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Dugan attorneys argue new appeals court decision should overturn conviction

Milwaukee County Circuit Judge Hannah Dugan leaves the Milwaukee Federal Courthouse on May 15, 2025. At a hearing Wednesday, June 3, 2026, Dugan's attorneys argued her conviction should be overturned due to a recent appeals court ruling. (Photo by Scott Olson/Getty Images)

Attorneys squared off in federal court again Wednesday over the fate of former Milwaukee judge Hannah Dugan, who was convicted of obstructing immigration agents when they went to her courtroom to arrest a man last year. What was initially set to be a sentencing hearing for Dugan was postponed, replaced by oral arguments on a motion from Dugan’s attorneys to overturn her conviction.

A  jury found Dugan had obstructed a “proceeding” when she allowed a man living in the U.S. without legal documentation and his attorney to exit out of the courtroom into a non-public hallway. Prosecutors argued her action was to avoid immigration agents who waited in the hallway. 

Dugan’s attorneys argued that a recent appeals court ruling held that federal immigration enforcement actions are not “pending proceedings.” As a result, the attorneys argued Wednesday, improper instructions were given to the jury by U.S. District Judge Lynn Adelman during the high-profile trial in December. 

Prosecutors countered that the jury instructions were correct, and that the case Dugan’s lawyers cited does not apply to Dugan. 

Adelman now must consider whether to rely on the original guilty verdict, or to overturn the jury’s decision. Adelman denied the defense’s request for a new trial or for Dugan to be acquitted in April, WPR reported

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Attorneys clash over Dugan acquittal ahead of sentencing

Milwaukee County Circuit Judge Hannah Dugan leaves the Milwaukee Federal Courthouse. Judge Dugan is on trial on charges that she helped Eduardo Flores-Ruiz, an undocumented immigrant, elude federal arrest while he was making an appearance in her courtroom on April 18. (Photo by Scott Olson/Getty Images)

As former Milwaukee Judge Hannah Dugan approaches sentencing after being convicted of obstructing federal agents during an immigration arrest last year, attorneys on both sides of the case are battling over whether new precedents around federal statutes should apply to the former Milwaukee County Circuit Court judge. 

The FBI arrested Dugan last year on charges she helped a man who was making a routine appearance in her court evade immigration officers who were waiting for him in the public hallway outside the courtroom. 

Court staff initially noticed the agents and informed Dugan, who approached them and told the agents to go check in with the chief judge. 

While the agents waited to talk to Chief Judge Carl Ashley, Dugan went back to her courtroom and quickly called 30-year-old Mexican-born Eduardo Flores Ruiz and his attorney, set a date for them to come back, and then allowed them to exit the courtroom through a non-public hallway, at the end of which was a door back into the hallway where the agents waited. After going out that door, Flores-Ruiz and his attorney unknowingly rode the elevator down with one of the undercover agents. Flores Ruiz was arrested outside after a brief foot pursuit. 

Dugan was charged with obstructing federal agents and concealing Flores Ruiz. After a trial in December, a federal jury found Dugan guilty of felony obstruction but not guilty of misdemeanor concealment. Dugan’s attorneys highlighted the split verdict and moved for U.S. District Judge Lynn Adelman to overturn the conviction. 

In April, Urban Milwaukee reported, Dugan’s legal team filed a motion arguing that a recent U.S. Circuit Court of Appeals decision changed the precedent governing the legal interpretation of the federal statute under which Dugan was convicted. The decision, in United States v. Hernandez, held that immigration proceedings do not include deportation operations, relevant since Dugan, who resigned shortly after her trial, was convicted of obstructing an immigration “proceeding.” 

Federal prosecutors have countered that the appeals court decision “is neither binding nor persuasive, and it does nothing to call into question this Court’s reasoning.” They argue that the jury instructions crafted by prosecutors and provided to the jury by Judge Adelman over instructions crafted by the defense team were sound. Adelman had previously denied a request from Dugan’s legal team for acquittal and a new trial.

Dugan faces up to five years in prison and $350,000 in fines. Her sentencing is scheduled for June 3. 

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