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The Sinister Crimes of James O’Rourke | World’s Most Evil Prisoners

May 05, 2024 / 45:22

This episode discusses the violent history of James O'Rourke, a notorious prisoner in Scotland. Key topics include his criminal background, violent incidents in prison, and his eventual murder conviction.

James O'Rourke, known for his extreme volatility, committed his first murder at 22 by killing Neil Cairney with concrete. Experts like Norman Sylvester and Graeme Pearson describe O'Rourke's dangerous reputation and the impact of gang culture in Glasgow.

O'Rourke's violent behavior continued in prison, where he took hostages and attacked both inmates and prison staff. The episode highlights a significant hostage situation in Glenochil Prison and his later attack on prison director Michael Guy.

In 2021, O'Rourke strangled fellow inmate Dean Ramsey, leading to another murder charge. The episode details the circumstances surrounding this incident and O'Rourke's subsequent guilty plea.

Ultimately, O'Rourke received a second life sentence, reinforcing his status as one of the most dangerous prisoners in Scotland, with no chance of parole.

TLDR

James O'Rourke's violent history culminates in multiple murders and life sentences in Scottish prisons.

Episode

45:22
00:00:05
NARRATOR: In Scotland there is a high security prison that's home to one of the UK's most feared prisoners.
00:00:13
NORMAN SYLVESTER: He's somebody who just seems addicted to violence and doesn't even understand the consequences
00:00:19
of what he does. NARRATOR: Murderer James O'Rourke has a reputation for being extremely
00:00:25
volatile and dangerous. GRAEME PEARSON: O'Rourke's a danger to anyone who's around about him.
00:00:31
A firework that could go off at any time. NARRATOR: At the age of 22, he killed a man by caving his head
00:00:38
in with a slab of concrete. NORMAN SYLVESTER: No matter how bad things got, there was nobody ever going to be as violent as O'Rourke.
00:00:48
NARRATOR: Even in prison, he attacked inmates, prison officers, and even a prison boss.
00:00:58
NORMAN SYLVESTER: He is a risk to anyone within the prison system. NARRATOR: O'Rourke dominates prison wings
00:01:04
wherever he goes and isn't afraid to take hostages to get what he wants. Fellow inmates consider him to be
00:01:21
the most dangerous and violent convict in the UK prison system. NORMAN SYLVESTER: There hasn't been anyone with the same level
00:01:28
of propensity of violence who's been incarcerated in the prison system. NARRATOR: O'Rourke has a violent reputation,
00:01:40
one that has followed him to every prison he was locked up in. GRAEME PEARSON: O'Rourke has been involved
00:01:48
in excessive violence, which has resulted in his conviction of another murder. NORMAN SYLVESTER: The attack was savage.
00:01:55
It left a 20 inch scar in his neck. He almost died. And there may never be anyone like him again.
00:02:06
[dramatic music] NARRATOR: Glenochil Prison. This high security jail holds nearly 700 prisoners.
00:02:34
ANTHONY GIELTY: I think Glenochil is one of the most dangerous prisons in Scotland.
00:02:39
There's been several riots within Glenochil that were serious. There was one riot that at one point they had to get SES
00:02:46
and they breached walls and stuff. NARRATOR: Glenochil has held many notorious inmates,
00:03:01
including a double rapist and the murderer known as the world's end serial killer.
00:03:11
ANTHONY GIELTY: Because of the nature of the prisoners housed there and their crimes and their propensity for violence,
00:03:18
it has quite a history. It's holding dangerous prisoners. NARRATOR: The biggest thug on the Scottish prison circuit
00:03:25
is James Bernard O'Rourke, known by many as Porky. GRAEME PEARSON: Someone like O'Rourke
00:03:47
is a real time bomb in prison. Someone who is capable of either choking someone to death
00:03:56
or slitting a throat. There's no doubt that in the history of the Scottish penal system.
00:04:01
There's never been anyone as violent or dangerous as James O'Rourke. NARRATOR: No one is safe from this convicted killer's anger.
00:04:10
Certainly not his fellow prisoners. NORMAN SYLVESTER: There was a horrific sight that
00:04:15
greeted the prison officers. In the short space of time that the two men were in the cell
00:04:19
together, O'Rourke had bound the victim's hands and then he made a makeshift weapon
00:04:25
from the sheets, which he then used to strangle the victim. [dramatic music] One of the incidents involved senior prison officer.
00:04:49
He was stabbed in the stomach with a makeshift knife, which had actually been made from a coat hanger.
00:05:08
NARRATOR: James O'Rourke grew up in East Glasgow during the 1980s. GRAEME PEARSON: We're in the area known as Craigneuk.
