Former Trump executive Allen Weisselberg sentenced to 5 months for tax crimes


Allen Weisselberg, ex-Trump Organization CFO and an ally to Donald Trump, was on Tuesday sentenced to five months in jail at Rikers Island in connection with a yearslong tax fraud scheme at the former president's company.
Weisselberg, 75, had previously agreed to plead guilty to tax crimes and testify against his longtime employer in exchange for a lenient sentence. His cooperation ultimately helped convict the Trump Organization of financial crimes and tax fraud, per The Associated Press.
On Tuesday, Judge Juan Manuel Merchan expressed regret at having made the deal in the first place. "I'm not going to deviate from the promise [of a five-month sentence], though I believe a stiffer sentence is warranted, having heard the evidence," Merchan said. Without the deal, Weisselberg could have been looking at up to 15 years behind bars.
The Week
Escape your echo chamber. Get the facts behind the news, plus analysis from multiple perspectives.

Sign up for The Week's Free Newsletters
From our morning news briefing to a weekly Good News Newsletter, get the best of The Week delivered directly to your inbox.
From our morning news briefing to a weekly Good News Newsletter, get the best of The Week delivered directly to your inbox.
Now, pending good behavior, the disgraced executive could be released after as little as three months. He is also required as part of the plea to pay roughly "$2 million in back taxes, penalties, and interest — which he [had] paid as of Jan. 3" — and complete five years of probation once out of prison, AP writes.
Following the sentencing, Weisselberg's lawyer said his client "deeply regrets the lapse in judgment that resulted in his conviction, and he regrets it most because of the pain it has caused his loving wife, his sons, and wonderful grandchildren." He also "regrets the harm his actions have caused to the Trump Organization and members of the Trump family." Specifically, Weisselberg was accused of dodging taxes on almost $2 million in off-the-books job perks, which included leased cars and private school tuition for his grandchildren, among other benefits, The New York Times reports.
The Trump Organization, which reportedly parted ways with Weisselberg as of Tuesday, will be sentenced on Friday, per the Times.
A free daily email with the biggest news stories of the day – and the best features from TheWeek.com
Brigid Kennedy worked at The Week from 2021 to 2023 as a staff writer, junior editor and then story editor, with an interest in U.S. politics, the economy and the music industry.
-
Calls for both calm and consequences follow Kirk killing
TALKING POINTS The suspected assassination of far-right activist Charlie Kirk has some public figures pleading for restraint, while others agitate for violent reprisals
-
Why does Donald Trump keep showing up at major sporting events?
Today's Big Question Trump has appeared at the Super Bowl, the Daytona 500 and other events
-
‘Democracy is under threat globally’
Instant Opinion Opinion, comment and editorials of the day
-
Former top FBI agents sue, claiming Trump purge
Speed Read The agents alleged they were targeted by a “campaign of retribution”
-
Why does Trump keep interfering in the NYC mayoral race?
Today's Big Question The president has seemingly taken an outsized interest in his hometown elections, but are his efforts to block Zohran Mamdani about political expediency or something deeper?
-
Judge lets Cook stay at Fed while appealing ouster
Speed Read Trump had attempted to fire Cook over allegations of mortgage fraud
-
House posts lewd Epstein note attributed to Trump
Speed Read The estate of Jeffrey Epstein turned over the infamous 2003 birthday note from President Donald Trump
-
Supreme Court allows 'roving' race-tied ICE raids
Speed Read The court paused a federal judge's order barring agents from detaining suspected undocumented immigrants in LA based on race