MILWAUKEE — Former Milwaukee County Judge Hannah Dugan won’t serve prison time or probation and has been fined $5,000, a judge determined on Wednesday during her sentencing hearing.

It comes after a jury found her guilty of obstruction last year for helping an immigrant evade federal agents.

During the hearing, Dugan’s defense team called two character witnesses to the stand to speak on her behalf, including Rev. Gregory J. O’Meara, who is also a Marquette University Law School faculty member, and Janine Geske, the retired director of the Andrew Center for Restorative Justice and a law professor at Marquette.

“Hannah models what it means to be a Christian,” O’Meara said.

Dugan herself also spoke for the first time since the case against her began.

She told U.S. District Judge Lynn Adelman that she tried to “maintain a courtroom with the decorum and safety the public deserves.”

Dugan added her actions on April 18, 2025, when the incident occurred, were “not done with any malicious intent or to advance any personal interest.”

Wrapping up her remarks, Dugan said to the court she has been cast as a scofflaw and a hero, but considers herself neither of those things.

“I am a public servant who’s just trying to do my job,” Dugan said, adding that she has had to retire from public life due to threats against her and her family.

A prosecutor then acknowledged that “she has experienced collateral damage because of her conduct,” but said “judges can’t choose to disregard the law.”

Prosecutors argued that Dugan’s actions amounted to an “abuse of trust” and asked the court’s sentence to reflect that.

Adelman then spoke, saying Dugan made a bad decision and that he doesn’t believe prison is necessary.

“This is a few minutes of conduct for someone who has dedicated her life to public service,” the judge said. “It’s a marked deviation from an otherwise law-abiding life.”

He also noted that Dugan’s actions didn’t stop the ICE agents from arresting the defendant outside the courthouse.

In April of last year, federal agents showed up at the Milwaukee County Courthouse to arrest Eduardo Flores-Ruiz, who had reentered the country illegally. On that particular day, he was appearing before Dugan’s courtroom for a state battery case.

Dugan confronted the federal agents in a hallway outside the courtroom and directed them to the chief judge’s office. Following that, she helped Flores-Ruiz and his attorney out a private jury door. Agents eventually caught up to him outside the courthouse.

Dugan was later arrested and charged for her part in the incident, and she was found guilty of obstruction last December; she was acquitted on her concealment charge.

Her lawyers argued during her trial that President Donald Trump’s administration sought to “crush” Dugan in an effort to ensure judicial compliance with the ICE strategy of targeting immigrants as they showed up for court hearings.

Dugan resigned the Milwaukee County circuit judgeship she had held for nine years in January amid threats of impeachment from Republican state lawmakers who labeled her an activist judge. In her resignation letter, she said her prosecution threatened “the independence of our judiciary.” 

Republican U.S. Rep. Tom Tiffany, who has the backing of Trump in his race for governor, urged authorities to “lock her up” in a social media post following her conviction.

Featured Events

1. Bastille Days

ALL WEEKEND AT VARIOUS TIMES | CATHEDRAL SQUARE PARK

Milwaukee’s French-themed festival is coming to Cathedral Square Park this weekend. The festival will feature French and Cajun cuisine, live entertainment, a 43-foot Eiffel Tower replica and more. The Storm the Bastille 5K run/walk is Milwaukee’s only nighttime 5K, kicking off the festival at 9 p.m. on Thursday. Entrance to Bastille Days is free all weekend. 

2. Festa Italiana

FRIDAY, SATURDAY AND SUNDAY AT VARIOUS TIMES | HENRY MAIER FESTIVAL PARK 

Festa Italiana is serving up authentic Italian eats, live music, cultural performances and more this weekend. Don’t miss out on the Milwaukee’s Best Sauce contest! General admission is $18 and tickets can be purchased online in advance.  

