Calil Ryan, a young man from Dearborn Heights, Michigan, became the subject of a high-profile FBI investigation after sharing extremist content online. Influenced by the Islamic State, he confessed to planning a church attack and expressing a desire to behead people, which sparked fears of terrorism. The FBI targeted him through undercover operations, using fabricated romantic relationships—first with a persona named Gara, then with Janna Bride, a deeply depressed woman who had lost family in Syria. These interactions were designed to manipulate Ryan into expressing extremist views. However, evidence reveals that Ryan’s statements were rooted in loneliness and emotional distress, not premeditated violence. He had no weapons, no plans to act, and never intended to attack anyone. A grand jury declined to indict him on terrorism charges, citing lack of evidence beyond reasonable doubt. Critics argue the case exemplifies a broader pattern of the FBI using "honeypot" tactics—targeting vulnerable, emotionally unstable youth—rather than identifying actual threats. Ryan was later sentenced to five years in prison, with his time including solitary confinement, which deeply affected him. After release in 2020, he spoke publicly about the trauma of the experience and the ongoing fear of surveillance. He now shares his story to highlight how mental health struggles and social isolation can be exploited in counter-terrorism efforts, and how such cases risk misrepresenting real threats. His case has sparked debate about the ethics and effectiveness of undercover operations targeting young Muslims.
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One day in December 2015, a 21-year-old man from Michigan admitted something very disturbing to his girlfriend.
Calil Ryan had met 19-year-old Janna Bride just a couple of months earlier via the social media platform Twitter.
The two had bonded over shared interests and commonalities.
Both were from strict Muslim families and lived in the city of Detroit.
As they were unable to date openly the way other young people in the United States typically would,
their relationship had moved quickly and they were already discussing marriage as a way to be together.
Calil and Janna would often talk about heavy topics, including violent crimes committed by the terrorist group Islamic State.
During one such conversation in December 2015, Calil made an alarming confession.
He told Janna, "I tried to shoot up a church one day. I don't know the name of it, but it's close to my job.
It's one of the biggest ones in Detroit. Yeah, I had a planned out. I bought a bunch of bullets. I practiced a log with it.
I practiced reloading and unloading. But my dad searched my car one day and he found everything.
He found the gun and the bullets and a mask I was going to wear."
Calil said he'd decided to attack a church because it was an easy target.
Lots of people would be in attendance and would be unarmed.
Plus, it would make the news he added.
He had an AK-47 rifle, so he would be capable of shooting many victims.
When Janna rast Calil, if he would have shot women and children at the church, as well as men, he responded.
I would have killed every last one of them. I would have shown no mercy.
Calil Ryan was raised in the Detroit suburb of Dearborn Heights, which had a large Arab American population.
Many women in the area wore hijabs, a head covering wrapped over the hair and beneath the chin.
Some men wore long loose-fitting robes known as a thob, and the call to prayer could be heard echoing through parts of the suburb five times a day.
Calil was the son of Palestinian immigrants, though his parents split up when he was three.
He was then primarily raised by his father's family, and he received plenty of love and care while at home.
He had six younger siblings and step-siblings.
But despite growing up in an Arab-American family and neighborhood, Calil felt torn between two worlds.
He also wanted to be an ordinary American kid, so he sometimes went by the nickname K or Ray to sound less foreign.
In September 2001, when Calil was seven years old, the 9/11 attacks changed everything.
They were committed by 19 terrorists, all of whom were extremist Muslims affiliated with the jihadist group Al Qaeda, an armed militant organization dedicated to establishing fundamentalist Islamic states.
Suddenly, some people in Calil's community began looking at him differently.
He was bullied at school for his heritage, and began lying about his background, telling people he was Hispanic or Italian.
Although he lived in a strong Arab-American community, in a broader sense, Calil felt like an outsider.
As he grew older, he became more troubled.
At the age of 12, he had a dream that he took a gun to school and shot his entire class.
He later told a teacher about the nightmare, and he was referred to counseling.
As a teenager, Calil developed a reputation for being a class clown at the Charter High School he attended, where the other students were also of mostly Muslim and Arab descent.
But he also became the target of bullies, and was given suspension on at least three separate occasions after getting into fights.
While his home life was stable, Calil struggled with his peers and with depression.
By the age of 17, he'd started using cannabis.
It was after graduating, however, that Calil's problems escalated.
He briefly attended college, but his poor mental health and drug use led to him failing his classes.
He decided to essentially drop out and take a break from studying to work full-time as a pizza delivery driver.
Calil's father was an engineer with two masters degrees, and he also owned a pizza raya.
Working for his father at the pizza raya seemed like a good solution.
However, without the structure of school and the friends he'd previously seen daily, Calil's depression worsened.
His job was isolating, involving long hours alone in a car, sometimes up to 70 hours a week.
