Once high-flying Alexander brothers hit with 30 year terms for sex trafficking; ‘Look at you now’

Once among the most successful realtors in America — counting the likes of Kim Kardashian on their client roster — the multimillionaire Alexander brothers were hit with 30 years in prison in Manhattan on Tuesday for drugging, gang raping, and humiliating scores of women for decades.

The terms were handed down to 39-year-old twins Oren and Alon Alexander, and their brother, Tal Alexander, 40, by Manhattan Federal Court Judge Valerie Caproni, following a marathon, day-long proceeding marked by powerful statements from a number of their victims.

“I hope that at some point, the reflection of what they did to land themselves in federal prison for a very long time leads the defendants to feel deeply ashamed of themselves,” Caproni said. “The shame lies entirely on the three defendants.”

Caproni roundly rejected the brothers’ claims that they were guilty of nothing more than participating in “hookup culture,” and that their marriages in recent years had proven they’d grown into caring men.

“Rape is and always has been about power. The conduct in this case illustrates that,” the judge said. “Just as having a girlfriend doesn’t mean you’re not longer going to rape people, having a wife doesn’t mean you’re no longer going to rape and humiliate women.”

Caproni’s comments came after she heard 12 devastating victim impact statements, some shared under pseudonyms, which represented a fraction of the more than 70 women prosecutors said came forward with evidence of the brothers’ penchant for drugging and raping women with GHB and other sedatives after luring them to luxurious locations like the Hamptons and Aspen, Colo.

The stone-faced brothers, wearing beige prison scrubs, looked away as their victims addressed the court.

“I can only speak to what I remember when I was conscious, and what I remember is being raped repeatedly,” one woman told the court of her December 2015 assault by Oren in Miami, Fla., after they met on a dating app and attended a Paper Magazine party.

“My best recollection is approximately 12 times during the period when I was aware.”

Years before their December 2024 arrests, when they worked for real estate firm Douglas Elliman, Alon and Oren made headlines for brokering the sale of the most expensive property ever sold. They included, hedge fund owner Ken Griffin’s $238 million penthouse on Billionaires’ Row, along with properties for the likes of Kardashian, Kanye West, and Oasis front man Liam Gallagher. Alon ran the family’s private security firm.

“Look at you now,” the victim said to the brothers as she concluded her remarks.

All three brothers have been incarcerated at Brooklyn’s Metropolitan Detention Center since their arrests, having failed repeatedly to convince judges to let them out on a $100 million bond. They were convicted of a slew of federal sex trafficking and conspiracy crimes at trial on March 9, with all found guilty of attacks involving minors.

The brothers, whose lawyers urged Caproni to impose no more than 15 years, framed their past behavior as that of immature young men.  All of them sounded as though they might cry though none shed tears.

In comments Caproni would later call out as a lie, Alon insisted on his innocence, however admitting he had stripped women of their dignity by bragging about his sexual exploits during partying years that “ended long before the FBI came knocking.”

“I am not a perfect man, but I am innocent of these charges. I never raped or sex trafficked anyone,” Alon said, his voice quivering as he went on to talk about his young daughters. “I am asking you to consider the life I built in the years that followed.”

Oren blamed the toxic culture of misogyny he grew up in during the early 2000s.

“The way I spoke about women was not just crude, it was disgusting. I came of age at the height of the hookup culture,” Oren said. “Looking back as a husband and a father today, I am ashamed of how I behaved.”

The judge received several letters of support from allies of the brothers ahead of the sentencing, but she said accounts from former romantic partners did not land how the brothers hoped they would, because they showed they “knew what appropriate sexual behavior is, and they were capable of conforming their behavior” when they chose to.

Caproni said polygraph tests that two of the brothers passed similarly carried no weight, noting “liars can pass a lie detector test.”

“Mazel tov that you passed it. That doesn’t change the testimony I heard,” the judge said. “Either all of those women are in the wrong line of work, because they should all be actresses, or they were telling the truth. … I believe the latter.”

Prosecutors had pushed for life sentences and implored the court to take into account evidence of the particularly cruel nature of the brothers’ attacks.

Assistant U.S. Attorney Elizabeth Espinosa cited trial testimony about Alon laughing at one victim when said she didn’t want to have sex, and he told her they already had, before he “held her down while she cried and raped her again.”

Tal and Alon, the prosecutor reminded Caproni, “pinned down and raped” a 16-year-old as she drifted in and out of consciousness. Oren, for years, saved a video of an incapacitated 17-year-old victim who he had drugged and raped, Espinosa noted, underscoring the “cruelty and enjoyment of humiliating his victims.”

Prosecutors said the siblings saw themselves as untouchable and long succeeded at hiding behind and employing their wealth and clout to get away with their abuse, which text messages, photos and other evidence at trial showed they made little effort to hide.

For years, one victim told the court Tuesday, she would routinely refresh Google for updates about Alon, who drugged her with powerful sedatives and relentlessly raped her limp body while talking to his brother, Tal, as though she wasn’t in the room.

Time and again, the search results turned up puff pieces in prestigious U.S. publications that touted the multimillionaire brothers’ record-setting real estate sales and lavish marriages to supermodels.

“Every so often, I would look the brothers up online, and find that their carefully curated facade was still intact — their careers, social clout, the women they somehow convinced to marry them,” the woman, now 34, said. “I closed my laptop, more broken than before.”