00:05:16
Craigneuk was on the periphery of the economy as far as North Lanarkshire and Glasgow was concerned.
00:05:23
So it was a deal of unemployment, but people worked hard when they got the opportunity.
00:05:28
And although those opportunities were few and far between, many people took advantage as they saw it.
00:05:38
Entering the 1990s, Glasgow had become a changed place. Instead of being the second city of the empire,
00:05:45
it had been devastated in the loss of jobs, closure of the shipyards, the end of the steelworks,
00:05:52
and a great deal of unemployment. NORMAN SYLVESTER: Glasgow and the West of Scotland
00:05:56
was a particularly violent place. There was a lot of violent crime. NARRATOR: The streets of Glasgow were dangerous.
00:06:04
And it seems 22-year-old James O'Rourke was often at the center of it. GRAEME PEARSON: O'Rourke was a name
00:06:11
that came up as a man who was regularly at the scenes of known violence. You would get a regular report in the morning
00:06:19
that there'd been a suspected gang fight in an area. NORMAN SYLVESTER: Statistically speaking, there was actually
00:06:26
more murders and violent crime in the greater Glasgow area than in Belfast in Northern Ireland.
00:06:32
And it was almost like a daily routine of reporting on murders and violent crime.
00:06:38
At the same time, drugs entered the scene. And that had a really devastating impact on the West
00:06:44
of Scotland and Glasgow. And particularly men but more and more women too became involved in the abuse of alcohol and drugs.
00:06:54
NARRATOR: The city and its streets were run by gangs. NORMAN SYLVESTER: They varied from the kind of organized
00:07:00
crime groups that were highly organized at high levels of drug dealing and violent activity
00:07:04
to the more street gangs involving teenagers. But generally, the combination of both
00:07:11
led to a lot of pointless violence. GRAEME PEARSON: The area was changing in the 1990s.
00:07:19
Unemployment was rife and many of the working families here were finding things difficult.
00:07:26
Added to that, local youths had engaged in gang fights and were becoming notorious for the fighting
00:07:33
that they brought to the village. NORMAN SYLVESTER: Gangs didn't want to lose face in front of other guys.
00:07:38
They'd been targeted for violence. So often the violence as they're erupting, often murders, the original reasons
00:07:45
could become quite obscure. But ultimately, it was all to do with turf wars over drug trade.
00:07:52
NARRATOR: James O'Rourke was a member of one particularly aggressive gang. GRAEME PEARSON: Many of those who were part of the gang
00:08:00
culture came from families that were chaotic and had no sense of purpose in life.
00:08:08
It was only a matter of time before they ended up in the jail. NORMAN SYLVESTER: A lot of the gangs
00:08:13
would take the names of the families that were associated with. You had the Lyons, the Daniels, you had the Thompsons.
00:08:19
Other gangs would take their names from areas of the city where they operated. For example, you had the Cumbe, who
00:08:25
were a gang that operated in Cumberland Street in the Gorbals and similar types of names.
00:08:29
NARRATOR: It was the violence between these gangs of youths that would spill onto the streets.
00:08:36
And the police turned up. There was no trace. But they could see debris lying in the street.
00:08:41
They could maybe see a vandalized car and would hear off the record about various people
00:08:48
being involved in it. O'Rourke would have been named as one of the people that had been at the scene.
00:08:56
But nobody would give evidence against them at that stage. SOHOM DAS: The psychological processes that run in gangs
00:09:03
are actually pretty much identical to toxic masculinity. Seen as extreme weakness to have any mental health problems
00:09:11
or to express your own emotions. It's all about appearing to be completely hard.
00:09:15
The other thing that keeps the gang structure alive is loyalty. So gang members must do what their senior tells them to do.
00:09:23
They're never allowed to do anything that would be detrimental to the gang, such as cooperate
00:09:27
with the police. And these rules are enforced with violence if necessary. So this means that the individual members might be too
00:09:35
scared to eventually step away. NARRATOR: In 1992, turf wars had erupted between rival gangs
00:09:44
in the area of Craigneuk, one led by petty criminal Neil Cairney, another that included James O'Rourke.
00:09:54
GRAEME PEARSON: In the 1990s, this area here was the subject of numerous gang fights and group disorders.
00:10:01
An animosity was prevalent amongst the men who lived in this area. NORMAN SYLVESTER: There was a tit
