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  • May 24, 2025

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Arrest of Milwaukee Judge Hannah Dugan Echoes Massachusetts Case — With One Key Difference

May 2, 2025

Dozens gathered at the Federal Building and U.S. Courthouse in Milwaukee to protest the arrest of Milwaukee County Circuit Judge Hannah Dugan on April 25, 2025. (Julius Shieh for Wisconsin Watch)

By Jack Kelly
Wisconsin Watch

This story was originally published by Milwaukee Neighborhood News Service, where you can find other stories reporting on fifteen city neighborhoods in Milwaukee. Visit milwaukeenns.org.

Milwaukee County Circuit Court Judge Hannah Dugan was arrested on Friday for allegedly helping a man living in the United States without legal status evade federal immigration authorities. Dugan faces two federal felony counts — obstruction and concealing an individual.

Dugan’s case is similar to a 2019 case brought by federal prosecutors against Massachusetts Judge Shelley M. Richmond Joseph. In that case, Joseph was accused of helping an unauthorized immigrant avoid an Immigration and Customs Enforcement agent after a court appearance.

In both cases, federal officials alleged the state judges allowed the defendants to exit their courtrooms through alternative routes to avoid federal immigration officials waiting outside the courtrooms in publicly accessible areas.

In a criminal complaint filed last week, federal officials alleged that Dugan confronted immigration enforcement officials outside of her courtroom as they waited for a defendant who was scheduled to appear before her finished his court business.

Witnesses reported that Dugan “was visibly upset and had a confrontational, angry demeanor,” according to the complaint. Dugan asked to see the warrant the immigration officials were acting upon and then referred them to see the county’s chief judge.

After returning to the courtroom, Dugan then escorted the man and his attorney through a door that leads to a “nonpublic area” of the courthouse, the complaint states.

The Massachusetts case

A similar series of events unfolded in the Massachusetts case. After learning that an ICE agent was waiting to arrest a defendant, Joseph eventually had the man exit the courtroom through a nonpublic exit, federal authorities alleged in a 2019 indictment. A separate court official then helped him exit the building through a back door.

The Massachusetts case was dismissed in 2022. In exchange, Joseph referred herself to the Massachusetts Commission on Judicial Conduct, per The New York Times.

One key difference between the two cases: Joseph was indicted. Dugan was served a criminal complaint.

To secure an indictment, prosecutors have to present evidence to a panel of everyday Wisconsin residents and convince them there is probable cause a crime has been committed.

For criminal complaints, officials only have to get the sign-off of a federal judge, but then later have to secure an indictment from a grand jury, two former federal prosecutors told Wisconsin Watch.

Now, the federal government has 21 days to seek an indictment, according to Laurie Levenson, a law professor at Loyola Marymount University and a former federal prosecutor.

It’s ‘unusual’

“It is unusual that this happened with an arrest and complaint because there really is no indication that the Judge was a flight risk or danger to the community,” she told Wisconsin Watch in an email. “They easily could have gone to the grand jury first and summoned her in IF the grand jury wanted to indict.”

Stephen Kravit, a Milwaukee area attorney and former federal prosecutor, said criminal complaints are rare in the Eastern District of Wisconsin and are usually reserved for “an exigent situation where the defendant’s whereabouts aren’t specifically known or the presence in this area is temporary.”

“None of that applies to a sitting Circuit Court Judge,” he added in an email.

Instead, Kravit said, “this was done in a hurry to make a political point.” He added, “Normally, a person charged even with felonies aged 60+ with no record and no chance of fleeing would be summoned to show up at an appointed time for booking and arraignment. Not here. And that was the point.”

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Popular Interests In This Article: Hannah Dugan, Jack Kelly, Shelley M. Richmond Joseph

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