's aunt Geraldine, who had been taking care of him since he was young because both of
00:11:34
his parents had died. >> Aw. >> It's such a tragic situation. >> And it's like which is worse?
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>> I know. Oh my goodness. Now the next morning when the news about the murder hit the papers, a man named
00:11:45
Lester Rodwald came forward and he told police that he was the one who had run over James's legs accidentally.
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>> According to him, he said he was on his way home from classes at the university
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and as he drove around the corner, he saw a man standing in the road waving his arms. But by the time he processed
00:12:00
what was happening, it was too late to hit the brakes and even though he tried to swerve to avoid hit avoid hitting
00:12:06
James, he still fell and that was when Rodwald ran over his legs. >> Oh man. >> Yeah. It was clear that obviously he
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should have reported this when it happened. >> Uh yeah. You should always report that.
00:12:18
>> Yeah, but it was an accident and he was ruled out as a suspect. >> Okay. >> Now uh Lewis Gola who had been driving a
00:12:24
few yards behind Rodwald that evening confirmed the story too. He said he also saw that man waving his hands in what he
00:12:30
thought was an attempt to flag somebody down. And he said he also caught a glimpse of
00:12:34
a second man who either appeared to be with Bullock or chasing him. He wasn't quite sure.
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Which I was like I feel like that's a pretty clear distinction. >> Yeah. >> Uh but I don't know.
00:12:44
He said the man was of average height. He was wearing an old trench coat and a hat and it was pretty difficult to
00:12:49
describe his appearance other than that. >> Hm. >> As he passed the two men though, Gola
00:12:53
said that it appeared the second man was saying something to James, but he couldn't make out the words and he did
00:12:59
notice that the man had what looked like blood on his face and in his hand he was
00:13:03
either holding a gun or a club. >> Wow. >> Most likely a gun given what we know.
00:13:07
>> Yeah. >> Now aside from a few witnesses who had seen the second man, there was also a
00:13:11
report of a strange uh strange incident that occurred shortly before James was killed. Jerry Wilmering who was parked
00:13:18
by the school with his girlfriend just about two hours before the shooting, he told police that a man ran up to
00:13:24
their car out of the darkness and out of just like nowhere and tried to get into
00:13:29
the vehicle >> Oh [ __ ] that. >> shouting I'm not the one I'm not the one. Yeah, I'm not the one either.
00:13:34
You're not getting in [clears throat] this car. >> That's what I said. >> [laughter]
00:13:37
>> what Jerry told the man. He got out of the car and they kind of just like fought briefly before the man ended up
00:13:42
running away and Jerry and his girlfriend just drove home like what the [ __ ] just [laughter] happened.
00:13:46
>> Cuz Jerry the one. >> Jerry is not the one. >> Yeah. >> So with not much else to go on, the
00:13:50
detectives turned their attention back to Ruth Bullock hoping that she might be able to fill in any kind of the missing
00:13:56
information. And according to her, the couple had met about 9 months earlier. They dated for a pretty short
00:14:02
time, only 3 months and then they were married. But she insisted they had no marital
00:14:07
problems and they were absolutely happy, she said. She couldn't think of any reason why somebody would have wanted
00:14:12
her husband dead and she couldn't think of anybody who he'd even fought with recently or had any kind of issue with
00:14:18
at all. >> Damn. >> Now at first she seemed every bit the devastated new wife that you would
00:14:23
expect in this situation. >> Huh. >> But the more investigators spoke with her, the more complicated the entire
00:14:29
picture of their life together got. >> Oh. >> Because it turned out that Ruth had
00:14:34
previously been been married to Dr. Glenn Engelman, a dentist that she met while he was still in dental school.
00:14:40
They were married in 1953, but there were problems in that relationship from the start. The biggest thing being that
00:14:47
I don't know why this is coming up so often in stories lately. Although he was a married adult man, he
00:14:52
refused to move out of the home that he shared with his mother. >> Is this like an epidemic?
00:14:57
>> I think it might be. It's like the male loneliness epidemic, but it's like the
00:15:00
male loves his mama too much epidemic. [laughter] >> Like what is going on? >> Now not only would he not move out of
00:15:05
the house that he shared with his mom, but he also wouldn't let Ruth move in with them.
00:15:10
>> Okay. >> Which is weird. So instead, Ruth just like shared an apartment with several other young women
00:15:16
who she was in dental school with and she and her husband would see each other at night and then just go their separate
00:15:22
ways. >> My stomach >> Even your stomach was upset about [laughter] that. >> just was like, "No." [clears throat]
00:15:29
"Absolutely not." >> Your stomach said, >> [laughter] >> So, after it I I After about 3 years, Ruth had had
00:15:38
enough of this, and >> Yeah. >> they divorced. Uh she insisted that they parted on good terms. In fact,
00:15:44
>> Since nothing changed really. >> Yeah, honestly. >> We were living together to begin with."
00:15:48
>> Well, that's the thing. She actually still continued to see him pretty regularly.
00:15:52
>> Oh. >> He cleaned her teeth still. Sometimes he gave her money, and they occasionally
00:15:56
slept together. So, it was pretty much just like their marriage, but it just wasn't official
00:16:01
anymore. >> Okay. >> Um he also even cleaned her new husband's teeth just a few weeks
00:16:06
earlier. >> This is getting really weird. >> Imagine your new husband your your old
00:16:11
husband cleaning your new husband's teeth. Like, that's a little bit messy. >> No.
00:16:15
>> Kind of giving Reba. >> It >> You know what I mean? I love that show. >> Single mom who works too hard.
00:16:20
>> Loves her kids and never stops. >> [laughter] >> So, Ruth offered this information up
00:16:24
freely to the detectives. Like, she was like, "Yeah, I still slept with my ex-husband like from time to time. And
00:16:28
like, him and my new husband got along. Cleaned his teeth." >> Okay. >> I don't know if James knew that she was
00:16:33
still sleeping with her ex, but >> Yeah. >> Uh so, everything she told them was shocking and pretty scandalous. Even
00:16:40
now, that would be shocking and scandalous, but again, mind you, this is the 1950s.
00:16:44
>> Yeah. >> And even to hardened detectives, they were like, "What the [ __ ] is your
00:16:47
[laughter] arrangement?" >> They were like, "What's going on?" >> But, she took a polygraph exam, and she
00:16:52
passed it. So, they were like, "Okay." >> Those are scientific, so >> Yeah, back then they were like, "Oh,
00:16:58
shit." >> They were like, "Oh, yeah, that's it." >> That's it." So, under the circumstances, they
00:17:02
thought it was worthwhile to track down Glenn Engelman for an interview. >> I would say so.