00:10:06
for tat feud between two rival crime factions in that area of the city. NARRATOR: Tensions between the gangs
00:10:14
were reaching boiling point. NORMAN SYLVESTER: O'Rourke was an associate of a man called William Gray and a number of others.
00:10:23
And on the other side, you had Neil Cairney in his various associates. Gray had been involved in an incident
00:10:30
around May '92 where he had threatened Cairney with a shotgun. Cairney decided to get some revenge.
00:10:37
And a few days later, he went to Gray's house and from there a fight broke out. GRAEME PEARSON: Neil Cairney was assaulted and brought
00:10:47
to the ground in this avenue here and he was struck with concrete blocks, stones, and pieces of wood.
00:10:56
NORMAN SYLVESTER: He suffered injuries to the head, to the body, and didn't survive.
00:11:02
He was pronounced dead a short time later. I think what shocked people was the level of violence
00:11:11
in what was a residential area. You had people living at their homes, going about their everyday business.
00:11:18
Suddenly you had two gangs of grown men attacking each other. Falling Cairney's death, a murder investigation launched,
00:11:26
and within a space of a few days, there was a large number of people arrested. Subsequently, Will Gray and James O'Rourke
00:11:34
were charged with murder. NARRATOR: O'Rourke had been in and out of prison many times before this.
00:11:41
But despite his reputation for repeated violence, this was the first time he had been up for murder.
00:11:51
On October 2, 1992, James O'Rourke was found guilty. NORMAN SYLVESTER: James O'Rourke was given a life sentence.
00:12:03
ANTHONY GIELTY: Leaving a criminal background in the gang syndicates, going to prison
00:12:07
is almost a rite of passage. It is almost an initiation. You've been seen, you've been tried, you've been tested.
00:12:13
You've not broke. And how you hold yourself within prison is very important as well for how you are seen
00:12:19
and how you represent yourself going out. NORMAN SYLVESTER: There's no doubt that had he
00:12:23
served the sentence without any controversy, without any misbehavior, he would have been eligible for parole and would have
00:12:30
been released a long time ago. But instead he chose to become Scotland's most dangerous prisoner.
00:12:37
NARRATOR: On the streets of Glasgow, O'Rourke had been a dangerous thug. Now he wanted to become more than that.
00:12:53
THOMAS LEONARD ROSS: We often hear of violence within prisons. People are slashed.
00:12:58
Sometimes boiling water is thrown on people. But it was the first time I'd come across a situation
00:13:03
where somebody had died as a result of an assault within the prison. NARRATOR: In 1992, 22-year-old James O'Rourke
00:13:18
was sentenced to life in prison for his part in the brutal murder of rival criminal, Neil Cairney.
00:13:29
JAMES TREADWELL: The profile of the average inmate in Scotland wouldn't look entirely dissimilar to that
00:13:34
in the United Kingdom. Low educational attainment. It's quite a culture of gang violence
00:13:40
and violent confrontation. NARRATOR: O'Rourke was sent to HMP Glenochil while they decided what to do with such a violent prisoner
00:13:50
and where to send him. Initially when a prisoner comes into jail, the first risk
00:13:56
assessment that is done on them, you look at what are they charged with. Is it a violent offense?
00:14:01
Are they associated with a gang or have they been in prison before and fought with other prisoners?
00:14:08
So you're looking at all of that to make an informed decision as to whether that prisoner can
00:14:13
share a cell or not. THOMAS LEONARD ROSS: He was in solitary for months. Probably they would take the view if that was
00:14:22
been successful, why move him? But people who they assess to be problems, they move them about because they are worried they're
00:14:31
making connections and associating with the wrong ones and scheming. And so they just keep moving the real dangerous ones.
00:14:39
NARRATOR: O'Rourke was well known in Glasgow so was therefore known to many of his fellow prisoners.
00:15:16
HMP Glenochil is a high security prison housing some of the country's most dangerous prisoners.
00:15:25
ANTHONY GIELTY: My name is Anthony Gielty from Edinburgh, a former prisoner at HM prison Glenochil.
00:15:31
I spent part of a 10 year prison sentence there back in 2005, 2006 period. I was attacking prison officers and prisoners all the time.
00:15:44
I got to the stage where I was classified as a dangerous prisoner. I remember one time I attacked a prison officer
00:15:50
and they broke my wrist here and this bone was coming out. So they had to take me out to hospital.
00:15:54
And they put a brace on. And on this brace, I took the metal out as soon as I got back from the hospital,
