President Donald Trump’s push to impose new restrictions on mail-in voting before the November midterm elections is running into an increasingly unforgiving deadline as ballots begin moving through the mail and the Supreme Court weighs whether to allow the administration to proceed.

A second federal judge blocked the U.S. Postal Service from implementing its new “Ballot Mail for Federal Elections” rule late Sunday, leaving the Trump administration dependent on emergency relief from the Supreme Court with just 50 days until Election Day.