In 2019, Habba joined the Trump National Golf Club Bedminster in New Jersey, an eight-minute drive from her law firm. There, she and Donald Trump got acquainted. Habba had never done legal work for Trump when, in September 2021,he hired her as part of his legal team, replacing several well-established lawyers who had worked for Trump for many years but had withdrawn their services, including: Marc Kasowitz, Charles Harder, Marc Mukasey, Jay Sekulow, and Lawrence S. Rosen.Quickly after her hiring, Habba made headlines by filing a $100 million lawsuit on Trump's behalf against the New York Times, three Times reporters, and Trump's niece, Mary L. Trump.