Calil became even more dependent on drugs, often smoking between deliveries to curb his boredom and a low mood.
By the age of 19, he was often smoking between 10 and 15 cannabis joints a day.
To make matters worse, Calil often felt unsafe while working.
Detroit could be a dangerous city, and Calil was generally working late at night.
He had to deliver pizza at sketchy looking apartment buildings or on blocks with no porch lights to aid visibility.
On more than one occasion, Calil would pull up at an address to deliver a pizza, only to find it was an abandoned house, and there were people waiting there to jump and rob him.
Sometimes, Calil was even robbed at gunpoint.
Feeling lonely, angry and powerless, Calil suffered something of an identity crisis, wondering who he was and where he belonged.
He began spending his free time retreating online to seek out a sense of belonging with other young Muslims his age.
Then, he started seeking out shocking and graphic content as a distraction from his own feelings.
Seeing real gore and violence just felt like an escalation from watching an action movie.
It involved the same shock and door on a heightened level.
By this time, it was 2014, and the actions of the terrorist group Islamic State, or IS, had captured the world.
world's attention.
Militants from IS had taken over large territories in eastern Syria where there was an ongoing
civil war and an northwestern Iraq where local military forces were dwindling.
IS declared itself to be a caliphate, the term for a state under the leadership of a religious
Muslim considered a successor to the Islamic prophet Muhammad.
IS adheres to a radical pro-Sooni Islamist ideology and seeks to establish a global caliphate
through armed struggle.
It was designated as a terrorist organization by the United States government in April
2014.
As they conquered parts of Syria and Iraq, IS became known for their use of social media
to disseminate their message.
They posted news, photos and videos on Twitter as a way to reach a broader audience beyond
their geographical borders and radicalized sympathetic individuals abroad.
IS also became known for their brutality.
Much of the content they shared featured shocking acts of violence against those they
deemed their enemies.
One such video was of a Jordanian pilot they had captured being set on fire and burned
to death.
Others showed men who were suspected by IS of being gay, being thrown off a high-rise
building as a form of execution.
IS also used public beheadings to terrorize and punish and filmed soldiers, journalists,
aid workers and others being killed this way.
In one incident, a French citizen and mountaineering guide named Irvey Gordell was kidnapped
in Algeria, then held hostage before being beheaded.
This crime was filmed and released online under the title, A Message of Blood for French
Government.
Khalil Ryan had a Twitter account using the handle at Khalil Ray 21.
In November 2014, he started seeking out IS content.
He liked propaganda posts about their victories, including videos of beheadings and the Jordanian
pilot's murder.
Sometimes he would retweet posts, resharing them on his own profile or reply with a comment.
In one instance, he asked another Twitter user if they had a link to a video showing people
being thrown from a tall building.
When the other user shared it with him, Khalil replied, "Thanks, that made my day."
Khalil sent some photos of beheadings to his brother.
He saved one such photo as the screensaver on his smartphone.
Imboldened by the online world he was falling into, Khalil took a photograph of himself
and two friends, all dressed in camouflage.
Khalil was holding a semi-automatic pistol in his right hand.
His left hand was pointing skyward, his index finger raised.
This gesture was a commonly acknowledged sign of support for Islamic State known as the
'Torheed', a term referring to the Oneness of God.
Neither of Khalil's friends were making the gesture.
On Thursday, February 19, 2015, Khalil shared this photograph on his Twitter account.
Throughout 2015, Khalil continued to immerse himself in IS content after clocking off from
work.
Late in the year, he decided to buy a gun.
On Monday October 5, Khalil went to a Dearborn Heights sporting goods store and purchased
a 22-calibre revolver.
To complete the purchase, he had to fill out a form required by the Bureau of Alcohol
Tobacco and Firearms, commonly known as the ATF.
Question 11E on the form asked, "Are you an unlawful user of or addicted to marijuana
or any depressive, stimulant, narcotic drug or any other controlled substance?"
Khalil checked no and signed the form.
Two days later, Khalil left work and got into his 2001 Buick's Century.
As he was driving away from the pizzeria, he noticed two police cars with their lights
on signalling him to pull over.
Khalil did so at a nearby intersection.
The officers approached him on foot with their weapons drawn, later saying that as they did
so, they could see him still seated in his car, bending down and making hurried movements
as though hiding something.
When the officers reached Khalil, they noticed a strong smell of cannabis and asked Khalil
to wags at the vehicle.
As Khalil did so, he told the officers that his gun was in the car.
The officers found it on the floor under the driver's seat.
When Khalil asked the officers why they had pulled him over in the first place, one told
him that he'd been speeding.
Another pointed to some prayer beads Khalil had hanging from his review mirror and said
they'd stopped him for obstruction of vision.
Nine units were called in and police also recovered a plastic bag under the dashboard
which contained a black vial, three sleeping pills and four baggies of cannabis.
In total, the search took about three hours.