3. Whitefish Bay Art Fest

SATURDAY AND SUNDAY FROM 10 A.M. TO 5 P.M. | EAST SILVER SPRING DRIVE

Check out 100 original artists making their way to Whitefish Bay for their annual art fest. Artists will be selling everything from jewelry to photography alongside cold beer and good food. A Kids Art Zone will be hosting art projects and face painting and live art demos allow guests to get to know the artist’s process. Entrance to this event is free, but you can reserve up to two tickets for complimentary food, drinks and desserts. 

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4. Wait Wait… Don’t Tell Me!

THURSDAY FROM 7:30 P.M. TO 9:30 P.M. | RIVERSIDE THEATER

Peabody Award-winning comedy news quiz show Wait Wait… Don’t Tell Me! Is coming to the Riverside Theater. Hosted by Peter Sagal, a rotating panel of comedians, writers and celebrities review the week’s news before contestants are quizzed for the chance to win a custom-recorded greeting by a cast member for their voicemail. Tickets start at are $35 each and can be purchased online. 

5. PRO’S 20TH Anniversary Party

FRIDAY FROM 6 P.M. TO 10 P.M. | THIRD SPACE BREWING

Performance Running Outfitters is celebrating 20 years serving the running community in Milwaukee. The celebration takes place at Third Space Brewing and will feature interactive activations from many of the top running gear brands. The party will also include local food trucks, live music and craft beer. 

6. Sip and Strut 2026

FRIDAY AT 6 P.M. | CORK WINE AND COCKTAIL BAR 

KenVogue LLC is transforming Cork Wine Bar into a Paris-inspired runway featuring local brands, designers and models. The night combines fashion and elegance with local pride and creativity. General admission tickets are $30 each and VIP tickets include an exclusive gift bag and dinner provided by Sydney Serving. 

7. Starry Nights: Rockin’ Robins and Classic Car Show

FRIDAY FROM 6:30 P.M. TO 8:30 P.M. | GERLACH/HAACK OUTDOOR THEATER

Jam out to music from the 50’s and 60’s with the Rockin’ Robins while celebrating National Collector Appreciation Day with the Wilson Center Classic Vehicle Show. This joint event is a part of the Starry Nights concert series and both are free to attend. If you plan to stay for the music, make sure to bring chairs or a picnic blanket. 

8. Wine Glass Painting Workshop

FRIDAY FROM 6:30 P.M. TO 9:00 P.M. | A STROKE OF GENIUS PAINT WINE STUDIO 

Join the staff at A Stroke of Genius Paint and Sip for a fun and relaxing wine glass painting workshop. The team will lead lessons on simple painting techniques including brush strokes, patterns and decorative techniques. A ticket to the class includes the lesson, practice exercises, two wine glasses to paint, all painting supplies and access to the full bar. Tickets are $305 each and can be purchased online.

9. The Fine Arts Quartet 80th Anniversary Series

FRIDAY FROM 7:30 P.M. TO 9 P.M. | ZELAZO CENTER FOR THE PERFORMING ARTS   

The Fine Arts Quartet will celebrate 80 years with a free concert featuring Brahms Piano Quartet #3. The program features Gisele Witkowski and Fabio Witkowski as guest pianists. No ticket is required to attend this show. 

10. 2026 Dragon Boat Festival

SATURDAY FROM 8 A.M. TO 4 P.M. | SOUTH GATE PLAZA

Spend Saturday on the shores of Lake Michigan and celebrate the spirit of teamwork, cultural heritage and more at the Dragon Boat Festival. Dragon boating teams from across the region will compete in multiple divisions throughout the day while family-friendly activities, traditional performances and authentic cuisine offer an immersive experience on land. Entrance to the festival is $5 per person over the age of 13.

11. Time Travelers Vintage Expo

SATURDAY FROM 10 A.M. TO 5 P.M. | BAIRD CENTER

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12. The Allis Fiber Festival

SATURDAY FROM 12 P.M. TO 4 P.M. | CHARLES ALLIS ART MUSEUM

Explore the many rooms of the Allis mansion and discover the world of fiber arts. Each room will include a different fiber or textile practice and include live demonstrations. In the courtyard, guests can meet fiber-bearing animals including llamas, alpacas and rabbits. Participation in this event is included with museum admission and free for members.

