Report: Trump Organization's director of security set to testify before Manhattan grand jury
Prosecutors are continuing to call witnesses before a Manhattan grand jury as part of a criminal investigation into former President Donald Trump's business practices, people familiar with the matter told The Wall Street Journal, and two employees of the Trump Organization — Matthew Calamari Jr. and Jeffrey McConney — are expected to testify this week.
Calamari is corporate director of security, and son of the Trump Organization's chief operating officer Matthew Calamari Sr. His father, who once served as Trump's bodyguard, is one of several employees who received an apartment from the company, and prosecutors have been looking into how he reported this on his taxes, the Journal reports. McConney is a senior financial executive who prepared Calamari Sr.'s personal tax returns, people familiar with the situation told the Journal.
Calamari Sr. has been with the Trump Organization for nearly four decades, and prosecutors are working to determine whether his cooperation with their investigation would be beneficial, the Journal reports. The Trump Organization and its chief financial officer, Allen Weisselberg, were charged with tax fraud in July. Prosecutors allege that as part of a 15-year scheme, the company paid Weisselberg and other employees with perks like apartments, private school tuition for his family, and luxury cars, but never reported it.
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.
A free daily email with the biggest news stories of the day – and the best features from TheWeek.com
Catherine Garcia has worked as a senior writer at The Week since 2014. Her writing and reporting have appeared in Entertainment Weekly, The New York Times, Wirecutter, NBC News and "The Book of Jezebel," among others. She's a graduate of the University of Redlands and the Columbia University Graduate School of Journalism.
-
Trump’s White House ballroom: a threat to the republic?Talking Point Trump be far from the first US president to leave his mark on the Executive Mansion, but to critics his remodel is yet more overreach
-
‘Not every social scourge is an act of war’Instant Opinion Opinion, comment and editorials of the day
-
Pentagon unable to name boat strike casualtiesSpeed Read The Pentagon has so far acknowledged 14 strikes
-
41 political cartoons for October 2025Cartoons Editorial cartoonists take on Donald Trump, ICE, Stephen Miller, the government shutdown, a peace plan in the Middle East, Jeffrey Epstein, and more.
-
Trump limits refugees mostly to white South AfricansSpeed Read The administration is capping the number of refugees at 7,500
-
Judge rules US attorney ‘unlawfully serving’Speed Read Bill Essayli had been serving in the role without Senate confirmation
-
Trump ends Asia trip with Xi meeting, nuke threatSpeed Read Trump had spent the last six days in Asia
-
What does history say about Trump’s moves in Latin America?Today's Big Question ‘Bitter memories’ surface as the US targets Venezuela