Khalil was arrested for possession of cannabis and for carrying a concealed weapon.
Michigan was an open carry state, meaning residents were permitted to carry firearms provided
they were displayed openly.
To conceal carry, you needed a special license.
Khalil did not have this license and hiding a gun under his driver's seat, countered
as concealment.
Khalil waved his Miranda rights and provided a full statement to the police, stating,
"I tried to hide the gun under my seat because I panicked.
I think my fidgeting made the police officer nervous because he ordered me out of the car.
That's when I told him, "Hey, men, I got a pistol."
Khalil Ryan spent the night in jail and was released on bond the following morning.
Khalil was charged with carrying a concealed weapon and a legal possession of a controlled
substance one month later.
And around the same time on Sunday November 15, he tried to buy another gun.
He went to a different sporting goods store and again filled out the ATF form the same way.
But this time his purchase was blocked due to his pending court case.
Later that day, Khalil and a friend went to a local firing range.
The pair rented an AK-47 and an AR-15 rifle, both of which are military-style firearms.
Background checks were not required for this.
Khalil took photographs of himself holding the weapons and two weeks later, he posted
one of these pictures on Twitter.
He captioned the photo "Sawat hunting."
Khalil Wart is an IS term for a person who opposes their group, originally referring
to the SUNY tribesmen who fought alongside US-led coalition troops in Iraq.
About one week after Ryan posted this photo, he received a direct message on Twitter from
a 23-year-old woman called Garda.
She noticed his account and was reaching out.
Garda told Khalil she was of Pakistani descent and lived in Cleveland, Ohio.
She shared some photos of herself with Khalil.
Some were selfies she'd taken in front of a mirror, others were her with her family.
Khalil thought she was beautiful.
The pair exchanged phone numbers and soon they were texting each other daily.
Khalil had never had a girlfriend before.
Their relationship quickly escalated from getting to know one another by asking questions about
their lives to a serious romance where they were discussing marriage.
Khalil told Garda that his religious faith forbade him from playing games with her.
If they were going to be together, it needed to be a commitment.
Within a week of meeting, they were describing themselves as engaged.
Although he was yet to meet Garda in person, her presence in Khalil's life had already
made an enormous impact.
In one message, he told her.
while I was driving, I started to cry because of how I felt.
happy I am to have you.
Don't cry my love, please, God are replied.
It's tears of joy, Khalil reassured her.
I never felt this way before.
The love struck young couple discussed what their wedding would be like and how many children
they would have.
Eager to progress to the next stage of their relationship, Khalil said he didn't want
them to sneak around behind their family's backs.
Instead, their parents should meet one another.
He spoke about it with his father, who said he was happy to go to Ohio with Khalil to
meet Gator and plan their wedding.
Khalil went back to Gator to share the news, but wasn't met with the joy he expected.
Instead, Gator said she was having second thoughts about everything and wasn't sure it was
a good idea.
She then stopped responding to Khalil altogether.
He was heartbroken and distraught.
Their relationship had entered as quickly as it began.
Khalil wondered if he'd been too clingy or rushed to the situation.
Whatever had gone wrong, he believed that must have been his fault.
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A couple of weeks after Gara disappeared, Khalil received a direct message from another
young woman on Twitter.
Her name was Janna Bride and she was a V-Rocky descent.
At 19, she was a few years younger than Gara and she also lived closer to Khalil.
Like him, she was a Sunni Muslim residing in Detroit.
Janna told Khalil that she felt an overwhelming urge to talk to him and she believed God had
connected them.
Janna had suffered a lot recently and was deeply depressed.
Like Khalil, she'd experienced heartbreak.
She had been engaged to a young man named Ahmad who had died during an airstrike in
Syria.
Two of Janna's cousins had also been killed by anti-IS forces.
Now she was living at home with her parents, whom she felt were destroying her life.
Janna was suicidal and needed somebody to talk to.
Over the course of mid to late December 2015, Khalil and Janna began communicating daily.
Khalil developed romantic feelings for Janna quickly, but she was slower to respond.
Janna seemed too absorbed by her own pain to be interested in dating at all.
Nevertheless, the two became close and were soon confiding intimate thoughts and feelings
to one another.
They found some common ground in their feelings about his lemic state.
Janna was a staunch supporter of the group as she blamed their enemies for the deaths
of her fiancee and cousins.
Khalil began confessing some of his darker thoughts to Janna.
He told her about a plan he'd had to shoot up a church near his home with an AK-47.
He'd chosen it as a target because lots of people went there and he knew the parishioners
would be unarmed.
Khalil told Janna he would show no mercy even killing women and children.
Honestly, I regret not doing it.
If I can't go do G-hard in the Middle East, I would do my G-hard over here.
Maybe down the line I can try again.
G-hard is an Arabic word that translates to struggling.
