Politics
She hired investigators to track her opponent
FIRST UP: Mayor Zohran Mamdani’s commitment to back Rep. Adriano Espaillat was initially so ironclad they shook hands on it last summer. But Mamdani broke that promise last week when he endorsed Espaillat’s primary opponent, democratic socialist Darializa Avila Chevalier — and the fallout is mounting. Rep. Nydia Velázquez, an early supporter of Mamdani’s 2025 mayoral run, said she’s not sure she can trust the mayor anymore after the Espaillat snub and won’t take just his word on anything going forward. “I will say I want it in writing,” Velázquez said.
Read more from Blue Light News’s Chris Sommerfeldt and Madison Fernandez here.

MANNY ADDRESSES: Francesca Castellanos has run for state and city office in Upper Manhattan eight times, and lost every single time.
In her ninth bid for public office, she’s going to even greater lengths to oust her local assemblyman, Manny De Los Santos.
Castellanos has spent $8,000 of her own money on private investigators to surveil him at his wife’s Rockland County home and to stake out the Washington Heights apartment where De Los Santos says he lives, and she’s circulated thousands of flyers that question his residency and include a photo of his young child.
De Los Santos says Castellanos, a Spanish-language interpreter, is harassing him and his family. Castellanos says she’s applying well-intentioned scrutiny to a public official who, she claims, lives way outside the district he represents. And election law says the residency requirement for state legislative candidates actually isn’t that strict.
“I understand that public service comes with scrutiny. But this opponent has crossed a line,” De Los Santos said in a statement. “My opponent has spent thousands of dollars on private investigators to follow me and even my children.”
On Monday, Castellanos filed a complaint with Attorney General Letitia James alleging her opponent “moved out of Northern Manhattan, moved to the suburbs, cashed his taxpayer paycheck, and continues to hold a political seat he abandoned.”
“Mr. De Los Santos receives an annual salary of $142,000 as an Assemblymember. He has chosen suburban life for his own children, who attend well-funded Rockland County schools, while families in Northern Manhattan struggle with overcrowded classrooms and insufficient resources,” the complaint reads.
James’ office would not comment on the allegations but said they’ve received Castellanos’ letter.
Castellanos’ call for the state’s top prosecutor to investigate her opponent’s residency is the latest act from a perennial candidate and local politics junkie who has spent the last two decades trying to oust the army of elected officials allied with Rep. Adriano Espaillat. This time, her opponent says, she’s gone too far.
“That is not politics. It is wrong,” De Los Santos said. “I am an Assemblymember, but I am a father first. My children should not be dragged into a political campaign. This needs to stop.”
Castellanos’ complaint includes images from a grainy video recorded on April 12 by R.Q. Investigations outside a home owned by De Los Santos’ wife, Josenia Dominguez, who serves as the chief administrative officer for Public Advocate Jumaane Williams. The images show a man who appears to be De Los Santos entering a two-car garage home in the Hudson Valley. Other photographs from the following day show a man again identified as De Los Santos raking leaves at the property. A different private investigator hired by Castellanos stood watch inside the Washington Heights apartment building where De Los Santos says he lives on two April mornings. That private eye, Michael Cotto, said in a signed affidavit that he never spotted De Los Santos or anyone else enter or exit the unit.
“He’s a public figure, and he’s lying,” Castellanos claimed to Playbook, adding that her scrutiny of him is completely within bounds. “If he doesn’t want it, then he shouldn’t run for public office.”
She denied De Los Santos’ claim that she assigned an investigator to watch his children and said she only told the shamus to surveil the Assemblymember.
Dominguez told Playbook she and De Los Santos are separated and co-parent their children, and that De Los Santos has lived in his Manhattan apartment “literally his entire life — since he arrived from the Dominican Republic at the age of 12 years old.”
“I hope this clarifies whatever narrative that crazy woman wants to spread,” she said.