00:16:00
sharpened it, and then used it to attack another prisoner. NARRATOR: William had been a prison officer for 10 years
00:16:24
before specializing in rehabilitation. An incident in 1997 was going to put all of William's training
00:16:35
to the test, and it would involve James O'Rourke. On Sunday, January 5, 1997, William did a friend a favor
00:16:43
and covered his shift so he could go to a wedding. William was an hour into his shift when
00:17:08
he was approached by an inmate. James O'Rourke and a fellow inmate had trapped William and Karen in a cell.
00:17:59
It had all been a setup. GRAEME PEARSON: There needn't be a reason for someone like O'Rourke taking someone hostage.
00:18:28
It could be as naive as I'm bored and I don't see anything happening this week. And on the spur of the moment, take someone hostage to enliven
00:18:38
his experience at that point. NARRATOR: Glenochil Prison had a serious hostage situation with O'Rourke at the center of it.
00:19:59
JAMES TREADWELL: I've been in prisons and I've been party to and witnessed hostage situations
00:20:04
and people being taken hostage. It's incredibly serious when that happens in a prison.
00:20:12
One of the first things that happens is all the normal functioning of that prison closes down.
00:20:18
The place where it's happening is locked down. You can't leave if you're a staff member
00:20:23
and you're on that part of the site. You're going to stay there for the rest of the day.
00:20:29
Prison officers are going to put on riot overalls and protective gear. Negotiators are going to start to talk to those prisoners
00:20:36
to try and establish what it is that they want and how they can resolve the situation successfully
00:20:41
without anybody being hurt or harmed. NARRATOR: Within minutes, a negotiating team
00:20:49
arrived at the cell. When we look at O'Rourke's hostages, we have to wonder what's going through their mind at the time.
00:21:09
Somebody with his history of violence and his propensity towards aggression, what's the final outcome going to be?
00:21:15
It's not inconceivable that he might actually turn on them and end their lives. The three prisoners involved in this hostage
00:21:39
taking are notorious. Throughout the night, negotiations have continued with the three men
00:21:43
holding the two staff hostage in a single cell in Glenochil's C Hall. NARRATOR: After around 14 long hours of negotiation,
00:21:53
William attempted to reason with O'Rourke. Finally, around 18 hours after first being taken hostage,
00:22:39
William was released. NORMAN SYLVESTER: They were both unharmed, but obviously it was a terrible, traumatic incident for both.
00:23:10
NARRATOR: Following the hostage situation, William and nurse Karen were offered counseling
00:23:15
to get over the incident. O'Rourke had six years added to his life sentence. The very fact that O'Rourke would take a prison officer
00:23:24
hostage to me suggests that either he's completely indifferent about his future,
00:23:28
he literally doesn't have the ability to think about the consequences of his action,
00:23:33
or he's just resigned to spending a life in prison. And that might sound strange to some of us,
00:23:38
but actually for people who are very antisocial and who are at the top of the criminal hierarchy,
00:23:44
they can actually thrive in prison because their behavior is accepted, their violence.
00:23:50
They might be the alpha males. They might be the ones with status in the prison and they get respect from other prisoners
00:23:55
by doing this very kind of thing, by acting out against authority. NARRATOR: O'Rourke was serving a life sentence for murder,
00:24:04
but he believed the trial back in 1992 had not been fair. In 2001, having moved prison again,
00:24:13
he decided he needed to make the authorities listen and used human beings as bargaining chips once again.
00:24:24
JAMES TREADWELL: Prisoners learn quite often to be very, very manipulative. You can manipulate people through threat,
00:24:29
through coercion, through violence. But you can also manipulate people fantastically by getting them to do what
00:24:35
you want by being charming. Oh, go on, guv. I'm your best mate. You know me. You want to do this for me.
00:24:42
Come on, I do you lots of favors. It's only a little thing to be asking. And of course, that goes on continually
00:24:48
where people are working cheek by jowl in very close proximity. NARRATOR: Having got prison guards on side,
00:25:10
O'Rourke yet again made them his human weapon. NORMAN SYLVESTER: O'Rourke hit the headlines again
00:25:18
when he took a male prison officer hostage at Aberdeen Prison. That hostage taking lasted almost 20 hours.
00:25:28