Even in his lemic context, it can refer to an individual striving to live a moral life
or to put efforts towards building a good Muslim community.
However, in the context of extremist Islam, it has come to mean an armed struggle against
perceived enemies of the religion.
Janna understood where Khalil was coming from.
She told him, "G-hard is my dream."
She was suicidal, but only had interest in dying if she could murder herself a god and
as revenge for the deaths of Syrians and Iraqis following international invasions.
The following month, Khalil told Janna that hearing about shootings and murder excited
him.
"I would gladly behead people if I needed to," he said.
"It is my dream to behead someone."
He claimed that sometimes Satan spoke to him at night, telling him to burn people alive
and cut their tongues.
Khalil also wanted to murder one of the police officers who arrested him for concealed
carry and possession of a controlled substance a few months earlier.
Khalil explained that his trial had been delayed because the officer in question had suffered
a heart attack and was in hospital.
Khalil said he wanted to commit a "martyr dem operation" at the hospital, killing the
officer in the process.
Khalil also said he was now carrying a large knife or sword in his car in case he ever
got into a fight.
He told Janna that his father knew about Khalil's support of IS and that he'd told his father
that he wanted to make G-hard.
Khalil's father did not support this and had warned his son to be careful about what
he said and posted online.
On Thursday, February 4, 2016, Khalil received a text message from Janna early in the morning.
She asked whether he was going to work that day.
Khalil replied that he was, then got ready for his shift.
He left home and stopped to get gas before driving to work.
Khalil was opening up the pizzeria that day, and as he approached the front door, he suddenly
saw a man with an A.R. style rifle aimed at him.
He ordered Khalil to get on the ground.
Soon, there was a swarm of other people surrounding him, all brandishing firearms and wearing
bulletproof vests.
They were agents for the Federal Bureau of Investigation, or FBI.
As they placed Khalil under arrest and searched the pizzeria, a simultaneous raid was taking
place at his family home.
His mother and younger sister were escorted from the premises while his younger brother
was handcuffed.
Khalil Ryan was taken to the FBI headquarters and placed in an interrogation room.
An agent informed him that he was under arrest for possession of a firearm by an unlawful
user of a controlled substance.
Khalil already knew he had state charges pending for these offenses and wasn't aware they'd
been upgraded to a federal level.
He requested a lawyer several times, but the FBI agent told him he had some questions
to ask first.
What is your involvement with Islamic State, the agent asked?
At that point, Khalil realized he was under investigation for terrorism.
He responded by asking what he was being charged with.
The agent repeated that it was just a gun case, but followed up by asking about posts Khalil
had shared on social media and his thoughts about Islamic State.
He then brought up Ajana, implying that she was being questioned simultaneously in the
room next door.
The agent knew about things the two had discussed, like Khalil's plan to commit a mass shooting
at a church, and his desire to behead people.
At that point, Khalil began to worry about Ajana.
If the FBI had evidence against them, he wanted to take the rap so she could go free.
Despite the agent's questions, no additional charges were laid against Khalil.
Nor was he charged with anything relating to terrorism.
But this time, he wasn't being released on bond.
He was to be held in federal custody until his case was resolved.
Just two weeks later, on Tuesday, February 16, Khalil was charged in a two-count indictment.
He was being charged with making a false statement to acquire a firearm, for lying on the
ATF form when purchasing his handgun by stating he wasn't an unlawful user of a controlled
substance.
He was also charged with possession of a firearm by a prohibited person.
As Khalil sat in court, his attorney went through his charge sheet.
After reading it, she turned to Khalil and told him that the woman he knew as his girlfriend,
Ajana Bride, didn't exist at all.
It turned out that the FBI had been monitoring Khalil Rayan ever since May 2015, after his
Twitter account came to their attention.
His comments and posts in favor of IS activities had been flagged and a review found that he'd
been liking and retweeting IS propaganda for over six months.
The FBI began investigating Khalil via a number of methods, including monitoring of his social
media accounts and surveillance.
A few months after they first began surveilling Khalil, the FBI became aware that he'd
bought a firearm.
They arranged for local police to pull Khalil over just two days after the purchase under
the guise of a routine traffic stop.
It was then that Khalil was first charged with criminal offences for the concealed carry
of the gun and possession of a controlled substance.
The FBI has not released the full facts of their investigation into Khalil, but it is believed
that they first attempted to approach him undercover about two months after his arrest,
using the online persona of Gara.
Gara initiated a whirlwind romance with Khalil via Twitter, and he had believed that they
were engaged to be married.
Then Gara abruptly entered the relationship, leaving Khalil feeling broken.
A few days after Khalil last heard from Gara, either the same agent or another one reached
out to Khalil again with a brand new persona.
Unlike Gara, Jhana Bride's approach was grounded in a strong focus on Islamic state.
The agent operating as Jhana gave her a history steeped in conflicts taking place in the Middle
East and repeatedly turned their conversations to the topics of G-hard, martyrdom, and IS.