00:17:06
>> Yeah, cuz I mean, he's still intimately involved with Ruth even after their divorce. Maybe he wanted to get rid of
00:17:11
her new husband and rekindle their romance. >> Yeah, so he could continue living at
00:17:15
mom's house and date his wife. >> Maybe he wanted to change that up a little, or who knows. Unfortunately,
00:17:21
though, when they did catch up with him, he would not talk to them. No. Yeah. Uh
00:17:25
at a later corner >> said no. >> His mommy probably did say no. I actually don't really know anything
00:17:29
about his mommy, but other than two small children who are disappointed. [laughter]
00:17:34
>> I know enough. >> Well, at a later corner in quest, he said, "As a result of advice I have been
00:17:38
given by my counsel, I feel I may incriminate myself." >> Oof. >> Joe's like, "Why?"
00:17:44
>> I'm like, "Wow, that's >> It's not guilty talk at all." Yeah. >> So, that made him look pretty [ __ ]
00:17:49
suspicious, but >> Yeah. >> apparently, he did have an alibi. >> Well, [ __ ] >> Thomas Johnson, a friend of his, told
00:17:54
detectives that he visited Engelman at his office around 7:15 p.m. on the night of the murder. So, like
00:18:00
I mean, he was discovered right around that time James was. Yeah. >> He said the two had stayed at the office
00:18:06
until around 9:00 p.m. just chatting, and they also went to a local drugstore to get a drink, and they were seen by
00:18:11
the pharmacist at the store. >> And you got to trust Tommy Johnson. >> Yeah, of course. I I do trust Tommy
00:18:17
Johnson. >> But that being the case, it would have been impossible for Engelman to have
00:18:21
been involved in this murder, right? Right. So, it seemed that every time detectives thought that they found
00:18:26
something that might lead them to the killer, every lead was quickly falling apart. So, with no new evidence and no
00:18:31
new leads to work from, they went back to James's personal history, hoping maybe there was something there to point
00:18:37
to the killer. But once they started digging into his past, it was pretty clear that he wasn't somebody that you
00:18:42
would necessarily expect to get murdered. His supervisors at Union Electric described him as an industrious
00:18:48
and conscientious worker. They said he was moving ahead in his career quickly due to his hard work and drive to
00:18:53
succeed. >> Aw, James. >> And his friends were just as shocked. According to his friend Ed Lugie, there
00:18:59
was something about him that made you want to do your best to help him. >> Aw, that's heartbreaking.
00:19:04
>> He had such a tragic story. As a kid, he had already gone through a lot. First,
00:19:09
he experienced a physical disability that required multiple surgeries when he was young.
00:19:13
And then his parents were both killed in a tragic accident when he was a teenager. Yeah. So that along with his
00:19:19
personality just endeared him to people and everybody who knew him best was very, very protective of him.
00:19:26
>> Yeah. So there was absolutely nothing to go on here. So the case was in danger of
00:19:30
growing cold and being shelved when in 1959 a St. Louis lawyer contacted police and told them that he might know who
00:19:38
killed James Bullock. According to the lawyer, his client Thomas Murphy had confessed to him that he and another
00:19:44
man, Ivan Deckard, had been hired by and Ruth Bullock >> Oh, Ruth. >> to kill James.
00:19:52
>> Jesus. >> Now when detectives looked into Murphy and Deckard's backgrounds, it did turn
00:19:56
out that both of them had been in prison for murder and they were only recently paroled when James Bullock was killed.
00:20:02
>> Yikes. >> Yeah. In an interview with investigators, Murphy said that he'd just been paroled on December 1st, 1958
00:20:09
when an acquaintance asked him whether he would be interested in taking a hit job.
00:20:13
Fresh out of prison. >> got out. >> And he said, "Yeah." >> Yeah. >> And soon he was put in touch with Glenn
00:20:19
Engelman and his ex-wife who offered uh $12,500 which would be about 150k today >> Whoa.
00:20:25
>> for the murder and they all worked out the details. So the story definitely it seemed
00:20:30
plausible and detectives did even manage to verify some of the details that were
00:20:34
provided like having met with Ruth and Engelman in certain locations to discuss the plan.
00:20:39
>> Blake. >> They had also always suspected though that Engelman was involved in the murder
00:20:43
but he had that alibi that ruled him out as the killer. So this new version of events did make sense. They were like,
00:20:48
"Okay, this is how that could have worked out." >> how he was involved. >> But there was a problem. Murphy changed
00:20:53
his account of things not that long after his first confession. Literally just days later he said that sure I was
00:21:00
involved in the conspiracy but I didn't do the actual killing and I'm not sure who did.
00:21:04
>> Oh, there you go. >> It's like, pull it back. >> What? >> Pull it back down. >> Ivan Decker, the man who he originally
00:21:10
said he did everything with, was just as unreliable and his details changed all the time, too. Now, the other issue was
00:21:16
that by the time investigators had caught up with Ivan Decker, the second man involved, he was already in jail for
00:21:21
a robbery where two police officers had been shot. >> My god. [clears throat] >> And Ivan's partner in the robbery had
00:21:26
also been killed. >> Holy [ __ ] >> So, he was facing very serious charges for the robbery and the shootings, and
00:21:32
it was clear to the detectives that he was hoping to use what he knew about the James Bullet case as a bargaining chip
00:21:38
>> Oh, >> a lighter sentence. So, it's all super messy now. >> Yeah. >> So, because of all the inconsistencies
00:21:43
and just the straight-up mess, they were looked at as unreliable witnesses, and the prosecutor declined
00:21:49
to bring the case to a grand jury. >> Oof. >> So, now with their best lead having
00:21:52
fallen apart and nothing new to go on, the detectives just had to shift their attention to more pressing matters.
00:21:59
Now, in the years after James's death, Ruth eventually collected a very large insurance payout from his life
00:22:04
insurance. And she kind of just went about her life. When the judge gave his ruling in the insurance case, he said,
00:22:09
"The death officially remains a mystery, and whether the mystery will be solved to the satisfaction of the state
00:22:14
criminal law is another mystery in and of itself." >> Well, then. >> He said "same mystery" again.
00:22:19
>> He said "mystery". >> Now, meanwhile, just continued growing his dental practice in St. Louis.
00:22:25
>> Oh, good. >> He got married a second time to a woman named Edna. >> All right.
