Former second gentleman Doug Emhoff publicly opposed a controversial agreement between his law firm, Willkie Farr & Gallagher LLP, and the Trump administration during remarks made at a charity gala on Thursday, April 3. Emhoff, a partner at the firm, expressed strong disapproval of the deal, which he described as unconstitutional, though he was ultimately overruled by firm leadership.
According to CNN, the agreement includes a commitment from Willkie to provide at least $100 million in pro bono legal services during Donald Trump’s second term. The deal also contains provisions ensuring that legal assistance and employment practices are free from discrimination based on political beliefs. The arrangement was reportedly made to avoid an executive order from the Trump administration targeting the firm for its previous affiliations with Trump’s political opponents.
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Speaking at the Annual Dinner Gala for Bet Tzedek, a legal aid organization, Emhoff detailed his opposition to the agreement, saying he had hoped to challenge what he saw as an unconstitutional threat. However, his position was not adopted by the firm.
This marks the third high-profile agreement between a law firm and the Trump administration under similar circumstances. Trump has increasingly targeted firms that have supported or represented individuals critical of him, pressuring them through potential executive actions.

Vice President Kamala Harris also addressed the issue at the Leading Women Defined Summit in Dana Point on the same day. Reflecting on the broader implications of these agreements, including her husband’s firm, Harris remarked, “There is a sense of fear that has been taking hold in our country. And I understand it. But we’re seeing people stay quiet.
She added, “These are the things we are witnessing. Each day in the last few months in our country. And it understandably creates a great sense of fear. Because you know there were many things we knew would happen.” Laughing, she said, “I’m not here to say I told you so. I swear, I wasn’t going to say that.”
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The terms of the agreement require Willkie to commit to non-discriminatory hiring practices, eliminating what the Trump administration labels “illegal DEI practices.” The firm also pledged to offer legal services without bias against politically marginalized clients and to seek third-party oversight to ensure compliance with anti-discrimination laws.
A White House statement praised Willkie’s commitment to ending “the weaponization of the justice system and the legal profession.” Willkie chairman Thomas M. Cerabino defended the deal, stating, “The substance of that agreement is consistent with our Firm’s views on access to Legal representation by clients… and our history of working with clients across a wide spectrum of political viewpoints.” As tensions rise over the legal community’s role in politics, Emhoff’s dissent underscores the ongoing debate around law, ethics, and political influence.
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