Castellanos’ complaint includes records showing that De Los Santos’ Washington Heights apartment was placed under receivership in 2024. She says building staff told her they weren’t aware of De Los Santos living there and pointed to a 2014 Daily News article describing allegations that his apartment was “warehousing” voters, with six different people registered to vote out of the unit, including two with the same name born a month apart.
“His relatives live there, but he does not live there,” she asserted.
In 2024, when Castellanos was mounting her second Assembly bid, she and an ally, Michael Hano, began gathering evidence to try to prove De Los Santos lived outside the city. Two years prior, Hano himself had launched a quixotic primary challenge against Espaillat.
According to Hano and Castellanos, the pair noticed that scholastic athletic records indicated at least one of De Los Santos’ children was enrolled in Rockland County public schools and that property records showed his wife owning a home in Clarkstown.
So Hano said he and Castellanos drove there in May 2024 and saw Dominguez and the couple’s kids from afar. A week or two later, Hano claims he “swung by” the house again around 11 p.m. because it was on the way home from a karaoke night he attended in Haverstraw.
“I just drove past to see for instance if a car was in the driveway, you know, and as I’m driving past, there he is in the window,” Hano said. “It’s not like I was sitting there, scoping the place out. In fact I had a friend with me, I was coming home from karaoke that night. These people, when they take public office, they’re giving up a little bit of privacy.”
That year, Castellanos says she mailed about 4,000 Spanish-language flyers telling residents De Los Santos “resides in the suburbs.” The flyer included a photo of one of De Los Santos’ children, which she pulled from his Instagram account, and the address of his wife’s Rockland County home. (Hano says he told Castellanos at the time he thought this was wrong, and stopped talking to her after this happened, though the two have resumed communication.)
By the time 2026 rolled around, Castellanos was again running for the De Los Santos seat after losing a City Council race to Carmen De La Rosa last year. In April, she sued to knock De Los Santos off the ballot on the grounds that he doesn’t live in the district, but she says the case was tossed out on a technicality when the judge asserted Castellanos didn’t serve her opponent before the deadline. De Los Santos, for his part, also sued unsuccessfully to knock Castellanos off the ballot, but Castellanos represented herself and won.
She’s also printing more flyers about his residency — this time up to 10,000. Last month, she says a city health inspector came to her door because someone filed a complaint that a foul odor was coming from her apartment, where she lives with six cats. Without evidence, Castellanos suspects De Los Santos was behind it, so she says she’s sending flyers to neighbors of the Rockland County home. De Los Santos says he has no idea what she’s talking about.
The state constitution says any state legislative candidate must reside in their district in the 12 months before their election. But a 2016 Court of Appeals decision reaffirmed previous rulings that a candidate can legally claim residence anywhere they have “legitimate, significant and continuing attachments,” as long as there’s no fraud, deception or “reason to assume that a residence has been asserted merely for the purposes of voting.”
De Los Santos said his Assembly district “has been my home for decades” and “remains my home today.”
“I am a proud resident of District 72,” he said. “I continue to live in and represent the community that raised me and that I have spent my life serving.”
From the Capitol

GO NEW YORK: The Uber-funded group that spent heavily on Gov. Kathy Hochul’s push to overhaul car insurance regulations is unveiling a final TV ad today with a Knicks theme.
The ad features delirious Knicks fans celebrating the team’s success while the “Hallelujah” chorus plays.
“Every once in a while New Yorkers stand united, celebrating as one, overcome with joy and reveling in an unexpected and remarkable achievement: Yeah, Governor Hochul’s lowered New York’s sky-high car insurance,” the ad’s narrator says.
That claim is an exaggeration: The governor herself has said New Yorkers won’t see a difference in car insurance premiums immediately.
Just in time for the NBA Finals, the basketball-themed spot will bring the advertising blitz full circle after it launched with a Buffalo Bills-centric ad at the start of the year. — Nick Reisman
HELPING NONTRADITIONAL STUDENTS: The State University of New York is launching two new initiatives aimed at boosting supports for adult learners and students with kids.