00:22:28
>> They seemed to live a quiet life, but behind closed doors, everything was very
00:22:34
awful. He was having extramarital affairs, he would fly into violent rages at any kind of inconvenience, and he was
00:22:42
always directing his anger and his violence at Edna. Things finally came to a head in 1965
00:22:47
and the marriage broke down completely when Engelman literally threw her out of the house, like physically threw her out
00:22:53
of the >> his mom's house? >> Probably. Who Who even knows? >> like such a loser.
00:22:57
>> He is a loser. So, he physically threw her out of the house and then just tossed all her
00:23:02
luggage and everything that belonged to her out at her as she was just trying to
00:23:06
get out of there. Later, Edna would tell her brother that was just the last of many violent
00:23:11
altercations that she experienced with Glenn. And at one time, she said he even tried to kill her with an overdose of
00:23:16
barbiturates. >> Holy [ __ ] >> Yeah. Eventually, within a decade or so, the activities of Glenn would have be of
00:23:23
interest to a great many people. But until then, he was just another suspect in a case that sadly a lot of people had
00:23:29
forgotten about by then. But then, on the afternoon of September 5th, 1976, a woman named Carmen Holm and
00:23:37
her husband Peter, they were on their way to a car show in Pacific, Missouri, when at some point they stopped paying
00:23:42
attention and finally realized that they'd driven past their destination. According to Carmen, rather than just
00:23:47
turn around and go back, Peter said that he wanted to stop by a state park to check out some of the local caves.
00:23:53
So they parked their car and they started walking to the woods in the direction of the caves. They stopped
00:23:58
briefly just to talk at a little pond taking in the scenery, just, you know, having a nice little afternoon hike.
00:24:04
But then suddenly there was a loud bang and Peter fell to the ground bleeding out of absolutely nowhere.
00:24:09
>> What? >> So Carmen screamed and ran and back in the direction of the car. And a local
00:24:15
family heard her screaming and ran to help and they flagged down a car and somebody got the police. In her eventual
00:24:21
statement to the police, Carmen explained that she and her husband had been out for a walk, stopped briefly,
00:24:26
and Peter was suddenly shot. But she didn't see or hear anyone else around them at the time.
00:24:31
>> What? That's so scary. >> Yeah, like sniper kind of stuff. >> Yeah. >> By the time they made it to the
00:24:36
hospital, 26-year-old Peter was dead from a single gunshot wound. >> Holy [ __ ] that is young.
00:24:41
>> Yeah. Now back at the park, crime scene technicians searched around the woods
00:24:45
and found a 6-mm hunting rifle with a telescopic sight buried under a large pile of leaves just about 50 yards from
00:24:52
where Peter had been discovered. They found one spent cartridge on the ground and it had obviously been
00:24:59
discharged from the chamber. And the bullet itself had gone through Peter's body, so they didn't have that to match
00:25:04
with the gun, but the caliber matched the wound. So, it seemed that that was the rifle used. And the fact that there
00:25:09
was a rifle buried like 50 yards away. Yeah, exactly. So, in a press conference with
00:25:14
reporters, lead detective George Ice urged journalists not to jump to conclusions about the death. According
00:25:20
to Ice, there was a strong possibility that the shooting was accidental. He said, "For example, it could have
00:25:25
been a hunter who accidentally fired his weapon and then ran once he realized what he'd done."
00:25:29
>> Okay, I mean, that's valid. Cuz at first when I read that, I was like, "What the
00:25:32
what the [ __ ] are >> you talking about?" But then with that example, it's like, "Okay, maybe."
00:25:37
But still, he did encourage anybody who'd been in the area that day to contact police whether they had seen or
00:25:41
heard anything. He just wanted to hear from people in the area. Unfortunately, while several people did
00:25:46
come forward and they gave statements to the police, none of them had actually seen Peter get shot, and nobody had
00:25:52
really anything of value. >> Mhm. >> Peter's parents even offered a thousand-dollar reward for information
00:25:57
leading to the arrest, but the trail still went cold, and the case became inactive.
00:26:02
>> Now, if the case had happened in St. Louis, detectives might have noticed that there were some similar aspects to
00:26:07
the James Bullet case. Peter and his wife hadn't been married for very long when Peter was murdered. And Peter had
00:26:13
recently taken out a life insurance policy with much more coverage than most people his age.
00:26:18
>> Mhm. >> And his wife was the sole beneficiary. >> Oh, no. >> Yeah. But most importantly, just like
00:26:25
Ruth Bullock, Carmen Holm had a connection to Dr. Glenn Engelman. >> What are the odds?
00:26:30
>> Not only had she worked for him as a dental assistant, excuse me, in the recent past, but she had also known him
00:26:36
for decades, and her brother Nick was still very close friends with him. >> Oh, no.
00:26:41
>> Yeah. Now, unfortunately though, Peter Helm's death did not occur in St. Louis, so
00:26:46
investigators had no reason to suspect Carmen of her husband's death or a random dentist who lived 40 miles from
00:26:52
the crime scene. [clears throat] >> So, nobody challenged her when she filed paperwork for a claim on the insurance
00:26:57
policy, and just a few months after the death, she received $60,000, which today is about $350,000.
00:27:05
>> Holy [ __ ] >> Yeah. So, a little We're moving forward here. A little past 7:30 on November November
00:27:13
3rd, 1977, a Bell telephone operator got a call from a man who didn't give his name, and
00:27:18
she could barely understand him. As far as she could tell, the man and just needed an ambulance. She managed to get
00:27:24
the address before the man on the other end just dropped the phone, and the ambulance was
00:27:30
dispatched to the house of Arthur and Venita Gussewelle. When the ambulance arrived at the remote
00:27:35
farmhouse just outside of Edwardsville, it was clear that this was not an ordinary medical emergency. The front of
00:27:41
the house was completely dark, and the door was locked, so paramedics went around back, where they found the door
00:27:46
to the kitchen unlocked. Inside, laying face down on the floor, was 55-year-old Venita, and she was dead.
00:27:53
With three gunshot wounds to her head. >> What is going on? >> In the living room adjacent to the
00:27:58
kitchen, paramedics found her husband, 61-year-old Arthur, just sitting in his reclining chair.
00:28:04
>> Aw. >> He was bleeding heavily from a gunshot wound to the back of his head, but he
00:28:08
was still conscious, and seemed to be mumbling something softly. >> god. >> When the paramedics got close to check
00:28:14
his injuries, they heard him say, "I've been shot and robbed. I can't see. I've been shot and robbed. My wife has been
00:28:20
hurt. She needs an ambulance. I can't see. I need an ambulance." >> Oh, that's so sad.