During conversations throughout December 2015 and January 2016, Khalil made a number of
statements that the FBI took as indications he might be planning a terror attack.
He's included claims that he'd previously planned to shoot up a church.
Based on information in Khalil's messages, agents were able to identify a church that
fit the description he gave.
It was less than half a mile from the Pizzeria where Khalil worked and stretched across two
blocks.
It was a large building with the capacity to fit 6,000 people.
In late January 2016, Khalil also talked about wanting to go to the hospital where the
officer who arrested him was being cared for and murdering him.
The next day, he told Jhana how he carried a sword in his car and added, "I would gladly
behead people if I needed to."
About two weeks after this on Thursday, February 4, FBI agents struck.
They arrested Khalil at his workplace and confronted him with what they knew about his
terrorist ambitions.
In the days following Khalil Rian's second arrest, articles were published about the incident
in local and national newspapers and media outlets.
Headlines announced that a 21-year-old man had been arrested on suspicion of supporting
Islamic State and planning to attack a Detroit church.
Khalil was portrayed as a dangerous butting terrorist who had been successfully stopped
before he'd caused harm.
The FBI's criminal complaint against Khalil was also shared online.
The affidavit contained this notable quote from FBI Special Agent Alan Southard.
Since May of 2015, the FBI has been conducting an investigation of Khalil Abu Rian regarding
increasingly violent threats he has made to others about committing acts of terror and
martyrdom, including brutal acts against police officers, churchgoers and others.
On behalf of the foreign terrorist organization, Islamic State of Iraq and Levant.
Khalil was held on bond and had to undergo a competency exam to prove he was fit to stand
trial.
A grand jury indicted Khalil on the two gun-related felonies the FBI had initially charged
him with, making a false statement to acquire a firearm and a possession of a firearm by
a prohibited person.
However, the grand jury did not indict Khalil on any terrorism charges.
On Tuesday, September 13, 2016, Khalil faced court.
On the advice of his attorney, he pleaded guilty to the two federal firearm charges.
He had already pleaded guilty to the state charges relating to the same offenses and to
the evidence against him was clear.
Khalil told the court of his deep remorse for his actions, stating, "I am so ashamed,
I have humiliated myself, that conduct is not who I am or what I believe in.
Islamic State has nothing to do with Islam.
I have shamed my faith, I have shamed the Muslim people."
Sentencing guidelines for these charges typically called for 10 to 16 months in prison.
The judge spoke for an hour before sentencing Khalil, focusing primarily on Khalil's support
for Islamic State.
This is not merely viewing in his Islamic State website, the judge stated, while pointing
to the threats Khalil had shared with the Jannah.
The judge also cited the photo Khalil had posted of himself to Twitter, holding a military
great rifle and claiming he was so what-hunting.
Although Khalil had expressed remorse for holding these sentiments, the judge said his apology
was too little too late.
He sentenced Khalil Rayan to five years in federal prison.
Although the shocking headlines about Khalil's planned terrorist attacks had scared some
members of the public, there were others who harbored concerns about the case against
the young men.
Civil rights advocates and Muslim-American leaders believed Khalil's case was emblematic
of a larger abuse of power taking place.
What hadn't been included in the FBI's criminal complaint against Khalil Rayan was mitigating
evidence that indicated he had never had any intention to commit a terrorist act at all.
In fact, the evidence provided by the government was missing key portions of the conversations
between Khalil and Jannah, with nothing at all provided from before December 23, 2015,
well in to the pair's relationship.
The government claimed these emissions were due to a printing error, but Khalil's defense
team suspected otherwise.
They filed a motion for discovery to gain access to the FBI's full case against Khalil.
The government was able to successfully withhold most
of its surveillance evidence by arguing that doing so would protect national security.
But a closer look at the conversations between Khalil and Jana that were available still
provided greater clarity as to what had actually taken place.
From the start, Jana Bride had presented as a deeply depressed suicidal young woman
who had suffered immense loss.
Before she had repeatedly raised the subject of Islamic state and jihad, Khalil's responses
to her had been more focused on building a romantic relationship.
"I wish I could take you away from this sadness," he wrote, "I pray a lot for your happiness.
Sometimes I think I see you in my dreams."
Over time he started professing his love to Jana and asked her to marry him.
Finally and depressed, Khalil had never had a romantic relationship before and saw marriage
as a way to be happy.
He tried to dissuade Jana from harming herself for others, telling her, "Just stay positive,
everything will work out."
In one conversation, Jana expressed her deep sadness before asking Khalil, "What do
you want from this dunya?"
Khalil is an Arabic word referring to the temporal world.
Khalil replied, "Honestly, to get married, I think if I get married, I will be happy.
I'm just lonely sometimes.
I want to start a family."
What about the afterlife, Jana asked, before adding, "I want to leave this dunya.