He received yet another prison sentence at the high court. And on this occasion, he was sentenced
00:25:34
to eight years imprisonment. It feels like O'Rourke's violence evolved over time.
00:25:41
The hostage taking incidents, he was in complete control. He was autonomous in his decision.
00:25:46
So it feels like this expression of violence really was embedded into his way of thinking
00:25:52
and his way of living. NARRATOR: Since receiving a life sentence for the murder of Neil
00:25:56
Cairney in 1992, O'Rourke had been in and out of most of the Scottish prisons. In 2004, he arrived in Kilmarnock.
00:26:59
In June 2004, O'Rourke was still settling in to Kilmarnock Prison when he decided
00:27:05
he needed to make himself known to the prison's boss, Michael Guy. NORMAN SYLVESTER: James O'Rourke was in the exercise yard
00:27:27
at Kilmarnock Prison and he confronted Michael Guy and stabbed him in the stomach with a makeshift knife.
00:27:36
Mr. Guy was seriously injured and required hospital treatment. Thankfully, we had a full recovery.
00:27:44
But this particular incident allied with one earlier that year at the High Court in Edinburgh resulted
00:27:50
in O'Rourke getting another eight year prison sentence added on to the 14 years he had already accumulated, not to mention the life sentence.
00:28:01
NARRATOR: O'Rourke was certainly achieving his aim of becoming a so called top dog.
00:28:06
But now in a position of power, he wasn't going to let it go. In June of 2004, James O'Rourke had savagely
00:28:40
attacked the assistant director at HMP Kilmarnock, leaving him near death. The very fact that O'Rourke would even contemplate
00:28:51
attacking the main warden, the main boss of the prison shows firstly that he does not care about the consequences
00:28:57
of his actions and probably that he wants status within the prison population. NARRATOR: Once again, O'Rourke had
00:29:05
used violence to cement his position at the top of the prison hierarchy. Prisoners and staff remained very wary of him.
00:29:18
VANESSA FRAKE-HARRIS: Assaults on the staff unfortunately are-- I don't want to say it's part of prison life,
00:29:25
but unfortunately they do happen and they are very common. And you have to learn how to react when prisoners
00:29:35
are somewhere up here and in your face to try and bring them down. And that is the skill of a prison officer.
00:29:43
NARRATOR: Following the attack, O'Rourke was again removed from the main prison population.
00:29:55
The only way he can express himself, the only way he can resolve any level of conflict
00:29:59
is by using violence. NARRATOR: Despite not having been on his best behavior, O'Rourke was eventually granted an appeal for the murder
00:30:07
in 1992 of gang leader Neil Cairney. Ironically, he was having a hearing into his miscarriage
00:30:17
of justice case. He escaped from his cell and attacked a prison officer, seriously injuring him.
00:30:24
To me it just seems like an opportunistic kind of impulsive act. He's got a potential chance of freedom now.
00:30:30
He's actually outside of prison. So he just tries his luck. NARRATOR: This attempted escape failed,
00:30:35
as did O'Rourke's appeal. He was going nowhere. NORMAN SYLVESTER: Following 2004, we didn't hear much more
00:30:43
from James O'Rourke until 2019. NARRATOR: In 2019, O'Rourke was in HMP Kilmarnock.
00:31:07
O'Rourke's reputation got him what he needed, but his dominance was suddenly shaken up
00:31:12
with the arrival of fellow Glaswegian Thomas Peacock. NORMAN SYLVESTER: Thomas Peacock was also serving
00:31:21
a lengthy life sentence. He'd carried out a motiveless attack on a man in the town of Barrhead, just outside Glasgow.
00:31:29
Peacock himself would be quite feared as a result of that. NARRATOR: O'Rourke, however, did not fear this new arrival.
00:31:42
Suddenly, without warning, O'Rourke attacked Peacock. NORMAN SYLVESTER: O'Rourke approached him and slashed him
00:31:48
on the neck, which resulted in a 20 inch scar and he almost lost his life. Ironically, Peacock himself was serving life for murder.
00:32:02
In this occasion, he was a victim of the violence. It's believed that they had a bit of a fallout.
00:32:08
There'd been a bit of a personality clash. But it's not clear why James O'Rourke
00:32:13
attacked Thomas Peacock. NARRATOR: With the massive scar, Thomas Peacock now had a constant reminder of O'Rourke
00:32:23
literally around his neck. NORMAN SYLVESTER: Assured then that as far as O'Rourke was concerned, there was no limitation
00:32:31
or there was no-- to who he would attack. It could be prison officers, prisoners,
00:32:36
people serving life for murder, or people just serving short terms. GRAEME PEARSON: O'Rourke will have
00:32:42