00:28:26
>> And then he lost consciousness. >> Aw. >> And as he was carried out to the ambulance, he briefly regained
00:28:31
consciousness, though, and he muttered the word two over and over a few times before just passing out again.
00:28:38
>> Oh, man. >> Yeah. Unfortunately, by the time they made it to Anderson Hospital a short
00:28:42
time later, there was nothing that they could do to save Arthur, and he was pronounced dead at 9:30 p.m.
00:28:48
>> Oh, Arthur. >> I know. Now, when they arrived at the scene that night, investigators from the Illinois
00:28:53
Department of Law Enforcement suspected a robbery gone wrong. Arthur clearly said they'd been robbed, and from the
00:28:58
sound of it, there had been two men. That's kind of what they thought the two two two was.
00:29:02
>> Yeah. >> It also seemed that someone had torn through the house in a hurry, but the
00:29:07
longer that investigators were looking at the scene as a whole, the less sense that theory made.
00:29:11
>> Yeah. >> Detective Richard Beretta said, "Parts of the house were ransacked, but parts
00:29:15
weren't. That's an oddity." In fact, not only did it seem that nothing of significance was missing from
00:29:20
the house, but when Vernita's body was taken to the morgue, she was still wearing a ton of jewelry, including
00:29:25
rings and a watch. >> Giveaway. >> And her purse was lying in the hallway not far from her body, and everything
00:29:31
inside was still intact. >> Yeah, that's not a robbery. >> And there was also no sign of forced
00:29:36
entry. >> Oh. >> So, yeah. When the autopsy was conducted though, the coroner determined a small-caliber
00:29:41
weapon had been used in both of the murders, and the uh there were powder burns on the victim's that indicated
00:29:47
that the shooter obviously fired at very close range. The crime was not only extremely out of
00:29:52
the ordinary for the region, but it was also extremely brutal given the ages and
00:29:57
the personalities of both victims. >> Mhm. >> The secretary of their church, Mary uh
00:30:01
Jaegle, told reporters, "They were just lovely people. They didn't have any enemies. I'm sure they didn't."
00:30:06
>> Oh. >> And their neighbors echoed the same sentiment, with one saying, "There was
00:30:10
not anyone in the community who would say anything negative about them." >> Arthur and Vernita.
00:30:14
>> I know, don't they just sound so sweet? >> do. >> They're just like managing their farm
00:30:18
together. >> Yeah. >> Now, a search of the house and of the surrounding property again, didn't
00:30:23
really turn up anything useful in the investigation. There was no fingerprints and no other evidence found at the
00:30:28
scene. One of the neighbors, Clarence O'Brien, though, did tell detectives that his wife had seen a car uh car pull
00:30:34
up at the house around 6:00 p.m. and drive around the outbuildings in the back. But, he also said that Arthur and
00:30:40
Vernita's two sons, Richard and Ronald, came by pretty often to visit or help their parents, so they just thought it
00:30:45
was one of them just coming to stop by. >> Yeah, that makes sense. >> Right. In addition to everything
00:30:51
investigators were learning, they also found out that everyone who knew the couple knew they were unlikely targets
00:30:56
for a robbery because Arthur was known to be a successful farmer at the time, and he was one of the wealthier
00:31:01
residents in the area, but he paid for everything, even just small purchases, with checks, and he never had cash in
00:31:08
the house. And >> like you're not going to find anything. >> That's the thing, it was like well-known
00:31:11
amongst the community. Now, at the time, there was no way local investigators would have connected the
00:31:16
murders of Arthur and Vernita Gooswell to two other seemingly unrelated murders years earlier.
00:31:22
It also somehow didn't occur to any of them that the Gooswells' injuries resembled the execution-style killings
00:31:27
common in mob-related murders, like point-blank range back of the head. >> Yeah.
00:31:33
>> Those connections would come a lot later to everybody's shock and horror. But until then, the case was treated as
00:31:38
a straightforward, yet kind of pretty rare instance of a home invasion gone wrong.
00:31:42
>> Damn. >> Now, in hope of generating some leads, the Madison County Farm Bureau offered a
00:31:46
$5,000 reward for any information leading to the arrest of the killers. But other than some pranks from
00:31:53
true-blue [ __ ] >> believe we've always been this shitty as a species. >> Even back then.
00:31:58
>> can't believe it. We've just never got better. >> No, we just got a little different.
00:32:02
Exactly. Exactly. >> Different methods. >> Other than that, the the reward did not
00:32:07
produce any concrete leads. So, while detectives on the Gooswell case spun their wheels, just desperately
00:32:12
trying to find anything that would lead them to the killer, the Gooswells' estate, which was valued at roughly half
00:32:17
a million dollars back then, which today would be about 2.5 million, it got tied
00:32:22
up in probate court for a little over a year before it was finally everything was finally split evenly between Richard
00:32:28
and Ronald Gooswell in late 1978. >> Okay. >> Now, by the time their estate was awarded to their two children,
00:32:35
the murder case had been shelved, and detectives on the case shifted their attention again to more present active
00:32:40
cases. But then in April 7th 1979, just 1 year later, the case was unexpectedly revived when one of Arthur and Vernita's
00:32:49
children, 33-year-old Ronald, was found dead in the backseat of his own car in East St. Louis.
00:32:56
>> Oh, we're back in St. Louis. >> On the evening of April 4th, police were called to the parking lot of Coleman's
00:33:01
Plaza in St. Louis for a report of a suspicious vehicle that had been in the lot for several days. Now, when they
00:33:08
arrived and they checked out the car, they found Ronald slumped in the backseat with a huge bullet hole in his
00:33:13
chest. >> Upon examination, the coroner determined that his body had been in the lot for at
00:33:18
least several days. And while the gunshot wound in his chest was the cause of death, he also suffered
00:33:23
a skull fracture from a blunt force injury. And there were also several scratches
00:33:28
along his back, which the coroner believed had been caused by the body being dragged.
00:33:32
>> What? >> Yeah. Now, given the fact that his parents had also been murdered, Ronald's murder was
00:33:38
immediately assumed to be linked. At the time of his death, the investigation into his parents' death,
00:33:44
like I said, was at a standstill after everybody ran out of leads. So, the working theory was that Arthur and his
00:33:49
wife were mistaken for another unrelated man, Richard Gusewell, like unrelated, who investigators believed was targeted
00:33:56
by the mafia after he testified in a case involving mining rights. So, that's what they originally thought before
00:34:02
Ronald was killed. >> Damn. >> Because it seemed mistaken identity in that case seemed plausible.