13. Bop to the Top

SATURDAY AT 9 P.M. | THE RAVE

Calling all Disney Channel girlies, it’s the Bop to the Top Tour! In honor of 20 years of Hannah Montana and High School Musical, this dance party will feature all the hits from Hannah Montana, High School Musical, Camp Rock, Lemonade Mouth and more. Full audience participation is expected, including screaming all of the lyrics. This event is 18+ and general admission tickets start at $28.

by Henry Tyson, Milwaukee Neighborhood News Service
July 7, 2026

Milwaukee Neighborhood News Service invites community members to submit opinion pieces of 500-800 words on topics of interest to central city Milwaukee. To send a submission for consideration, please email info@milwaukeenns.org. The views expressed are solely those of the authors.

A few years ago, I had a conversation with one of our first-grade teachers that stayed with me. 

We were talking about an idea she had for improving reading instruction. She wasn’t looking for recognition. She simply saw an opportunity to help students through a project that could benefit not only her own classroom, but classrooms across our school.

Then she told me what she was doing that summer; she was taking on a side gig at a local business. Here was a brilliant educator who had more to give, yet there was no meaningful way for her to spend part of her summer strengthening her classroom or our school.

Shortly after, I had a similar conversation with one of our second-grade teachers. She had just spent the summer developing research-based spelling resources. The following school year, a new teacher used those materials consistently, and the results were clear. One student began the year unable to spell a simple word like “cat.” By the end of the year, that student was spelling words like “train” and “stream.”

Those two moments stayed with me—one showing what’s lost when ideas stall, the other what’s possible when teachers have the time to bring them to life and share with their colleagues. It reinforced a simple truth: meaningful outcomes at St. Marcus are driven by educators who invest in their students every day.

However, it also highlights the reality we are living in: the ideas don’t run out. The time does.

Creating dedicated time

During the school year, for instance, teachers are planning, grading, communicating with families, and responding to countless needs. There simply aren’t enough hours. 

That’s why creating dedicated time for this work matters so much. It’s also where partnerships with organizations like the Northwestern Mutual Foundation are helping make a difference—giving educators the opportunity to bring those ideas to life through funding that provides time, resources and support to develop and strengthen their work.

We have exceptional educators, but until recently, many haven’t had the time or support to bring those ideas forward. That’s a gap we’re beginning to close. Since 2022, the Northwestern Mutual Summer Teacher Grants have supported nearly 200 teacher-led projects, including 11 at St. Marcus, with more than $925,000 in funding—expanding what’s possible for educators across schools like ours. 

Across our school, these projects have ranged from curriculum development to hands-on STEM and student support initiatives. These efforts are shaped by school leaders and educators who identify and prioritize the needs of their students, with support from partners helping bring as many of those ideas to life as possible.

I’ve spent the past 24 years at St. Marcus, and in that time, I’ve seen our school grow from about 100 students to nearly 1,300 across three campuses—growth driven by one constant: our teachers.

Priorities

When I became superintendent in 2010, I focused on two priorities: building an exceptional school and expanding access for more students.

We serve a diverse community of students and families, and understand the educational challenges across Milwaukee, but we’ve never believed those challenges define our students. Our goal has always been clear: create a school where children thrive academically, feel safe, and grow in character while building confidence to succeed.

As a Lutheran school, we also believe that every child is created by God with immeasurable worth and potential, and that belief shapes how we invest in both our students and the educators who serve them. We also measure ourselves against the statewide average because we believe our students deserve the same opportunities and outcomes as any child in Wisconsin. Today, our eighth-grade math proficiency exceeds the statewide average, while our eighth-grade reading performance continues to narrow the gap with the state. 