been institutionalized by now. Whether he realizes it or not I would doubt. He probably thinks he's his own man
00:32:50
and he's created his own future. But he's merely reacted to everything that's been around about him for this last decades.
00:33:15
NARRATOR: O'Rourke was found guilty of the attempted murder of Thomas Peacock at Glasgow High Court.
00:33:22
Nine years were added to his sentence. NORMAN SYLVESTER: It's all about him imposing himself
00:33:29
on the prison, backing up his reputation, showing that he was a prisoner to be feared,
00:33:35
and that other new kids on the block who might want to impose themselves that he was still the main man.
00:33:41
GRAEME PEARSON: Given his lifestyle in prison and the reputation that he's built,
00:33:45
he's got to be harder than anybody else or he could end up being a victim. He no doubt will have enjoyed the fact
00:33:55
that he's been identified as one of the most dangerous prisoners in the Scottish prison service.
00:34:01
There's no doubt he's dangerous. His inability to control his temper and to control his violence is evidenced
00:34:10
in the way he's conducted himself over the last decades. NARRATOR: At the age of 50 and following numerous attacks
00:34:17
on both prison officers and prisoners, James O'Rourke was once again back in HMP Glenochil.
00:34:29
It could be that O'Rourke prefers life in prison. Because on the outside, he's a small fish in a big pond.
00:34:36
But in prison, he's respected. He's well known. He's a big fish in a small pond.
00:34:57
NORMAN SYLVESTER: It may be simply the realization that he'll never get out. And so there's nothing to fear.
00:35:02
What difference is it going to make if he gets another nine years? What difference will it make if he gets another life sentence?
00:35:08
So there's no deterrent or restraint on his own behavior. NARRATOR: In 2021, it seemed that O'Rourke
00:35:19
had made a new friend, 30-year-old inmate Dean Ramsey. THOMAS LEONARD ROSS: He was someone
00:35:25
who wasn't serving a particularly long sentence and wasn't expected to cause the staff any problems
00:35:30
or to be falling out with other prisoners. He was essentially a model prisoner. NORMAN SYLVESTER: He and Ramsay had been having
00:35:42
quite an amicable conversation. Within 10, 15 minutes, prison officers discovered
00:35:47
Dean Ramsey fighting for life. NARRATOR: In Glenochil Prison, Scotland, inmate Dean Ramsey
00:36:02
had been found in James O'Rourke's cell lying motionless on the floor. It seemed that yet again O'Rourke's temper
00:36:10
had got the better of him. THOMAS LEONARD ROSS: They had been walking together in the public part of the hall, had then
00:36:16
gone into Mr. O'Rourke's cell, and that young man was found sometime later. O'Rourke had gone into the cell,
00:36:25
tied Ramsey up, and then strangled him with a bed sheet. VANESSA FRAKE-HARRIS: Prisoners have very little things
00:36:33
to work with in prison. But what they do have is ingenious ideas of how to make weapons out of anything.
00:36:40
NARRATOR: As O'Rourke had left the cell, he was seen shaking hands with fellow inmates and officers
00:36:45
and then declared that he had hurt someone. NORMAN SYLVESTER: He actually admitted
00:36:50
to one of the prison officers that he'd hurt someone. A bit of an understatement.
00:36:54
The prison officers, again, would think there'd been some sort of assault taking place.
00:36:58
Of course, when they went into the cell, they found Mr Ramsey dying. He'd been strangled.
00:37:03
There was also blood staining. He was fighting for his life. We were told that during the strangulation,
00:37:09
he suffered a horrific brain injury. It was a horrific sight that greeted the prison officers.
00:37:15
And that assault took place within a space of a few minutes. NARRATOR: O'Rourke was immediately restrained.
00:37:21
It seemed that Ramsey was clinging to life. NORMAN SYLVESTER: He was rushed to hospital
00:37:30
and died two days later. There some suggestion that Ramsey may have offended him
00:37:36
in some way or slighted him. It appears to have been a completely motiveless crime.
00:37:41
NARRATOR: O'Rourke was charged with murder and transferred to various prisons before ending up in HMP Shotts.
00:37:49
Thomas Ross, KC, was appointed as his lawyer. THOMAS LEONARD ROSS: I had never met Mr. O'Rourke before
00:37:57
and I had an initial meeting with him at that time. So the first meeting was in the local prison in Glasgow.
00:38:04
And really, it was an introduction and a discussion as to what was likely to happen in relation to the case.
00:38:11
NARRATOR: O'Rourke explained the motives behind the attack. THOMAS LEONARD ROSS: I suppose you would say he was down beat.
00:38:23
He was probably a bit pessimistic as to whether he might ever be released from custody.
00:38:29
