The Trump administration violated federal law by allowing red states to impose work requirements on their Medicaid programs, a federal appeals court https://www.cadc.uscourts.gov/internet/opinions.nsf/DDBA611EB31A1A218525850E00580F2D/$file/19-5094-1828589.pdf. The court said the administration had not properly justified its decision, and that it was out of step with Medicaid's statutory goals.
What's next: The most likely next step is an appeal to the Supreme Court. In the meantime, the administration has not won a single favorable ruling in lawsuits over what had once looked like one of its most significant health care policies.