Twice a Loser, Curtis Sliwa Plans Third NYC Mayoral Campaign for 2029

Former NYC Republican mayoral candidate Curtis Sliwa is contemplating a third campaign for the mayoralty in 2029. This decision comes on the heels of his recent address to students at Stanford University, where the question of another run was raised.

During his speech about the implications of artificial intelligence on society, Sliwa found himself in a candid conversation with the audience. Some students expressed their interest in his previous campaigns and encouraged him to consider running again. In response, Sliwa indicated that he would take their enthusiasm into account and expressed a desire to face current Mayor Zohran Mandami in the upcoming election.

The 72-year-old founder of the Guardian Angels emphasized his familiarity with New York City, particularly regarding issues like public safety, homelessness, and transportation. Despite having faced defeats in the 2021 and 2025 mayoral races, he remains confident in his abilities and knowledge of city matters.

Sliwa’s financial situation from the previous campaign highlights his struggles. He raised approximately $6.87 million for the 2025 election cycle, including $5.3 million in public matching funds. However, current filings indicate that his campaign is carrying a debt of about $323,887.

Despite the financial setbacks, Sliwa has expressed hope that additional public matching funds from the NYC Campaign Finance Board might be forthcoming, allowing him to settle debts with campaign workers.

In the November election, Sliwa garnered only 7% of the vote, trailing behind both Mayor Mandami and former Governor Andrew Cuomo, who entered the race as an independent after losing the Democratic primary. Sliwa has faced criticism for not consolidating support to challenge Mandami, yet he staunchly believes in allowing the electorate to make their choice.

Refusing to bow to pressure from some conservatives and moderates to withdraw from the race in support of Cuomo, Sliwa stated, “I don’t believe in dropping out. Let the people decide.” He has since been vocal about his dissatisfaction with Mandami’s performance and hopes to attract Democratic voters in 2029 who may be seeking an alternative.

Political analysts have voiced skepticism regarding Sliwa’s potential candidacy. Hank Sheinkopf, a veteran Democratic consultant, remarked that Sliwa’s prospects of becoming mayor are minimal, likening his chances to a far-fetched scenario. This sentiment reflects the broader political landscape as Sliwa prepares for what could be an uphill battle in the upcoming election cycle.

As Curtis Sliwa contemplates another run for mayor of New York City, his previous experiences and the current political climate will undoubtedly influence his campaign strategy. With a rich history in the city’s political scene and ongoing challenges in party unity, Sliwa continues to navigate his path toward the 2029 election.