But beyond that, he was very polite and easy to deal with. Now the preliminary hearing has tendered a plea of not guilty.
00:38:40
There was a suggestion that he might argue that he had acted in self defense, because he'd said to the police at interview
00:38:49
that the deceased had come at him with a blade. Dean Ramsey appears to have made some sort of remark
00:38:55
to O'Rourke, maybe a bit of banter, maybe light lightheartedly. Ramsey was a much younger man.
00:39:00
He's maybe made some reference to his age or of the time that he served in prison.
00:39:05
But the remarks attributed to O'Rourke afterwards seem to suggest that he considered
00:39:10
Ramsey to have been disrespectful and that had to be dealt with. THOMAS LEONARD ROSS: To throttle somebody
00:39:19
with a piece of material to the point where they can't breathe and they take a heart attack, it wouldn't be instant.
00:39:30
Presumably there would be a struggle of some sort. So if he did all that himself, then clearly
00:39:37
a very powerful individual. NORMAN SYLVESTER: He was still not expressing any regret
00:39:45
but was explaining to the police officers that he didn't really mean to do it. Given the fact he tied the person up and used some fairly
00:39:53
horrific violence, his explanation to the police was, I didn't mean to do it. It was an accident.
00:39:58
I didn't mean to go that far. But in reality, the scale of the violence used was horrendous.
00:40:11
NARRATOR: During the hearing, the details of the murder were revealed. NORMAN SYLVESTER: We're told that during the strangulation,
00:40:18
he suffered a horrific brain injury. He told one of the prison officers, he thinks I'm a dafty, but he's not thinking that now.
00:40:29
NARRATOR: O'Rourke had called his mom to tell her the news. NORMAN SYLVESTER: It was almost as if he was describing
00:40:44
a kind of routine act. These conversations are recorded by the prison authorities
00:40:50
and it was more evidence of his murder. What I took from it was he didn't want his mom hearing
00:40:58
on the BBC News or something. He wanted to be the first one to tell her that was another problem.
00:41:05
NARRATOR: To the surprise of his defense, O'Rourke pleaded guilty to murder. The judge declared that O'Rourke had the worst criminal record
00:41:15
he had ever encountered. NORMAN SYLVESTER: He described the murder of Dean Ramsey
00:41:23
as a violent execution and made the comment that in all his years as a trial judge,
00:41:29
he had never come across anyone with such a terrible criminal record and such a terrible record
00:41:37
for violence. GRAEME PEARSON: In 2022, O'Rourke was convicted of the murder of Dean Ramsey
00:41:47
and was sentenced to a further life sentence with a recommendation of more than 20 years.
00:41:54
NARRATOR: O'Rourke had been given his second life sentence, keeping him behind bars for over 75 years.
00:42:02
THOMAS LEONARD ROSS: Why did he change his plea from not guilty to guilty? The answer is I don't know.
00:42:08
He was already serving a sentence of life imprisonment for murder. He was serving other sentences.
00:42:14
And therefore, it might simply have been the case that he thought he would be kept in custody
00:42:20
forever whether he was convicted of this particular crime or not. And for that reason, he didn't see the point of spending seven
00:42:28
or eight days sitting in court listening to evidence when he could plead guilty, go back to prison, and in practical terms,
00:42:36
it would make no difference to when he was released. NORMAN SYLVESTER: There didn't appear
00:42:41
to be any remorse or regret, fear of any consequence of his actions. It was almost like another day at the office,
00:42:48
another day in prison. NARRATOR: James O'Rourke will remain behind bars in a maximum security prison for the rest of his life
00:43:10
with no option of parole. NORMAN SYLVESTER: The one thing that differentiates O'Rourke from a lot of other prisoners,
00:43:17
a lot of high profile prisoners enjoy the reputation. You do get the impression that often being a celebrity
00:43:26
prisoner who enjoys the notoriety is somebody who just seems addicted to violence and doesn't even
00:43:34
understand the consequences of what he does. It's something that is just ingrained in him, that
00:43:39
no matter what anybody tried to do, he would continue to be violent. GRAEME PEARSON: He must sit on a cold night
00:44:05
and realize he's in an impossible situation largely of his own making. And that must be a really depressing place to be.
00:44:17
NORMAN SYLVESTER: There's no doubt that there hasn't been anyone with the same level
00:44:21
of propensity of violence who's been incarcerated in the prison system and there may never be anyone like him
00:44:27
again. [dramatic music]