The university system intends to work with community colleges to increase the number of in-person courses offered on evenings and weekends. And the final state budget included $12 million in additional operating dollars for community colleges.
SUNY is also establishing a grant program to help campuses better support student parents, including the addition of child-friendly lounges and study areas.
“Because one in five college students across the country are parents, we’re boosting support for student-parents,” SUNY Chancellor John King said during his annual “State of the University” address in Albany today.
The state has also been taking steps to help college students with kids.
Earlier this year, Hochul moved to extend child care hours on community college campuses to align with the schedules of students enrolled in high-demand programs. SUNY has also used $10.4 million in state funding to open additional child care centers and increase the number of spots.
The state kicked off a program this school year that offers free tuition to older students seeking associate degrees in high-demand fields at SUNY and the City University of New York. — Madina Touré
FROM CITY HALL

HIGH HOPES: Mamdani offered a bold prediction this morning for the NBA Finals.
“Knicks in four — inshallah,” Mamdani said with a chuckle on Hot 97 radio.
For their first finals since 1999, the Knicks are playing the San Antonio Spurs tonight in Texas. The Knicks have been on a red-hot run in this year’s playoffs, winning 11 straight games, but it’d no doubt be a steep feat for the hometown team to sweep the Spurs as the mayor prophesies.
Mamdani’s office wouldn’t immediately say if the mayor will attend any of the games the Knicks are playing at Madison Square Garden (the first home game is Monday night).
“I’m going to be at a lot of different watch parties tonight — I can’t wait,” Mamdani told Playbook at City Hall this morning when asked if he planned on attending the watch party hosted inside MSG tonight for Game 1.
Mamdani spokesperson Sam Raskin declined to immediately provide more details on where the mayor will be. Raskin did tout that the mayor’s office played a role in securing a permit for a separate watch party to be held outside the Garden tonight. (The NYPD previously suggested no more such bashes would be permitted after one turned especially chaotic during the Eastern Conference Finals last month.)
“As a Knicks fan and a New Yorker, the mayor feels the energy and excitement this team has brought to the city,” Raskin said. “This is a special moment for all five boroughs, and we’re thrilled these celebrations are moving forward. Let’s go Knicks.”
Politics have already loomed heavy over the finals. On Sunday, Texas Gov. Greg Abbott posted an AI-generated image on X of himself dunking over a Knicks jersey-clad Hochul, as President Donald Trump can be seen sitting courtside laughing.
Speaking of Trump: The president, who’s widely reviled in his native New York, said last week he will likely attend one of the Knicks’ home games at the Garden after being invited by team owner James Dolan. — Chris Sommerfeldt
IN OTHER NEWS
— LONE STAR BACKING: A pro-Palestinian Texas businessman has poured major funding into American Prioirties, an anti-Israel super PAC that’s backing Brad Lander, Darializa Avila Chevalier and Claire Valdez’s congressional campaigns. (New York Post)
— SOUND THE ALARMS: Major fires have more than doubled in the Bronx and are being linked to deteriorating electrical infrastructure in older buildings. (Gothamist)
— ALL ABOARD: Mamdani has tapped former Transportation Commissioner Janette Sadik-Khan and former budget chief Melanie Hartzog to represent New York City on the Metropolitan Transportation Authority board. (New York Daily News)
Missed this morning’s New York Playbook? We forgive you. Read it here.
Politics
How Trump has used the presidency to benefit himself and his allies
President Donald Trump tried to create a near $1.8 billion fund that could be funneled to his supporters as a means of settling a lawsuit he filed against his own government — even arguing that he “gave up a lot of money in allowing” it.
After drawing outcry in Congress and the courtshowever, acting Attorney General Todd Blanche told lawmakers on Tuesday that the administration was scrapping plans to create the fund. That potentially means the suit — and the possibility that the president could still cash in — might be back on.
