For the Alexander brothers, the reality of spending the next 30 years in federal prison began to sink in as they were led from a Manhattan courtroom Tuesday evening.
Oren and Tal, once counted among the country’s leading luxury real estate brokers, and their brother Alon appeared “somber” as they were taken to a holding area at the Southern District of New York after being convicted of sex trafficking, according to a family source.
During sentencing, the judge warned that their parents might never see them outside prison again and that their children would eventually have to reckon with the painful reality surrounding their fathers.
Once back in their cells, the brothers called their parents and urged them not to attend sentencing, hoping to spare them additional “heartache,” said Juda Engelmayer, the family’s communications strategist.
Twins Alon and Oren, both 39, also contacted their wives, whom they had similarly asked to stay away from the courthouse.
Since their arrest in December 2024, relatives have made regular trips from the family’s hometown of Miami to New York City, where the brothers once moved through affluent social circles and hosted lavish parties.
“Between the parents, their wives and their children, every week there is at least one visitor, if not more,” Engelmayer said.
The three men have spent nearly two years at Brooklyn’s Metropolitan Detention Center.
After years surrounded by private jets, luxury homes and celebrity connections, the brothers are now waiting to learn which federal prison will become their next home following their 30-year sentences.
“The families are coping the best they can,” Engelmayer said. “They’re hoping the brothers are placed in an institution closer to Miami — whether in Tallahassee or elsewhere in Florida — so they can visit more often.”
Oren Alexander, 37, (front) and his twin brother Alon were sentenced to 30 years in prison along with their older brother Tal
Tal Alexander, 40, pictured with his soon-to-be ex-wife Arielle, who is divorcing him
Happier times: The family pictured on vacation in 2022. From front left: mother Orly, Alon and his wife Shani, Arielle Alexander and her former husband Tal, Oren and his wife Kamila, and father Shlomy
Federal prison officials must also decide whether the brothers should be housed together or placed in separate facilities.
Judge Valerie Caproni recommended separating them, saying they had been “bad influences on one another.”
The family, however, believes the brothers would be better protected if they remained together.
“I think the Bureau of Prisons is being more proactive and that the brothers are safer together as a unit rather than being separated,” Engelmayer said.
That decision has taken on greater importance after an alleged attack inside the detention center.
Engelmayer told Our News Outlet that the brothers were working on computers in the prison library when another inmate suddenly charged into the area.
The inmate had allegedly harassed the brothers in the past, but an officer tackled him and used pepper spray before he could reach them. Neither brother was hurt.
The incident still left them shaken. “They were jarred, but they’ve learned to manage and maintain situational awareness,” Engelmayer said.
A prison source who remains in regular contact with the brothers said he believed they may have been targeted for extortion.
Their supporters worry that separating them could leave the men more isolated and vulnerable to further confrontations.
Engelmayer portrayed the brothers as a close-knit group who protected one another, even though their personalities differ significantly.
He described Alon as the most sensitive, Tal as the most driven and Oren as the sibling with the strongest natural leadership instincts.
Prosecutors offered a far more troubling account, portraying the brothers as a group whose wealth, social lives and access to women were deeply connected — and who enabled or encouraged one another’s sexual violence.
At the height of their success, Tal and Oren ranked among the country’s most prominent luxury real estate brokers
The brothers apologized at sentencing for their philandering and debauched lifestyles but denied drugging or raping anyone. A court-released photo shows the three men partying on a boat with one alleged victim redacted
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Some accusers said they were raped by more than one of the brothers during the same incident.
At the peak of their careers, Tal and Oren were among America’s most successful luxury real estate figures.
Their notable deals included helping sell a $240 million penthouse on Central Park South, at the time the most expensive residential property ever sold in the United States. Alon worked as an executive in the family business.
The brothers were skilled at cultivating powerful connections, building relationships with wealthy figures from New York to Miami and appearing alongside celebrities including Ivanka Trump.
They have also formed connections within the prison system.
“They’ve found useful alliances,” Engelmayer said.
In July 2026, a prison selfie emerged showing convicted sex trafficker Oren Alexander posing with jailed fraudster David Motovich.
Engelmayer also said the brothers know Luigi Mangione, who is awaiting trial in the killing of UnitedHealthcare CEO Brian Thompson.
The brothers were raised in a traditional Jewish household by Israeli-American parents and have turned increasingly toward their faith while behind bars. They prayed on the night they were sentenced.
“They prayed for their family’s well-being, for the ability to help raise their children from afar and to witness their milestones,” Engelmayer said.
“And they prayed for their own safety.”
“They’re looking toward religion and God much more than they did before and thinking more deeply about their place in the universe,” he added.
Alon Alexander with his wife Shani Zigron, who continues to stand by him despite his conviction
Oren’s wife, Kamila Alexander, has also remained supportive. Like the brothers’ parents, she was asked to stay away from sentencing to spare them “heartache”
The following morning, Rabbi Chaim Pollock visited the brothers. He had attended the sentencing hearing and regularly sees them in prison.
The men now try to observe Shabbat each Saturday, reading prayers and studying the weekly Torah portion inside the detention center.
Oren wore a yarmulke during sentencing and invoked the biblical story of Abraham and Sarah in his statement, referring to the couple’s chance to begin again later in life.
“They’re not saying that they are doing that,” Engelmayer said, “but they are saying that God even gave these people a chance late in life to start over.”
The brothers also observe kosher practices as far as the prison allows. “They keep kosher. They do the best they can,” Engelmayer said. “The vending machines have kosher food.”
“I don’t know how many kosher accommodations the kitchen has, but they work around it. If it’s fish, vegetables or cheese, they’ll eat that, but they won’t eat meat.”
Much of their time is devoted to studying legal materials and preparing appeals of their convictions, Engelmayer said.
“They have always been hard workers in business and industry, and I think they have replaced business and industry with their legal issues.”
“They’ve been reading law books, statute books and other lawsuits and are highly focused. That’s how they’re keeping their minds clear.”
The brothers continue to maintain their innocence, denying that they drugged, raped or sexually assaulted anyone despite their convictions on multiple federal sex offenses.
In statements delivered during sentencing, they expressed remorse for their treatment of women, including their philandering and recreational drug use, but did not admit to the crimes for which they were convicted.
Their prison terms will also be accompanied by a substantial financial burden.
Each brother has been ordered to pay a $300,000 fine. Tal faces an additional $50,000 penalty, as does Oren, while the amount of restitution owed to victims has yet to be decided.
More than two dozen civil lawsuits have also been filed by women accusing the brothers of rape and sexual assault. The brothers continue to deny those allegations.
