Trump's Second Term: The Role of May Mailman in Shaping Anti-Transgender Policies

President Donald Trump's administration has intensified efforts to restrict transgender rights, particularly during his second term. A key figure in this initiative is May Mailman, who served as a senior policy strategist from January to August 2025. Mailman was instrumental in drafting two executive orders signed by Trump on his first day in office. One order defined sex strictly as a "biological reality," effectively revoking federal recognition of transgender, nonbinary, and intersex identities. The other dismantled diversity, equity, and inclusion programs within the federal government.

The Advocate

Mailman's executive orders have significant implications for transgender rights in the United States. The order defining sex as a biological reality has led to the exclusion of gender identity as a protected category under Title IX, which governs education and prohibits sex-based discrimination. Furthermore, it restricts the admission of transgender individuals into housing shelters, prisons, and other single-sex spaces that align with their gender identities. These policies reflect a broader trend in the Trump administration to narrow the government's recognition of gender identity and frame trans identity as a component of "gender ideology."

The Advocate

Although Mailman has left her formal role in the Trump administration, she remains engaged in policy efforts that could influence transgender rights. Reports indicate that her ongoing connection to the White House may continue to shape policies affecting trans individuals at both federal and local levels. Mailman's collaboration with Stephen Miller, Trump’s deputy chief of staff and a key architect of Project 2025, underscores her significant role in the administration's approach to gender issues.

The Advocate

Critics of Mailman's policies argue that these measures undermine the rights and recognition of transgender individuals. Advocacy groups have condemned the executive orders for promoting discrimination and erasing the identities of transgender, nonbinary, and intersex people. The backlash against these policies highlights a growing concern among civil rights organizations regarding the implications for marginalized communities.

The Advocate

In response to the executive orders, various civil rights organizations have issued statements condemning the actions as harmful and regressive. They emphasize the importance of recognizing and protecting the rights of all individuals, regardless of gender identity. The National Center for Transgender Equality, among others, has called for a reversal of these policies, advocating for inclusivity and equality.

The Advocate

• “the one who makes it happen.” — May Mailman, on her role in the Trump administration

The Advocate

As the Trump administration continues to navigate its second term, the implications of Mailman's policies on transgender rights will likely remain a contentious issue. Ongoing advocacy efforts from civil rights organizations aim to challenge and reverse these restrictive measures, indicating a potential for further legal and political battles in the future.

The Advocate