Trump hasn’t been shy about turning the presidency into a major source of personal benefit, involving everything from merchandising deals to crypto ventures to high-dollar political and official events at his properties.
Asked about possible self-dealing, the White House called such suggestions “the same, tired narrative that Democrats have pushed against President Trump, his family, and his administration for a decade.”
“President Trump only acts in the best interests of the American public — which is why they overwhelmingly re-elected him to this office, despite years of lies and false accusations against him and his businesses from the fake news media,” spokesperson Anna Kelly said in a statement. “There are no conflicts of interest.”
Here are some key ways Trump has reaped rewards for himself, his children and allies in his second term:
Suing his government and deals favoring his family
Last year, the president submitted a claim seeking $230 million in compensation from the Justice Department for a FBI search of his Mar-a-Lago estate in Florida as part of an investigation into whether he took classified records from the White House.
In January this year, Trump, his two eldest sons and the family’s business, the Trump Organization, filed a $10 billion lawsuit against the IRS and Treasury Department after a former IRS contractor illegally leaked Trump’s tax returns.
In an attempt to resolve those cases, Trump’s government agreed that $1.776 billion in taxpayer funds be distributed to people who believe they were targeted by past administrations for politically motivated prosecution — including the Trump supporters imprisoned for attacking police while overrunning the U.S. Capitol in 2021.
Rioters loyal to President Donald Trump are pictured at the U.S. Capitol in Washington, Jan. 6, 2021. (AP Photo/Jose Luis Magana, File)
Rioters loyal to President Donald Trump are pictured at the U.S. Capitol in Washington, Jan. 6, 2021. (AP Photo/Jose Luis Magana, File)
After blowback from even some congressional Republicans, the Justice Department now said it would comply with a ruling temporarily blocking the fund. Blanche was clearer on Tuesday, telling a House committee that, “We’re not moving forward with the fund.”
But there was less clamor about another part of the deal allowing the government to drop pending IRS audits into Trump and his relatives. Blanche said the Justice Department was not abandoning that part of the agreement.
Separately, the Air Force has agreed to purchase interceptor drones from Powerus, a Florida-based company linked to Trump’s family. And ProPublica reported that direct intervention from the White House preceded the Pentagon agreeing to loan $620 million to Vulcan Elements, a North Carolina startup linked to Donald Trump Jr.
Trump Organization spokesperson Kimberly Benza denied any ethical conflicts between the White House and the family business.
“The Trump Organization operates completely separate from the presidency and is in full compliance with all ethics and conflict-of-interest laws,” Benza said in a statement.
As for Powerus, Benza said Eric Trump was “a passive investor in a vehicle that, among many others, holds an interest” in the company, but wasn’t involved in its decision-making or management.

President Donald Trump and Eric Trump watch the Maaden LIV Golf Virginia tournament at Trump National Golf Club, May 9, 2026, in Sterling, Va. (AP Photo/Alex Brandon, File)
President Donald Trump and Eric Trump watch the Maaden LIV Golf Virginia tournament at Trump National Golf Club, May 9, 2026, in Sterling, Va. (AP Photo/Alex Brandon, File)
Trading in financial markets he can help move
Trump has traded stocks and bonds in unprecedented ways for a sitting U.S. president.
Office of Government Ethics filings show Trump made more than 3,600 stock trades in the first quarter of 2026 alone — transactions far exceeding $100 million in value.
Many of those trades involved sizable purchases of shares of technology and artificial intelligence giants like Nvidia, Dell, Oracle and Palantir before Trump’s administration took policy actions favoring those firms.
Similar disclosures last year show that Trump bought up more than $300 million in bonds issued by companies, states and municipalities even as he repeatedly pressed the Federal Reserve to lower interest rates — a move that could help drive up the value of his holdings.