I don't want to get married."
Khalil encouraged her not to give up, reassuring her that her life would improve.
"Don't you want to have children and watch them grow up?"
he asked.
That's probably the best feeling.
In subsequent conversations, Jana spoke of wanting to murder herself for Allah or God,
stating, "I want to die for the sake of Allah."
The motivation for doing so was vengeance for quote, "seeing my sisters and brothers
and young women die in Syria and Iraq like that."
Khalil replied that she was young and confused and didn't know what she wanted.
Jihad is my dream, Jana responded.
But Khalil didn't pick up on these threads, instead trying to convince Jana that marriage
and building a future was the best path forward.
During one conversation, Jana appeared to directly ask Khalil about a possible plan for them
to commit Jihad together, writing, "So you don't want to do anything of what we talked
about together."
"No, I can't," Khalil replied, "I want us to be together.
I have other plans. Don't do anything that will hurt yourself or other people."
At one point, he grew so tired of Jana's repeated talk about Jihad that he stopped talking
to her for three days.
She continued to contact him incessantly during that time.
Perhaps picking up on his distaste for conversations about violence, she no longer messaged about
that, but instead said how much she needed someone to talk to.
Khalil caved and resumed contact.
This time, when Jana began fixating on Islamic state and Jihad again, Khalil followed
her lead.
He would later explain in an interview with Progressive Advocacy Group the Gravel Institute
that he could see those were the things that were, quote, "turning her on."
So, he decided to go along with it to impress Jana and maintain her interest.
Whenever he turned to other topics, Jana became distant and started to pull away.
Desperate to keep her attention, Khalil started making up stories, claiming he'd been
accused of murder and had spent three months in prison before being let go.
This had never happened.
Khalil said that his claims of wanting to behead people or commit a massacre at a church
were invented as well, to make him sound more like the sort of man Jana would be interested
in.
When the FBI searched Khalil's home and workplace, they found no trace of the AK-47 he said
he'd owned.
The truth was that Khalil had never owned an AK-47, nor did he have any bullets.
He had purchased a handgun in October 2015, but this was in response to feeling unsafe
at work.
After being robbed multiple times while delivering pizzas, sometimes at gunpoint, he felt he needed
to be armed for protection.
The gun he bought could only carry six bullets in its chamber.
He'd had it for just two days when he was pulled over and it was confiscated by the police.
Khalil had also told Jana he'd bought a mask to wear during the church attack, but no
such mask was recovered during searches by the FBI.
Khalil's defenders have described his proposed massacre as fantasy to impress a girl.
But prosecutors argued that even if he hadn't made preparations to carry it out, his messages
were still an expression of intent.
The situation between Rian and Jana reached a boiling point in early February 2016.
Rian had grown increasingly depressed while awaiting trial for the gun charges.
He was also anxious because his phone had been searched following his arrest, and he knew
authorities might find the Islamic State content he had downloaded and watched.
There were also photos of him posing with guns at the firing range.
He worried these might lead to further charges.
During a phone conversation on Tuesday, February 2, Rian told Jana that he was suicidal and
had bought a rope to hang himself.
"I'm tired of this," he said.
"We're doing the same thing every day."
He told Jana of his anxieties that he might be charged with further offences.
He claimed he'd tried to travel to Syria a year earlier to join Islamic State, but had
been turned away.
Lately, he'd noticed that he seemed to be under surveillance.
There were always cop cars near his workplace or dark vehicles following him.
One time, Khalil had actually called the police to report that he'd seen a man in a vehicle
taking photos of him.
An officer had attended the scene, spoken to the man in the vehicle, and then told Khalil
that it was fine.
The man had just been taking photos of some nearby signs.
Jana pushed back against Rian's suicidal ideation, telling him that taking his own life
was her arm, forbidden by Islamic law.
And it's for the sake of Allah when it's jihad or when it's for a cause, that's the only
time Allah allows it.
But not to put your life to waste and to just hang yourself like you say you want to do.
Jana asked Khalil directly whether he wanted to hurt anybody else.
"I would not like to hurt somebody else," he replied.
Once the end of their conversation, Khalil said that he couldn't stand the thought of
being incarcerated.
If the police tried to take him into custody again, he planned to try and stab them to
incite them to kill him in response.
But at no time did he discuss planning or intending to carry out a terrorist attack.
Two days after this conversation, FBI agents arrested Khalil Rian at his place of work.