00:34:08
>> Yeah. >> But now Ronald's murder called that into question because obviously one case of
00:34:12
mistaken identity is possible. >> But two is like >> Well, and like why would somebody go
00:34:16
back and kill the previous mistaken victim's son? It doesn't make sense. >> According to his wife, Barbara, Ronald
00:34:24
was last seen by his coworkers at the Amoco oil refinery on March 31st around 11:30 p.m. They apparently chatted
00:34:31
briefly in the locker room as Ronald was headed home, but when he still hadn't returned home 4 hours later, Barbara
00:34:37
reported him missing. When his body was discovered, his wallet also appeared to be missing, but there was no other
00:34:43
evidence collected at the scene and there was not a single witness. >> Oh, [ __ ]
00:34:47
>> Now, later that month, a man named Andre Jones confessed to killing Ronald Gusewelle.
00:34:52
>> Oh. >> He had been arrested and pleaded guilty to the murder of three people in uh in
00:34:56
East St. Louis and he was awaiting sentencing when he made his confession here. And he also confessed to the
00:35:01
brutal murder and robbery of a young couple earlier that same month. >> The [ __ ]
00:35:06
>> He was facing the death penalty in the robbery homicide and it's likely that he
00:35:10
offered up the other confessions to try to get a lighter sentence. >> Oh, okay. >> But just like in the other cases, if
00:35:16
detectives had been aware of the connections between the victims and a certain St. Louis dentist,
00:35:21
>> Oh my god. >> the murder of Ronald Gusewelle and his parents might have made a lot more
00:35:25
sense. But they had no way of knowing that Ronald's wife, Barbara, had known Glenn
00:35:31
for nearly 20 years. >> What is going on? >> And like the others, Engelman offered up
00:35:37
a way to help her get access to the Gusewelle's money a lot faster than just waiting for nature to take its course.
00:35:43
>> Ladies. >> They didn't know that. >> Oh, no. >> So, instead, detectives focused on Andre
00:35:48
Jones and started looking for evidence that confirmed his confession. Now, back to Glenn Engelman.
00:35:53
>> Yeah. >> By the late '70s, he was on his third marriage to Ruth Jolly and things were
00:35:58
starting to fall apart. Engelman was just as abusive to her as he had been to his previous wives and Ruth tried
00:36:04
several times to leave him, but he wouldn't agree to a divorce and at that time, it would have been pretty
00:36:09
impossible for her to strike out on her own and maintain the same life. And she had a young son as well. So, she
00:36:15
tried to stick with it, but sometimes her husband said things that absolutely terrified her.
00:36:20
He talked about killing people or having people killed. His ex-wife's new husband
00:36:24
outside the art museum in St. Louis, he said, "A man in the woods outside Pacific,
00:36:29
>> Ooh. >> and even three members of a family in Edwardsville." >> Ooh. >> Any of that sound familiar to you?
00:36:34
>> Sure does. >> The thing was though, these stories always seemed to involve women that
00:36:38
Glenn had been involved with romantically in his past, and Ruth started to wonder if he had maybe been
00:36:43
having an affair throughout their marriage or multiple affairs. >> Probably. >> But unfortunately, it was even worse. He
00:36:48
probably was having affairs, but I think that there was more to it. >> worse [ __ ]
00:36:52
>> Exactly. Now, in the late afternoon of January 14th, 1980, a woman named Sophie
00:36:57
Marie Bergera left her dental laboratory a little before 5:00 p.m. It was a pretty ordinary day as far as
00:37:03
anybody could tell, except this afternoon when she put her key in the ignition and turned it to start the car,
00:37:09
the car exploded into a ball of flames, instantly killing Sophie in the blast and shattering the windows of the
00:37:15
surrounding buildings. >> Oh. >> When emergency responders arrived a short time later, they there was no
00:37:21
attempt made to save Sophie because according to Sergeant Thomas Casey of the bomb squad, the lower part of her
00:37:27
anatomy was destroyed. >> Holy [ __ ] >> killed instantly. Her death was a surprise to everybody
00:37:33
she knew to say the absolute least, but when detectives arrived at the lab that afternoon to start their investigation,
00:37:41
eerily, it seemed like Sophie had expected something like this might happen to her.
00:37:45
>> What? >> Sitting by the phone in her office, detectives found a pad with the police
00:37:50
emergency number written down on it, and call logs would later reveal that she called that number earlier in the day,
00:37:56
but had hung up. >> Ooh. >> Yeah. Also, her son Frederick told investigators that his mother had said
00:38:02
something a few days earlier indicating she thought she might die in an explosion.
00:38:07
>> What the [ __ ] >> In fact, in March of the previous year, police had been called to her home when
00:38:12
she found a bag full of dynamite and an electric detonator beside her home. >> What?
00:38:18
>> Earlier that day, a local boy had seen the bag and opened it up to look inside.
00:38:22
And when he didn't find anything that was interested in it interested him, he walked away. And he left the bag open,
00:38:29
which luckily exposed it to rain. So, when the bag did explode a short time later, it just scorched the outside of
00:38:34
the garage, but it didn't It could have absolutely blew up the house. >> Absolutely.
00:38:38
>> Now, it was quickly determined that the bomb placed in Sophie's car was very similar to the one that had been found
00:38:44
at her home just a year earlier. And that both were created by the same person. And both devices demonstrated a
00:38:50
quote, "apparent high level of skill." >> Holy [ __ ] >> Yeah. So, when detectives looked back at the
00:38:56
earlier investigation into the bomb at the house, they concluded that Sophie may have known her killer and maybe
00:39:01
hadn't been entirely forthcoming in previous interviews. Thomas Casey said, "Personally, I
00:39:06
thought there was more she could reveal. A lot of innuendos were made on her part, but we were unable to substantiate
00:39:12
a lot of them. I think out of fear. I think she was scared. Now, as you might imagine, she had a
00:39:19
connection to a certain dentist in the area. >> say. >> At the time of her death, she was
00:39:24
involved in a lawsuit with local dentist Glenn Engelman. >> Oh, Jesus. >> He owed her a little over $14,000 for
00:39:32
work that was performed by her lab, and he was refusing to pay it. >> He's such a piece of [ __ ]
00:39:37
>> He really is. Also, look up a picture. >> Oh, yeah. >> On the night of her murder, detectives
00:39:41
interviewed Engelman for more than 3 hours, but told reporters that they weren't seeking warrants for his arrest
00:39:46
at that time. They did indicate that he refused to take a polygraph, though, and
00:39:51
that they were planning on following up with him in the days that followed. It doesn't he look exactly like you
00:39:55
thought? >> No, actually. >> Worse? >> Way worse. >> Really? >> Because I'm thinking like he's getting
00:40:02
all these women to do things and like having affairs and marrying several women.
