President Donald Trump is set to meet with New York City Mayor Zohran Mamdani on Monday at Gracie Mansion, the mayor’s official residence. The meeting will occur during Trump’s trip to New York City for the United Nations General Assembly, where he will address world leaders. The White House confirmed the meeting but did not provide additional details. According to Mamdani’s communications director, Anna Bahr, the discussion will focus on issues affecting New York City and its residents. This will be the third public meeting between Trump and Mamdani, following their first encounter in November 2025 and a second in February. While their relationship has mostly been friendly, they have occasionally criticized each other publicly. Before their first meeting, Trump called Mamdani a “communist lunatic,” but after meeting with the then-mayor-elect in the Oval Office, Trump said he would be “cheering” for Mamdani and described him as a “very rational person.” Mamdani has characterized their relationship as “honest, direct, and productive,” pointing out that both are New York natives and that the city holds a special significance for them both. During their February meeting, Mamdani brought up the arrest of a Columbia University student by Department of Homeland Security agents. The student was released shortly after the meeting. Mamdani also gave Trump a mock New York Daily News front page with the headline “Trump to City: Let’s Build,” a play on the 1975 headline “FORD TO CITY: DROP DEAD,” which referenced President Gerald Ford’s refusal to support financial aid for New York City. Despite their generally cordial relationship, Trump has criticized Mamdani’s policies. Earlier this year, Trump called Mamdani’s proposed pied-a-terre tax on New York City homeowners who maintain a second residence “SO WRONG” on his social media platform, Truth Social. Mamdani had previously called Trump a “despot” and a “fascist” during his mayoral campaign, a remark he defended even after their first meeting. Mamdani has also criticized Trump’s decision to go to war with Iran, stating that the conflict has worsened New York City’s cost-of-living crisis. He referenced Tupac Shakur’s 1990s lyrics, saying they remain relevant: “We always have money for war and not to feed the poor.”