Specialist Michael Pistillo works at his post on the floor of the New York Stock Exchange, Friday, May 29, 2026. (AP Photo/Richard Drew)
Specialist Michael Pistillo works at his post on the floor of the New York Stock Exchange, Friday, May 29, 2026. (AP Photo/Richard Drew)
Crypto ventures
Trump’s family has raked in big profits in the crypto sector since he was reelected. A key driver has been the $TRUMP meme coin, announced the day before Trump took office. Some 220 of the top investors were invited to a subsequent, private reception with the president.
Trump’s family also has a controlling stake in World Liberty Financiala crypto firm co-founded with the president’s special envoy Steve Witkoff and run by his son Zach. It has its own stablecoinsUSD1, and got a major boost when, just before Trump took office, an investment fund linked to the United Arab Emirates bought a large stake in it.
An Abu Dhabi state-backed investment firm, MGX, subsequently pledged to use $2 billion worth of USD1 to purchase a stake in Binancethe world’s largest cryptocurrency exchange — a move that further bolstered World Liberty Financial.
Trump-branded bonanza Beyond the digital realm, scores of companies pay to license the president’s name for physical products, from Bibles, guitars and sneakers to watches, fragrances and a gold-hued cellphone.
Trump has promoted many such goods on social media, particularly during his 2024 campaign, but they’ve also made conspicuous appearances at the White House.
When French President Emmanuel Macron and Ukrainian President Volodymyr Zelenskyy visited last summer, Trump showed them a merchandise room off the Oval Office stocked with goods for sale on his website. A few months later, video emerged of Trump at the White House spraying Syrian President Ahmad al-Sharaa with bottles of his “Victory 47” cologne and perfume, which he gave him as a gift.
The president displayed hats emblazoned with “Trump 2028” on the Resolute Desk while meeting with congressional Democrats last year. And, during a televised Cabinet meeting in May, at every seat was a red hat commemorating America’s 250th anniversary.
Each hat sells for $55 on Trump’s website.

A mask with the likeness of Donald Trump is used to sell hats that read “Trump 2028″ and “Make America Great Again” on the street next to the Walk of Fame star honoring Donald Trump on Hollywood Blvd., Feb.12, 2026, in Los Angeles. (AP Photo/Damian Dovarganes, File)
A mask with the likeness of Donald Trump is used to sell hats that read “Trump 2028″ and “Make America Great Again” on the street next to the Walk of Fame star honoring Donald Trump on Hollywood Blvd., Feb.12, 2026, in Los Angeles. (AP Photo/Damian Dovarganes, File)
Paydays for the president’s properties
The Republican National Committee and various political groups associated with Trump and the GOP have held fundraisers and political events at Mar-a-Lago, as well as Trump’s estate in Bedminster, New Jersey, and his golf clubs in Doral, Florida, and Sterling, Virginia.
The LIV Golf league, controlled by the Saudi Public Investment Fund, which is helmed by Crown Prince Mohammed bin Salman, has held events at Doral. Trump will host the G20 summit there in November.
That means world leaders, support staff, business executives, journalists and the bevies of others involved will be paying the Trump Organization, which purchased Doral in 2012, to attend. The president has already tried to head off criticism of self-dealing around the summit, saying that government attendees will be billed “at-cost” and “We will not make any money on it.”
Renovation and construction projects
Qatar gave Trump a $400 million jet that he intends to employ as Air Force One, then store at his presidential library after he leaves office. The gift has undergone extensive taxpayer-funded rebuilding and security upgrades that lawmakers estimate may exceed $1 billion.
Trump has also ordered up scores of renovation projects meant to leave his mark on Washington while passing on the costs to taxpayers.
He long insisted that wealthy donors would pay for the $400 million ballroom he demolished the White House’s East Wing to build — only to seek $1 billion in federal funding for security upgrades he says the military and Secret Service have sought as part of the project.
At least $15 million in public funds is going for a ceremonial arch. The National Park Service is also paying a contractor $13.1 million to carry out the Trump-directed renovation of the Lincoln Memorial Reflecting Pool.
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