00:40:07
>> Yeah. >> What? What? >> Yeah, I think money had a lot to do with a lot of this.
00:40:14
>> Wow. >> I think lot of it was just money, money, money. >> Yeah. >> Now, as far as Sophie's son was
00:40:19
concerned, his mother's death likely had something to do with the lawsuit against
00:40:22
Engelman, which was scheduled to be heard in county circuit court days after Sophie was killed.
00:40:28
>> Holy [ __ ] >> Now, not long after the murder of Sophie Barrera, Ruth Jolly, Glenn's wife at the
00:40:34
time, finally came to the conclusion that all of the things her husband had told her about the previous murders were
00:40:39
very likely true. So, in late January, after becoming frightened for not only her own safety,
00:40:44
but her son's, Ruth went to the police and she told them about everything she suspected her husband to be involved in.
00:40:51
>> Not only did she think Glenn murdered Sophie, but she also believed that he had killed Peter Holm and several other
00:40:57
people. >> He is so scary. >> He's terrifying. Now, at first, federal investigators were kind of skeptical of
00:41:03
her story, but at the same time, they had to admit she did seem to know a lot of details, a lot more than the ordinary
00:41:10
person. So, they asked her if she would be willing to wear a wire and record her
00:41:14
conversations with her husband. And she agreed. Which like >> Yeah. >> That's so brave.
00:41:21
>> to say that yeah, that really is. >> a scary situation to get yourself into or to have to be involved in.
00:41:26
Now, to investigators' surprise, the recordings not only implicated uh Glenn Engelman in the murder of Sophie
00:41:32
Barrera, but also in the murders of Peter Holm, the three members of the Gusubal family, and the 1963 death of a
00:41:41
man named Eric Frey, whose death had previously been ruled accidental. >> What? >> other death here.
00:41:48
>> other person. >> In one recording, Engelman can be heard saying, "I'm $20,000 ahead. Fortuitous
00:41:54
event with Barrera dying." Referring to him not having to pay Lapta anymore. >> Fortuitous event
00:42:00
>> with Barrera dying. >> Wow. >> Yeah. Now, in another conversation recorded just a few days later, he was heard
00:42:07
openly discussing the death of Peter Holm. On the recording, he doesn't just implicate himself, but all also Peter's
00:42:13
wife, Carmen. I'm glad she got connected finally. >> Yeah. >> Ruth later clarified that Glenn had
00:42:19
conspired with Carmen and her brother, Nick, to kill Peter for insurance money. >> Ew.
00:42:24
>> Ruth told investigators Carmen was going to give Glenn Engelman $20,000 for his
00:42:28
help. >> This is so gross. >> is, cuz it's all just about money. >> Yeah. >> Now, in time, the recorded conversations
00:42:35
between Ruth and Glenn would verify nearly every single detail of Ruth's original story.
00:42:41
>> Wow. >> Just like he had done in the murder of Peter Holm, Glenn Engelman had conspired
00:42:45
with Barbara Boyle in the murder of Arthur, Vernita, and Ronald Gusewelle also she could get her hands on the
00:42:50
inheritance. >> Wow. She had an entire family killed? >> She did. >> Yep. In order for the money to make its
00:42:58
way to Ronald, Arthur and Vernita needed to die first. >> Holy [ __ ] >> And as far as murder-for-hire schemes
00:43:03
went, it was remarkably elaborate and unfolded over much more time than things usually did. But in the end, it paid off
00:43:10
because Barbara inherited more than $500,000, which today would be 2.2 million. >> Wow, what a nasty [ __ ]
00:43:17
>> Right. So, to investigators on the Sophie Barrera case, not only were the recordings incredible, but they also
00:43:23
seemed to close several previously unsolved murders in various parts of Missouri. The only question remaining
00:43:28
was, why would a successful dentist who never appeared to be in need of money willingly and eagerly participate in
00:43:35
multiple murders? >> Yeah. >> Now, based on >> Like, why would you want to be involved
00:43:39
in that? But based on the recordings and testimony from Ruth in mid-February 1980, federal agents were able to
00:43:45
finally get an arrest for Glenn Engelman on charges of murdering just Sophie Barrera and Peter Holm. By that time, he
00:43:52
was very suspicious that investigators were on to him, especially for the murder of Sophie, and they didn't want
00:43:57
to give him any opportunity to run. Now, at the same time, they also arrested one
00:44:02
of his co-conspirators in the Barrera killing, a a named Robert Handy, who was a former neighbor of Glenn's in the '60s
00:44:09
and known to police for multiple prior counterfeiting arrests, just like a local con.
00:44:14
>> Why are you living these lives? >> Who knows? As detectives continued matching the details of Ruth Jolly's
00:44:19
statement and the recordings to the unsolved murders, things finally started to fall into place. So, get ready to
00:44:25
solve this giant puzzle at this point. >> go. >> So, Glenn Engelman was Ruth Bullock's
00:44:31
ex-husband, the original Ruth. >> Yeah. >> And the two were still having that sexual relationship when James Bullock
00:44:36
was murdered in 1958 and Ruth was awarded the insurance payout. Eric Frey, one murder that we hadn't talked about
00:44:43
yet because they just discovered that he was involved. He owned a drag strip with
00:44:48
Glenn Engelman at the time of his death, which was originally thought to be an accidental explosion in a well at the
00:44:54
strip in 1963. >> Stop. >> Eric's wife received a huge insurance payout for the accident and it was later
00:45:01
discovered that she shared that payout with Glenn Engelman. >> What the [ __ ] >> Now, at the time of Eric Frey's death,
00:45:07
Nick Miranda worked at that same drag strip and his sister, Carmen, >> Oh. >> would later work for Glenn Engelman as a
00:45:15
dental assistant before leaving the job and marrying Peter Holm. >> Wow. >> In every single case, pretty much, Engel
00:45:21
had a direct connection to the wives of the victims and it would turn out benefited financially from the deaths.
00:45:27
They would always split the insurance payout. >> So, was her name Carmen Miranda?
00:45:31
>> It was. >> That's a famous singer. >> Yeah. Yeah. >> Sorry about that. That just I I I had to
00:45:35
double-check that to make sure I wasn't crazy for thinking >> name, yeah. She was Carmen Holm. Yeah.
00:45:39
>> That's crazy. >> Before she killed her husband or after she killed her husband.
