signed an Executive Order that rolled back Obama-era protections for transgender students?

The Executive Order removed guidelines allowing transgender students to use the public school bathrooms that match their identity. The original order threatened to be withheld for institutions that failed to comply.

The administration later rolled back gender anti-discriminatory measures for healthcare and housing.

The Washington Post – Trump administration rolls back protections for transgender students
The New York Times – Trump Rescinds Rules on Bathrooms for Transgender Students
Reuters – Trump revokes Obama guidelines on transgender bathrooms