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Culture War Roundup for the week of December 22, 2025

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It's not a glamorous beat, but another CW news follow-up.

Last week Judge Hannah Dugan of Milwaukee County Circuit Court was found guilty of felony obstruction by a jury. This was the judge who assisted an immigrant's attempt to evade arrest by ICE. The Wisconsin Examiner published what looks like excellent coverage of the trial and verdict.

Eduardo Flores-Ruiz, Mexican national, was arrested in March of 2025. Milwaukee ICE cross-referenced his fingerprints where they found a match with a previous 2013 deportation by US Border Patrol. Milwaukee ICE conjured up an administrative warrant and gathered a smorgasbord of FBI, CBP, and other federal agents. They planned to apprehend Flores-Ruiz after his appearance. At the courthouse, with the agents presence known, Judge Dugan and a Judge Cervera approached the agents in the hallway. At the end of this interaction, Judge Cervera left with the agents to go to the chief judge's office. According to the agents and Judge Cervera's testimony that was where they were told to go to hash out the legitimacy of their presence, warrant, and the planned apprehension. According to Dugan's defense, that conversation never occurred, though from the reporting alone I do not know what they offered as an alternative except that Dugan did not personally review the warrant.

Judge Dugan returned to her courtroom where she rearranged the docket to move Flores-Ruiz's case to the top. She told him and his attorney their next hearing could be held via Zoom then she "led Flores-Ruiz and his attorney, Mercedes de la Rosa, to a non-public door to exit" the courtroom. Instead of making an escape, Flores-Ruiz and his attorney stumbled into the public hallway which eventually led to his arrest-- an agent had remained behind with eyes on that exit. It's interesting his attorney did not prevent this navigation error despite having knowledge of building. According to the Examiner she was portrayed as a "naive" stooge by the prosecutors. This suggests to me she sensed a measure of impropriety, if not outright criminal potential as this was ongoing. Judge Cervera, who accompanied the agents in the halls, testified at trial and did not run cover for Dugan.

Jurors were played mute security camera video and asked to decide whether they believe Cervera that Dugan told the agents three times that they needed a judicial warrant, something that didn’t appear to happen in the video. “Judge Cervera is wrong,” said Luczak. “I don’t know if she’s lying, but I could think of some reasons why.” Cervera, the attorney argued, was trying to save herself by throwing Dugan under the bus.

It's safe to assume the water cooler talks have become more awkward in Milwaukee County. Other judges and lawyers testified for the defense. Even a former mayor came out to testify as a character witness.

[Judge] Gramling-Perez reviewed emails on the stand that said “the historic protocols are now shifting quickly,” and explaining that although state and local law enforcement have conducted arrests around the court in the past, those activities were always guided by clear policies or practices which were respected by law enforcement... Prosecutors repeatedly attempted to get Gramling-Perez to say that ICE arrests were allowed in public hallways, per the “key takeaways” that she outlined in her email to Dugan and other judges. Gramling-Perez, however, didn’t budge. When prosecutors showed her images of documents they claimed were part of her presentation, she said she’d never seen them before...

That last sentence doesn't sound great, does it? The merry mix-up argument says policy was confused and the law unclear, but for questions of intent this recording couldn't have helped:

to "buttress their argument prosecutors played courtroom audio that captured Dugan talking with court reporter Joan Butz and saying “down the stairs” as well as Dugan saying, “I’ll do it…I’ll take the heat,” and Butz responding, “I’d rather get in trouble.”

The jury's verdict -- guilty on obstruction but not guilty on misdemeanor concealment -- is arguable. Dugan's lead attorney "told reporters that he was disappointed with the ruling and didn’t understand how the jury could have reached a split verdict since the elements of both charges were virtually the same." A compromise verdict does make sense in the jury sense-making sense. Most average joes aren't going to relish sending a judge to prison especially when the former mayor comes out to vouch for her.

During testimony earlier this week, federal agents told jurors they notified court personnel of their plans to arrest Flores-Ruiz. The agents also said they told court personnel they planned to carry out the arrest in the courthouse hallway once Flores-Ruiz’s hearing had concluded. Prosecutors showed jurors an email that Ashley sent to his colleagues on April 4, about two weeks before the incident that led to Dugan’s legal troubles. That email came after two other ICE arrests at the courthouse earlier that spring. In the email, Ashley said he was gathering more information, but suggested that ICE arrests could likely be prohibited within private courtrooms.

I have doubts that Dugan will end up serving a real sentence in prison. She's a 66 year old judge who the mayor testified for. I suspect they'll work something out even without consideration of an appeal. Who did she risk her freedom for?

Eduardo Flores-Ruiz was scheduled to appear for domestic violence and battery charges. Those charges come from a complaint by an unnamed roommate who texted Flores-Ruiz about loud music in their shared apartment. Flores-Ruiz confronted the roommate about this text and began pummeling him. This victim was punched in the face at least "30 times." The roommate's girlfriend made an attempt to intervene which resulted in a second pummeling. All pummeled out the assailant turned his attention back to the male roommate and began choking him. A third individual, a cousin of the girlfriend, appeared on the scene, avoided a pummeling of his own, and ended the altercation.

Flores-Ruiz reportedly uttered something in the realm of this isn't over before the couple went to the hospital to receive treatment. They filed a report which led to the Mexican national's arrest and now, also, his deportation. I believe these two were present in the Dugan's courtroom on the day in question.


Anyone surprised by the verdict? Not surprised? Is this a signal received for #resistance in the justice system? A clear line drawn on what the public and feds will tolerate. Or, is the lesson a more practical? More quiet, sophisticated acts are required to protect democracy with celebration for a new martyr on the right side of history. ICE agents lingering outside courtrooms does step on a predictable boundary. If the autonomy of a judge's courtroom justifiably extends into the hallways, then where should it end?

Eduardo was appearing for domestic violence and battery charges. (PDF) The story inside the complaint is that one of Flores-Ruiz's roommates/associates texted Ruiz about his loud music in their shared apartment. Flores-Ruiz confronted the roommate which escalated to Eduardo pummeling the roommate in the face at least "30 times." The roommate's girlfriend attempted to intervene and Flores-Ruiz beat her. After he was satisfied with the girlfriend he turned his attention back to the roommate who he began choking. A cousin of the girlfriend appeared and successfully broke up the fight/beating. In the complaint the couple alleged Flores-Ruiz said a this isn't over type statement. The couple went to the hospital where, I'm guessing, they filed a report that led to Eduardo's arrest. I believe these two were present in the Dugan's courtroom on the day in question.

While alternating between the suspects first and last name makes the text less repetitive, this makes it also harder for anyone who has a context window too short to still contain the full name (which you mentioned a few paragraphs earlier) to understand what is going on. "Well, it seems like the Eduardo and Flores-Ruiz guys are both equally at fault here" instead of "per your summary of the charges, that Eduardo Flores-Ruiz guy really seems to be a piece of work".

Agreed. Hyphenated name felt bad to repeat, but adding in "Eduardo" there was lazy. There were options: X individual, Mexican national (established above), assailant. I consider it improved now.