The reality of potentially spending the next 30 years in prison began to hit the Alexander brothers as they were escorted from a Manhattan federal courtroom on Tuesday evening.
Oren and Tal, once among the country’s leading luxury real estate brokers, and their brother Alon appeared “somber” as they were taken to the holding area at the Southern District of New York following their sex-trafficking convictions, a family source said.
During sentencing, the judge warned that their parents might never see them as free men again and that their children would eventually have to face the painful truth about their fathers.
Once back in their cells, the brothers immediately called their parents. They had urged them not to attend this week’s sentencing to spare them further “heartache,” according to Juda Engelmayer, the family’s communications strategist.
The 39-year-old twins, Alon and Oren, also called their wives, whom they had likewise asked to stay away from court.
Since their incarceration in December 2024, the brothers have received regular visits from relatives traveling between their hometown of Miami and New York City, where the siblings once moved in affluent circles and hosted lavish parties.
“Between the parents, their wives and their children, there is at least one visitor every week, if not more,” Engelmayer said.
The three men have spent nearly two years at New York’s Metropolitan Detention Center in Brooklyn.
Once accustomed to private jets and multimillion-dollar mansions, the brothers are now awaiting decisions on which federal prison will house them after each received a 30-year sentence.
“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 somewhere else in Florida—so they can see them more often.”
Oren Alexander, 37, front, and his twin brother Alon were sentenced to 30 years in prison alongside their older brother, Tal
Tal Alexander, 40, with his soon-to-be ex-wife Arielle, who is in the process of 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
Prison officials are also considering whether the brothers should be sent to separate facilities.
Judge Valerie Caproni recommended separating them, saying the brothers had been “bad influences on one another.”
Their family, however, believes keeping them together would provide greater protection.
“I think the Bureau of Prisons is thinking more proactively, and the brothers are safer together as a unit rather than being separated,” Engelmayer said.
The debate over whether the brothers should remain together has gained urgency after an alleged attempted attack inside the jail.
Engelmayer told the Daily Mail that the brothers were working on computers in the library when another inmate suddenly charged into the area.
The inmate had allegedly harassed them before, but an officer tackled him and used pepper spray before he could reach the brothers. Neither man was injured.
The incident nevertheless left them shaken. ‘They were jarred, but they’ve learned to manage and to maintain situational awareness,’ Engelmayer said.
A prison source with regular contact with the brothers told the Daily Mail he believes they were targeted for extortion.
There are concerns that separating the brothers could leave them isolated and at risk of further confrontations.
Engelmayer described the brothers as a tight unit who looked out for one another, despite having very different personalities.
The lawyer said Alon is the most sensitive of the three, while Tal is more mission-oriented and Oren has a natural inclination towards leadership.
However prosecutors portrayed a darker picture of them as a group, describing them as a trio whose social lives, wealth and access to women intertwined and who enabled and encouraged one another’s sexual violence.
At their peak, Tal and Oren were among the country’s most successful luxury real estate brokers
The brothers apologized at sentencing for living philandering, debauched lifestyles but denied drugging or raping anyone. A photo released by the court shows the three brothers partying on a boat with one alleged victim redacted
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Some of their accusers described being raped by multiple brothers at once.
At the height of their power, Tal and Oren were among the country’s most successful luxury real estate moguls.
Among their biggest successes was their involvement in the sale of a $240million penthouse on Central Park South, which was then the most expensive residential property ever sold in the US. Alon, meanwhile, was an executive in the family business.
The brothers were formidable networkers who cultivated relationships with the super-rich from New York to Miami and were pictured with celebrities like Ivanka Trump.
They have also begun building relationships inside prison.
‘They’ve found useful alliances,’ said Engelmayer.
A prison selfie surfaced in July 2026 showing convicted sex trafficker Oren Alexander posing with jailed fraudster David Motovich.
The brothers also know Luigi Mangione, who is awaiting trial over the killing of UnitedHealthcare CEO Brian Thompson, said Engelmayer.
Born to Israeli-American parents and raised in a traditional Jewish household, the brothers have also been reconnecting with their faith behind bars. On the night of sentencing, they prayed.
‘They prayed for their family’s well-being, prayed to be able to help to raise their kids [from afar] and see the kids’ milestones grow,’ said Engelmayer.
‘And they prayed for their own safety.’
‘They’re looking toward towards religion and God a lot more and considering their place in the universe a lot more lately than they had been before,’ he added.
Alon Alexander with his wife Shani Zigron, who is standing by him despite his conviction
As is Oren’s wife, Kamila Alexander. She was instructed, along with their parents, to stay away from the brothers’ sentencing to spare them ‘heartache’
The next morning, the brothers were visited by Rabbi Chaim Pollock, who was in the courtroom during sentencing and who visits them regularly in prison.
The trio now tries to observe Shabbat every Saturday, reading prayers from a prayer book and studying the weekly Torah portion inside the detention center.
Oren, who wore a yarmulke at sentencing, compared himself and his siblings to the biblical story of Abraham and Sarah in his statement during sentencing, which tells of a couple being given a new beginning later in life.
‘They are not saying that they are doing that,’ Engelmayer said, ‘but they are saying God even gave these people a chance late in life to start over.
‘They keep kosher. They do the best they can. You know, where you know to the extent that the prison accommodates them, the vending machines have kosher food,’ Engelmayer said.
‘I don’t know how much kosher accommodations the kitchen has, but they work around that if it’s fish vegetables cheese, but they won’t eat meat.’
The brothers spend most of their time studying law books and preparing to appeal their convictions, Engelmayer said.
‘They have always been hard workers in business and in industry and I think they have replaced business and industry with their legal issues.
‘They have been focused on reading through law books, statute books and other lawsuits and are highly focused. That is how they are keeping their minds clear.’
The brothers have continued to maintain their innocence, denying that they drugged, raped or sexually assaulted anyone, despite being convicted on multiple federal sex offences.
In their statements at sentencing, they expressed regret for their past behavior towards women, including philandering and recreational drug use, but stopped short of admitting to the crimes for which they were convicted.
On top of their prison sentences, there will also be a significant financial reckoning.
The brothers have already been ordered to pay fines of $300,000 each, with Tal facing an additional $50,000 penalty and Oren another $50,000. The amount they must pay in restitution to victims is still to be determined.
The brothers also face more than two dozen civil lawsuits brought by women who accuse them of rape and sexual assault, which the brothers continue to deny.