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To Khalil's defense attorneys, it appeared as though the FBI had repeatedly tried to
manipulate their client towards committing an act of terror. They believed that both female
personas the government had used to communicate with Khalil had been part of a, quote,
reprehensible drama. First, they manipulated the young man to fall head over heels in love
with Gada, leaving him broken-hearted when she abruptly dumped him. They then introduced him to
Jana who had just lost her fiance as Khalil had lost his. Jana was an attempt to exploit his
devastation and loss by pushing him towards terrorism. Instead of just gauging where Khalil
stood when it came to such crimes, Jana had actively and repeatedly steered him towards them by
promoting G-hard. When Khalil expressed suicidal thoughts and revealed a suicide plan,
Jana told him the only way suicide was acceptable was in the form of a suicide attack that would
also harm others. Near the conclusion of their motion, Khalil's attorneys wrote,
"The government has indiscriminately thrown damaging information about Mr. Ryan into the
public record, allowing the media to run wild with the accusations that he is a mentally ill-terrest
sympathizer." The truth is that the government has subjected the defendant, a US citizen,
to a relentless and cynical emotional manipulation in an attempt to radicalize a lonely young man
who was looking for a wife to start a family. A psychologist hired by the defense found that Ryan's
level of dangerousness was very low. According to an article in The Intercept, the psychologist wrote
in his report that Ryan's comments and behavior with the undercover agent was,
"The result of deep longings for female attention in a very shy and awkward young man."
His verbalization was the result of an effort to keep the attention with hopes of a future.
They were not the result of radicalization or representative of terrorist intentions.
According to author and journalist Trevor Aronson, who published a book titled The Terror Factory
Inside the FBI's Manufactured War on Terror, the FBI was using more than 15,000
informants in counter-terrorism investigations in early 2016.
At that time, many of their investigations focused on alleged Islamic state sympathizers.
The particular type of surveillance used in Calil Ryan's case was known as a honeypot.
An operational practice where a covert agent uses the allure of a romantic or sexual relationship
to compromise a target. An article in The Detroit Free Press around the time of Calil's
conviction quoted the head of the FBI in Detroit as defending these undercover operations,
saying they only targeted individuals who had already expressed intentions to commit criminal
behavior. He described informants as a legitimate tool in combating terrorism.
Two other men in Detroit also faced court in early 2016 after being targeted by FBI
informants for terror-related activities. But like Calil, they were never charged with any
offences relating to terrorism. Local Muslim leaders accused the FBI of pursuing young men
who were mentally unstable or suffering from emotional problems and degrading them into terrorism.
Other young Muslims in Michigan said that they had been pressured to become informants for the
FBI. One young man was interrogated at the airport after returning home from Yemen and
said he'd been told that if he became an informant he would be taken off a no-fly list.
Another man said he was asked to spy on other Muslims in exchange for a visa allowing him to
work in the US. In an interview with RT America author and journalist Trevor Aronson stated,
"In the vast majority of cases where the FBI uses informants and sting operations and files
terrorism-related charges, they're not finding people who have weapons and bombs and direct
connections to terrorist organizations. Instead, more than anything, they're finding people who are
mentally ill. What's particularly problematic about these cases is they're not finding the
truly dangerous person who would strike tomorrow. Instead, they're finding someone who is easily
manipulated via an informant. There are also arguments that building cases against
radicalised individuals via undercover agents isn't an effective way to prevent terrorism.
In many instances, this approach pushes people towards criminal activity instead of away from it.
In Denmark, a program was introduced that focused on de-radicalising citizens who were chosen
to support Islamic State. Creators of the program recognised that young people drawn to YS were
typically second-generation immigrants who felt isolated and abandoned by their communities.
They designed a collaborative approach between police, Danish intelligence, social services,
the health care system and education providers that would see radicalised citizens receive
counselling, mentoring and support as long as they hadn't committed any crimes.
Named the Orhus model, it appeared to have some success. While 30 Danish citizens travelled to Syria
to join Islamic State in 2013, that number dropped to one a year later and two in 2015.
One young man who took part in the Orhus model spoke with the BBC about his experience.
Going by the name of Ahmed, he explained that after he came to police attention for extremist
leanings, they approached him at home and took him out for a coffee. They then introduced him to
a mentor, another Muslim man who worked with Ahmed for months to de-radicalise him and show him
he had other options. The program ultimately worked with Ahmed telling the BBC,
"I'm happy right now. I see my future in Denmark. I couldn't see that before because it was all dark."
Khalil Ryan spent almost four years incarcerated at a federal prison in Indiana.
For the first six months, he was held in solitary confinement for his own protection.
Prison officials felt that the high profile nature of Khalil's case and the allegations of
terrorism could lead to other inmates harming Khalil. In an interview with the gravel institute,
Khalil stated that his time in solitary confinement permanently altered him.
He felt forgotten by his family and hopeless about his future. Quote, "I really do firmly believe
that a part of me actually did break when I was in there." Eventually, Khalil joined the general
population. He developed a routine that involved lots of reading, praying and working in the prison
commissary. Khalil Ryan was released from custody in June 2020. He returned to his family in Dearborn
Heights and also rejoined a social media. He soon found a niche on the platform TikTok where he
posted videos answering questions about what life was like in prison. Khalil also began a serious
relationship with his first real girlfriend, though he struggled with trust issues for a long time.
