The art of dealing with Trump

The art of dealing with Trump - POLITICO

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The art of dealing with Trump

By CHRIS SOMMERFELDT and MADISON FERNANDEZ

09/21/2026 03:23 PM EDT

Presented by

!President Donald Trump with Zohran Mamdani in the Oval Office at the White House.

*Mayor Zohran Mamdani will meet with President Donald Trump at Gracie Mansion this afternoon. | Yuri Gripas/ABACA*

**ALL EYES ON GRACIE:** Mayor Zohran Mamdani is expected to sit down with President Donald Trump at Gracie Mansion this afternoon, their third in-person meeting in less than a year and the latest wrinkle in one of the strangest relationships in American politics.

Since Mamdani’s first, shockingly cordial meeting with Trump at the White House last November, political observers have scratched their heads about the democratic socialist mayor playing nice with the Republican president despite their deep disagreements on … just about everything. Ostensibly, Mamdani is putting his personal distaste for Trump aside and betting it’s best for New York City to keep things cordial so as to avoid drawing the president’s ire.

But as resistance to Trump remains animating for Democrats nationally ahead of November’s midterms, Mamdani’s strategy for engaging with him stands out.

Earlier today, Gov. Kathy Hochul made clear that she, for one, has no plans to meet with Trump while he’s in New York. “I speak to him on the phone whenever I need to,” she told reporters in Manhattan.

Hochul, who’s facing reelection in November and tends to directly criticize Trump more frequently than Mamdani, said it was her understanding that the mayor agreed to host the president at Gracie Mansion during a previous conversation at the White House.

“The mayor and \[Trump] said that when he’s back in town again, he would go to Gracie Mansion,” the governor said. “I don’t have a Gracie Mansion to invite him to.”

Still, Hochul said there’s an opportunity for Mamdani to use the Gracie confab to push Trump on releasing federal funding for New York, including for law enforcement, that she said the president’s administration has been withholding.

“We have to continue fighting for what New York needs,” she said.

Mamdani’s office wouldn’t say who requested today’s meeting or share specifics about the expected focus in advance, only saying the mayor will talk to Trump about “issues affecting New York City.” A Mamdani spokesperson said the mayor will elaborate on what was discussed at a post-meeting press conference that Trump isn’t expected to attend.

After the appointment at Gracie, Trump is slated to meet with French President Emmanuel Macron before headlining a couple Republican fundraisers. By contrast, after his Trump tête-à-tête, Mamdani will have dinner with Vermont Sen. Bernie Sanders, who’s in the city to headline a United Nations Charter event this evening that will also feature pro-Palestinian activist Mahmoud Khalil, a person familiar with the plans who was granted anonymity to discuss them told Playbook.

The Queens-born Trump is in town ahead of his Tuesday address to the United Nations General Assembly.

Maintaining a relationship with Trump isn’t without risk for Mamdani.

As Trump remains deeply unpopular amid the war in Iran and other controversies, some Democrats are privately questioning why the mayor sees a need to keep interacting with the president. But so far, Mamdani hasn’t faced any significant pushback from his hard-left base over his engagements with Trump, with leaders of the local chapter of the Democratic Socialists of America largely viewing it as the mayor acting in the city’s best interests. **— *Chris Sommerfeldt and Madison Fernandez***

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From the Capitol

!FILE - New York Gov. Kathy Hochul speaks at a news conference, Feb. 20, 2025, in New York. (AP Photo/Julia Demaree Nikhinson, File)

*Governor Kathy Hochul spoke about New York's AI safety laws at a Monday event in Manhattan. | AP*

**EYES ON AI:** Hochul floated requiring safeguards like an artificial intelligence “kill switch” as part of state-level interventions to address the rapidly evolving technology.

During a Monday event in Manhattan rolling out next steps for enacting the RAISE Act, New York’s landmark AI safety law that is set to go into effect in January, the governor said she’ll “look closely at additional ways to build on” the legislation — including AI kill switches “if they’re deemed feasible and in the best interest of our state.”

The governor in recent days has vowed to take additional AI-related actions beyond the RAISE Act, but has not specified what that might look like. Her suggestion of a kill switch comes days after California Gov. Gavin Newsom issued an executive order to explore such a requirement for AI companies’ most-advanced models.

Some in the tech industry have argued implementing one is not technically feasible. Federal legislation to enact a kill switch requirement is currently stalled in Congress.

When asked to expand on the prospect of requiring a kill switch, Hochul said that “all options are on the table,” but wasn’t making a commitment.

“We’re going to do the research and make the decisions that are thoughtful to protect New Yorkers,” she said. “We’ll go as far as we need to to protect people of this state and ultimately this country in the absence of other leadership.”

***Read more from Madison Fernandez in POLITICO Pro******.***

**MORE BLAKEMAN MONEY:** Billionaire former casino developer Steve Wynn has donated $1 million to the main super PAC supporting Republican Bruce Blakeman’s gubernatorial bid, records filed with the state Board of Elections this morning show.

The committee, Strong and Safe New York, has now raised $5.3 million since July.

Wynn has been a top donor to national Republican causes for over a decade. His most recent large donations in New York came last year, when he gave $361,000 to the state GOP and $500,000 to a super PAC boosting Andrew Cuomo’s mayoral bid. ***— Bill Mahoney***

A message from TC Energy:

FROM THE CAMPAIGN TRAIL

!Mike Lawler speaks to mem