Great: Left-Wing Judge Convicted of Helping Illegal Migrant Escape May Escape Jail

The obstruction conviction carries a maximum penalty of five years in prison and a fine of up to $350,000. As a first-time, nonviolent offender, Dugan had been widely expected to avoid prison time.

The case stems from an April 18, 2025, incident at the Milwaukee County Courthouse. Immigration agents arrived with an administrative warrant for Eduardo Flores-Ruiz, 31, a Mexican national who had re-entered the U.S. illegally and was appearing before Dugan on state domestic-abuse battery charges.

According to trial evidence, Dugan learned agents were waiting in the hallway, confronted them, told