Badges

This episode stands out for the following:

  • 90
    Most shocking
  • 85
    Most intense
  • 85
    Most surprising
  • 80
    Most dramatic

Episode Highlights

  • James O'Rourke: Scotland's Most Dangerous Prisoner
    Murderer James O'Rourke has a violent reputation that has followed him through multiple prisons.
    “O'Rourke's a danger to anyone who's around about him.”
    @ 00m 28s
    May 05, 2024
  • The Brutality of Gang Violence
    The streets of Glasgow were rife with gang violence, leading to O'Rourke's notorious reputation.
    “Statistically speaking, there was actually more murders and violent crime in Glasgow than in Belfast.”
    @ 06m 26s
    May 05, 2024
  • Hostage Situation at Glenochil Prison
    O'Rourke took two staff members hostage, leading to a tense 18-hour negotiation.
    “It's not inconceivable that he might actually turn on them and end their lives.”
    @ 21m 13s
    May 05, 2024
  • James O'Rourke's Violent Legacy
    O'Rourke's history of violence culminates in a second life sentence for murder.
    “He had the worst criminal record the judge had ever encountered.”
    @ 41m 29s
    May 05, 2024

Episode Quotes

  • He's somebody who just seems addicted to violence.
    The Sinister Crimes of James O’Rourke | World’s Most Evil Prisoners
  • O'Rourke's a danger to anyone who's around about him.
    The Sinister Crimes of James O’Rourke | World’s Most Evil Prisoners
  • There hasn't been anyone with the same level of propensity of violence.
    The Sinister Crimes of James O’Rourke | World’s Most Evil Prisoners
  • He was pronounced dead a short time later.
    The Sinister Crimes of James O’Rourke | World’s Most Evil Prisoners
  • What difference will it make if he gets another life sentence?
    The Sinister Crimes of James O’Rourke | World’s Most Evil Prisoners
  • It was almost like another day at the office, another day in prison.
    The Sinister Crimes of James O’Rourke | World’s Most Evil Prisoners

Key Moments

  • Scotland's Most Feared00:08
  • Violence in Prison00:48
  • Hostage Crisis19:57
  • Failed Escape Attempt30:21
  • Prison Conflict31:42
  • Attempted Murder33:15
  • New Friendship35:19
  • Murder Charge37:43

Tension Over Time

Words per Minute Over Time

Vibes Breakdown