00:45:43
The only outlier in that respect, like of him knowing all the wives and benefiting from the insurance payout,
00:45:47
was Sophie Barrera, but obviously in that case, his death was essentially wiped away. He didn't have to go to
00:45:52
court. So, on March 15th, 1980, Glenn Engelman Robert Handy were indicted on capital
00:45:58
murder charges in the bombing death of Sophie uh, Sophie Barrera. First-degree murder for the shooting of Peter Helm,
00:46:03
uh, Holm, excuse me, and 16 counts of mail and wire fraud related to all the money received from Peter Holm's wife,
00:46:10
Carmen. >> Holy [ __ ] >> At the time of the indictment, Missouri's death penalty was on hold,
00:46:15
uh, pending uh, revisions. So, the maximum penalty for the Holm's murder, uh, for Holm's murder, excuse me, was
00:46:21
life in prison. But, the Sophie Barrera case, on the other hand, was a federal charge,
00:46:25
>> Yeah. >> and the maximum penalty for capital murder was death, which the federal
00:46:29
prosecutor fully intended to pursue. >> Yeah. >> Now, Engelman pleaded not guilty to the
00:46:34
charges and went to trial in the fall of 1980. Unfortunately for him, the evidence
00:46:39
against him, especially the records made by his wife, >> Yeah. >> without his knowledge,
00:46:44
>> Ruth. >> and the eventual testimony of Carmen Holm, who testified against him,
00:46:48
>> What? >> all particularly damning. I She had to to get her own ass out of it.
00:46:53
Now, on September 17th, he was found guilty of the murder of Peter Holm and sentenced to 30 years in prison. And a
00:46:58
month later, he was found guilty of the Sophie Barrera murder and sentenced to 30 years with an additional 20 for
00:47:04
various other charges. So, that [ __ ] was going to spend forever in prison. >> But, he was still facing a potential
00:47:11
trial for the murders of Arthur, Vernita, and Ronald Gusewelle, and a possible death sentence if he lost that
00:47:17
trial. He eventually decided not to take the risk, and in 1985, he just pleaded guilty to all three of those murder, uh,
00:47:24
murders, excuse me, and he was given three life sentences. >> Damn. >> Now, the previous year, federal
00:47:30
prosecutors arrested Ronald Gusewelle's wife, Barbara Boyle, just days before she and her boyfriend were planning to
00:47:36
flee the country. >> Oh, man, the timing. >> She went to trial and was ultimately
00:47:42
found guilty of conspiring in the death of her husband. >> Hey. >> But, the jury determined there was
00:47:47
insufficient evidence to convict her of the deaths of Arthur and Vernita. >> Wow.
00:47:51
>> She did, however, serve 25 years in prison, but was paroled in 2009. >> Damn.
00:47:56
>> Yeah. So, Glennon Engelman obviously appealed to his guilty verdicts. They always do. Uh specifically in the
00:48:01
Barrera and the Hall murder cases, but the higher courts upheld the lower courts' rulings, luckily. Unfortunately,
00:48:07
while Detective Strongly and uh suspected Angleman of being the shooter in the James Bullet case, the District
00:48:13
Attorney in 1985 didn't feel that there was enough evidence to charge him and bring him to trial.
00:48:17
>> Come on. >> I know. They They just didn't think that they would win. But, he did spend the
00:48:21
rest of his life in prison. He died on March 3rd, 1999 in the infirmary of the Jefferson City Correctional Center,
00:48:28
where he had at the time been receiving treatment for advanced complications from diabetes.
00:48:33
>> Yikes. >> Now, as for why he participated in and even arranged so many murders, the
00:48:38
answer was simple. He was a psychopath who frequently confessed to enjoying killing.
00:48:43
>> I was That had to have been the only answer because there was really no >> It was money, and he enjoyed it.
00:48:48
>> money. >> So, he just wanted more. Like, he was a greedy [ __ ] and he just liked killing
00:48:53
people. >> doing this. >> Former St. Louis Post-Dispatch reporter Bill Bryan said, "He had no conscience
00:48:58
when it came to killing. He said once, 'It takes a certain kind of person to be able to kill another human being.' It
00:49:03
always seemed to me that he got some pleasure out of the planning and carrying out of it." So, he just liked
00:49:08
the entire like start-to-finish planning it, actually going forward with it. >> And what's crazy to me is he was able to
00:49:16
find so many, especially so many women >> Yeah. >> that were also completely lacking any kind of
00:49:24
conscience. >> That's the thing. >> Like, how do you find that many people that are like on your level?
00:49:29
>> I think a lot of times, or I I will say like at least in one specific case, Carmen, she was so much younger than
00:49:35
him, and she had her brother and Glenn Angleman just like really hounding her to do this. And obviously, she's at like
00:49:43
just as culpable, but >> she was so young that I think she was very easily molded by these two people.
00:49:48
But then in the other cases, it's like these women just wanted money. >> Yeah, I just don't know I don't
00:49:54
understand how he was able to find so many people that were willing to to just be rotten with him. Like that's
00:50:02
just crazy. >> Well, it's sad, too, that a lot of them really weren't like they didn't they
00:50:06
didn't face any justice. You know what I mean? >> It's crazy. >> It really [clears throat] is a crazy,
00:50:11
complicated web. So, that is the wild case of Glennon Engelman, the killer dentist.
00:50:18
>> That's wild. >> Okay. >> Something that we didn't really touch on, imagine he was your dentist.
00:50:23
>> That's the other thing. Imagine you're just like, wait, >> [ __ ] >> Dr. Engelman?
00:50:28
>> Like it's just like, what? >> Cleaned my teeth last week. >> cleaned my teeth.
00:50:31
>> And then you got you got to find a new dentist who goes >> told me I need a root canal. What the
00:50:34
[ __ ] that about? >> he was one of those [ __ ] dentists that like shames you about like not
00:50:39
being super on top of your flossing or >> He made you feel like the biggest piece
00:50:44
of [ __ ] >> Yeah. >> And he loved it. >> Loved it. [ __ ] that guy. >> Such a douchebag.
00:50:49
>> So gross. >> And it's just so sad how many young like obviously like so many people lost their
00:50:53
lives, but so many young people like 26 years old, 27 years old. >> Yeah. >> And then like Arthur and Vernita just
00:50:59
this sweet couple enjoying their farm together. >> And their son. >> Yeah. >> only one member left of their family
00:51:05
after that? >> Oh, I can't imagine how he felt. >> And to know that your sister-in-law just
00:51:09
literally took out your entire family >> for money? >> There wouldn't be a safe corner of this
00:51:14
earth, let me tell you, honey. >> Nope. >> Uh-uh. >> Nope. >> No. >> Damn. What a story.