Demand has steadily grown, with families seeking schools where their children are known, supported and challenged. Each time we’ve been able to welcome more students, we have done so with purpose, knowing there are more children who deserve that opportunity.

But neither priority becomes reality without outstanding teachers. That’s why I have grown increasingly convinced that one of the most underused resources in education is not a new curriculum or initiative, but the expertise our teachers already bring to the work.

Every educator I know is constantly thinking about how to improve—whether supporting a struggling student or making lessons more engaging. Years ago, before formal programs existed to support this kind of work, we began creating those opportunities at St. Marcus. If a teacher wanted to spend the summer developing a third-grade reading intervention or creating instructional materials that could be shared across classrooms, we sought out donors to help make it possible. 

The goal was never just to complete another project. It was to create a pathway for teachers to extend their impact beyond their own classroom.

As support from community partners expanded these efforts, more teachers gained the time and opportunity to develop curriculum, strengthen intervention strategies, and create resources to share across classrooms.

That shift mattered.  Strong ideas no longer stayed within a single classroom—they could be shared across grade levels and campuses, strengthening instruction and reaching hundreds of students.

The impact extends beyond individual projects. Today, St. Marcus serves nearly 1,300 students across three campuses and earned the state’s highest 5-star accountability rating. Our students consistently outperform schools serving similar populations. Investing in teachers has become one of the most important drivers of that progress.

The precious gift of time

Partners did not provide our teachers with the ideas; they already had them. They helped create the time and financial support to bring more of those ideas to life.

Take the second-grade teacher. Her initiative and dedication represent far more than spelling. Rather, it shows what is possible when teachers have the time to research, refine, and build with intention, instead of squeezing that work into evenings and weekends. When educators are given the opportunity to go above and beyond, students benefit most.

I have seen something else happen, too. Teachers feel seen and valued. Many would do this regardless because they care about their students and take pride in their profession. But it matters to say, “We see your expertise. We believe your ideas matter. We want to invest in them.” It reinforces that their leadership extends beyond the four walls of their classroom. 

As Milwaukee works to improve educational outcomes, we should continue conversations about funding, curriculum, and accountability. Those efforts matter. But we should also ask: Are we fully leveraging the talent already inside our schools? In my experience, the answer is no.

Milwaukee is filled with educators who have more to give. They have ideas worth sharing, solutions worth testing, and expertise that can strengthen instruction for hundreds of students, not just those in front of them each day. Often, they simply need the opportunity.

We have been fortunate to partner with families who believe in our mission, leaders who make thoughtful decisions and organizations that are committed to Milwaukee’s children. But it always comes back to the teachers. 

I still think about the educator who planned to spend her summer waiting tables instead of building something that could help students learn. She is not the exception—she is the rule. Milwaukee is full of educators just like her: talented, passionate, and ready to do more. If we want better outcomes for students, we cannot keep asking teachers to do this work on the margins. We need to create the time, support and trust for them to lead, share their expertise and expand their impact.

Henry Tyson is the superintendent of St. Marcus Lutheran School in Milwaukee, where he has served for more than two decades. During his tenure, he has helped grow the school into a nationally recognized leader in urban education while advocating for innovative approaches that expand opportunities for students and strengthen the teaching profession.

This <a target=”_blank” href=”https://milwaukeenns.org/2026/07/07/opinion-milwaukee-teachers-have-more-to-give-lets-give-them-the-chance/”>article</a> first appeared on <a target=”_blank” href=”https://milwaukeenns.org”>Milwaukee Neighborhood News Service</a> and is republished here under a <a target=”_blank” href=”https://creativecommons.org/licenses/by-nd/4.0/”>Creative Commons Attribution-NoDerivatives 4.0 International License</a>.<img src=”https://i0.wp.com/milwaukeenns.org/wp-content/uploads/2025/07/cropped-NNS-Favicon.png?resize=150%2C150&amp;ssl=1″ style=”width:1em;height:1em;margin-left:10px;”>

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