He couldn't shape the fear that his girlfriend might actually be an undercover informant.
Khalil Ryan has shared his story in a number of interviews. He is adamant that the FBI
knew exactly where his life was lacking and how vulnerable he would be to a honeypot approach.
He has also been at pains to make clear how little of a threat he was to the American people,
as he never had any plans to launch an attack. Khalil has pointed to the grand jury's dismissal
of any terrorism charges against him as proof of this. Quote, "My lawyer, he gave me this quote
that a grand jury indicts a ham sandwich, meaning whatever charges
As you put on a grand jury, the grand jury is going to indict you on.
And for them to return back with no indictment on terrorism, really just goes to show that
the prosecution didn't have proof beyond reasonable doubt that there was some kind of crime
committed there.
In 2024, Khalil spoke with Rolling Stone about issues facing the young Muslim population
of dearborn heights in the present day.
He said that he still lives in fear that he might one day be stopped or raided again by
the FBI, adding that kind of stuff doesn't go away.
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Podcast Summary
Key Points:
Calil Ryan, a 21-year-old man from Detroit, confessed to planning a church shooting and expressing desire to behead people, influenced by extremist Islamic State content he consumed online.
The FBI investigated Ryan after monitoring his social media activity, using undercover personas—first Gara, then Janna Bride—to manipulate him into expressing extremist views, ultimately leading to his arrest.
Despite extensive government claims of terrorism planning, evidence shows Ryan had no intent to carry out an attack; his statements were driven by loneliness, depression, and a desire to impress a romantic interest, and he was never charged with terrorism.
Summary:
Calil Ryan, a young man from Dearborn Heights, Michigan, became the subject of a high-profile FBI investigation after sharing extremist content online. Influenced by the Islamic State, he confessed to planning a church attack and expressing a desire to behead people, which sparked fears of terrorism. The FBI targeted him through undercover operations, using fabricated romantic relationships—first with a persona named Gara, then with Janna Bride, a deeply depressed woman who had lost family in Syria.
These interactions were designed to manipulate Ryan into expressing extremist views. However, evidence reveals that Ryan’s statements were rooted in loneliness and emotional distress, not premeditated violence. He had no weapons, no plans to act, and never intended to attack anyone.
A grand jury declined to indict him on terrorism charges, citing lack of evidence beyond reasonable doubt. Critics argue the case exemplifies a broader pattern of the FBI using "honeypot" tactics—targeting vulnerable, emotionally unstable youth—rather than identifying actual threats. Ryan was later sentenced to five years in prison, with his time including solitary confinement, which deeply affected him.
After release in 2020, he spoke publicly about the trauma of the experience and the ongoing fear of surveillance. He now shares his story to highlight how mental health struggles and social isolation can be exploited in counter-terrorism efforts, and how such cases risk misrepresenting real threats. His case has sparked debate about the ethics and effectiveness of undercover operations targeting young Muslims.
FAQs
Calil Ryan, a 21-year-old from Detroit, became involved with extremist content after being deeply affected by the 9/11 attacks and personal trauma. He sought online connections and was influenced by Islamic State propaganda, which he shared on Twitter. He later confessed to having dark plans to attack a church and carry out violence, but his actions were driven by loneliness and a desire for attention, not actual intent to commit a terrorist attack.
While Calil Ryan expressed violent intentions and shared statements about attacking a church or beheading people, he never took actual steps to carry out a plan. Investigators found no evidence of weapons, bullets, or a mask as described, and he had no access to an AK-47. His defense team argued these statements were made to impress a romantic interest, not as a genuine plan to commit terrorism.
The FBI began monitoring Calil Ryan’s social media activity in May 2015 after he started liking and retweeting Islamic State content. An undercover agent posed as a woman named Janna Bride, a deeply depressed Muslim woman who had lost family members in conflicts, to manipulate him into discussing extremist ideas. The FBI used this 'honeypot' approach to gather evidence, but the case later faced criticism for potentially exploiting his emotional vulnerability.
No, Calil Ryan was not charged with any terrorism-related crimes. A grand jury dismissed all terrorism charges, citing lack of evidence beyond reasonable doubt. He was only charged with two federal firearm offenses: making a false statement on a gun purchase form and possessing a firearm by a prohibited person.
Calil Ryan pleaded guilty to two firearm-related charges in 2016 and was sentenced to five years in federal prison. He served nearly four years, including six months in solitary confinement. After release in 2020, he reconnected with his family and started a personal journey of healing, sharing his story on social media and advocating for mental health awareness among young Muslims.
Yes, Calil Ryan has continued to live in fear of being targeted by the FBI, even after his release. He believes the government knew about his vulnerabilities and used them in a manipulative way, and he remains concerned that such surveillance could happen again in the future.
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