00:51:20
>> What a story. Do you have a fun fact as a little palate cleanser for us? >> I actually do have a really fun fact.
00:51:26
>> all about it. >> Um it's illegal, it's straight-up forbidden in certain parts of Washington state to
00:51:33
kill Bigfoot. >> What? >> Yep. In 1969, uh I don't know if I'm going to say this
00:51:41
right, Skamania County? >> Okay. >> They passed an ordinance, which is uh number 69-01,
00:51:47
period. And this designated Bigfoot as an endangered species. And it made the killing of him, Bigfoot himself, big
00:51:56
feet Bigfoot big feet >> um or any Sasquatch, quote unquote, um a very uh serious crime, and you could be
00:52:04
punished for it. They cuz they have to protect public safety, and they have to protect Bigfoot.
00:52:09
>> Fair enough. >> penalty was downgraded from this, I guess. >> like that. >> In 1984, it it it was a felony.
00:52:16
>> It should be a sexual felony to kill a Bigfoot. >> Um it's a misdemeanor now. So, it's
00:52:22
>> to kill a being? >> think it should still be called a felony. >> Felony. That's felonious behavior.
00:52:26
>> it carries up to a $1,000 fine and or 1 year in jail. So, >> That's not enough. Make it a felony
00:52:32
again. >> Um I think it's pretty felonious to kill uh Bigfoot. >> Yeah, they're just existing.
00:52:37
>> That's just me. >> What did Bigfoot do to anybody? >> Yeah, don't Don't you dare kill a Bigfoot.
00:52:43
>> All Bigfoot is trying to do is avoid your ass. >> Yeah, he doesn't want to deal with us.
00:52:47
>> to He's He's the master of it, too. He has successfully avoided us for a long
00:52:53
time. >> has. >> Let him just continue to. >> Let him live. >> He's just got big feet. That's all he's
00:52:59
ever guilty of. >> boy. >> He's just a big boy. >> He's just vibing. >> Exactly.
00:53:04
>> live. >> Yeah. >> that that's against the law there. Where was that? >> Good for Washington state.
00:53:09
>> Yeah, good for you guys. >> girls. >> We should also consider making that a law.
00:53:13
>> Yeah, let's let's petition our local government. >> Let's do it. That's That's what's
00:53:16
important right now. >> Yeah, exactly. [laughter] But let's let's do that one. Let's put
00:53:20
all our effort into that. >> All right, guys. We'll be busy doing that. So, in the meantime, we hope you
00:53:24
keep listening. >> And we hope you >> keep >> it weird, but not so weird that you
00:53:29
don't petition your local government to make the killing of Bigfoot a felony. Just kidding. [music] Just that.
00:53:35
>> Yeah. [laughter] >> So, there's nothing else to do other than that. >> Bye. >> Bye.
00:53:43
>> [music] [music] [music] [music] [music] [music] [music] [music]

Badges

This episode stands out for the following:

  • 90
    Most shocking
  • 90
    Biggest twist
  • 85
    Most heartbreaking
  • 85
    Most surprising

Episode Highlights

  • New Merch Announcement
    Alina and Ash excitedly share their new merch, emphasizing their involvement in the design process.
    “We actually like it. We love this merch.”
    @ 00m 25s
    April 17, 2026
  • Meeting Fans in Salem
    Alina and Ash recount their heartwarming encounters with fans during a recent trip to Salem.
    “Shout out to Kathy and her super cool husband.”
    @ 05m 33s
    April 17, 2026
  • Killer Dentist Story
    The episode dives into the chilling tale of Glennon Engleman, a killer dentist.
    “Do you want to do a story about a killer dentist?”
    @ 06m 44s
    April 17, 2026
  • Ruth's Scandalous Confession
    Ruth Bullock revealed shocking details about her relationships with both her ex and new husband.
    “Even to hardened detectives, they were like, "What the [ __ ] is your arrangement?"”
    @ 16m 46s
    April 17, 2026
  • Peter Holm's Mysterious Murder
    Peter Holm was shot dead during a walk with his wife, raising questions about the circumstances.
    “What? That's so scary.”
    @ 24m 31s
    April 17, 2026
  • Arthur and Vernita's Tragic End
    The couple was found murdered in their home, raising suspicions of a robbery gone wrong.
    “They were just lovely people. They didn't have any enemies.”
    @ 30m 03s
    April 17, 2026
  • The Gooswell Case Revived
    The murder case of Ronald Gusewelle was revived when he was found dead in his car.
    “Oh, we're back in St. Louis.”
    @ 32m 56s
    April 17, 2026
  • Sophie Barrera's Mysterious Death
    Sophie Barrera died in a car explosion, raising suspicions about her past.
    “What?”
    @ 37m 46s
    April 17, 2026
  • Engelman's Arrest
    Glenn Engelman was arrested for multiple murders after recordings implicated him.
    “I'm $20,000 ahead. Fortuitous event with Barrera dying.”
    @ 41m 51s
    April 17, 2026
  • The Killer Dentist
    Glennon Engelman was a dentist who led a double life as a murderer. "He enjoyed killing."
    “He was a psychopath who frequently confessed to enjoying killing.”
    @ 48m 38s
    April 17, 2026
  • Bigfoot Protection Laws
    In Washington state, it's illegal to kill Bigfoot, designated as an endangered species. "What did Bigfoot do to anybody?"
    “It's straight-up forbidden in certain parts of Washington state to kill Bigfoot.”
    @ 51m 31s
    April 17, 2026

Episode Quotes

  • What?
    Episode 766: Glennon Engleman - The Killer Dentist
  • What is going on?
    Episode 766: Glennon Engleman - The Killer Dentist
  • What? That's so scary.
    Episode 766: Glennon Engleman - The Killer Dentist
  • They were just lovely people. They didn't have any enemies.
    Episode 766: Glennon Engleman - The Killer Dentist
  • Wow, what a nasty [ __ ].
    Episode 766: Glennon Engleman - The Killer Dentist
  • Imagine he was your dentist.
    Episode 766: Glennon Engleman - The Killer Dentist

Key Moments

  • Fan Encounters05:31
  • Tragic Murder11:43
  • Weird Arrangements16:08
  • Tragic Backstory19:04
  • Home Invasion31:40
  • Murder Case Revived32:46
  • Car Explosion37:12
  • Court Rulings48:03

Words per Minute Over Time

Vibes Breakdown