Milwaukee, WI
Former Judge Hannah Dugan fined $5,000, won’t serve prison time, judge rules
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.
Milwaukee, WI
13 Things to Do in Milwaukee This Weekend: July 9-12
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.
Experience an unforgettable evening celebrating great design!
More Events
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
Travel back in time at the Time Travelers Vintage Expo and enter a retro wonderland. The expo brings together small businesses, curators and artists from across the US to offer the best vintage clothing, home goods, retro-inspired handmade items and more. Sellers offer a wide range of styles and price points, so there’s something for everyone. Tickets to the expo are $11 each and can be purchased online.
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.
Milwaukee, WI
Opinion: Milwaukee teachers have more to give. Let’s give them the chance. | Milwaukee Neighborhood News Service
Milwaukee, WI
College wasn’t on his radar. This nonprofit helped him — and hundreds more
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Maximus Bryant is a self-described gearhead, but he never knew what he wanted to do with his knack for cars and handiwork.
In the back of his mind, though, was his teacher’s voice nudging him to consider college. Ross Romenesko, a former Milwaukee Public Schools teacher, recognized Bryant’s interests and pushed him toward engineering.
Bryant graduated from the Milwaukee School of Engineering in 2025 and works for Harley-Davidson. Without Romenesko, he said he probably wouldn’t have even studied electrical engineering.
Hundreds of other Milwaukee students have also seen their life trajectories shift thanks to encouragement from Romenesko and Future Urban Leaders, the nonprofit organization he co-founded in 2015. Bryant was in the first class of 13 students.
The nonprofit’s tight-knit support system and STEM-based activities helped Bryant learn his interests and find the right pathway for him after high school.
“[Future Urban Leaders] is not just an organization, [it’s] a family,” Bryant said. “[Future Urban Leaders] is about improving you as an individual first.”
The nonprofit celebrated its 10-year anniversary in 2025, and staff has been reflecting on ways to expand and continue serving Milwaukee’s youth.
Future Urban Leaders serves K4 through high school students in Milwaukee
Founded by Romenesko and local business executive Brandon Vonck, the nonprofit serves young people in Milwaukee from ages 4 to 18.
Grade K4-8 students at Milwaukee College Prep Lloyd Street Campus can participate in the nonprofit’s programming. They focus on personal, emotional and creative skills.
“[We] start that early because you’re tapping into a young mind that’s very impressionable, very moldable,” said Darnell Hamilton, the nonprofit’s executive director.
High school programming is open to students citywide. They learn leadership skills and explore post-secondary and career opportunities.
“They gave us the resources to be able to expand ourselves,” said Trinitee Turner, a Future Urban Leaders alumna and incoming sophomore at the University of Wisconsin-Madison.
The ultimate goal is to mold students as people and provide tools and opportunities for students to ultimately find a path in college, trades or otherwise.
“It’s our job … that before you walk across the stage that we’ve done our part in this village mindset … to be a part of you figuring out what the next destination of your pathway is,” Hamilton said.
The program requires students to apply, though every eligible student has been accepted to date. The nonprofit serves about 150 students annually.
It’s been more than 10 years. Is the program successful?
To understand the past decade of program effectiveness, staff surveyed parents and students.
About 85% of parents said the nonprofit supported their children’s leadership skills, 90% of parents were satisfied with program quality and 90% of parents were pleased with staff engagement in the development of their children.
The nonprofit also monitors student retention, academic success, high school graduation and post-secondary plans. Staff keep in touch with students even after they graduate.
During the school year, staff meet regularly with students to hear how they are doing in school, take them on college and workplace visits, prepare for events and interviews, play golf and more.
What will the future of the program look like?
Hamilton hopes to help larger classes of students in the future if staffing can also increase.
The nonprofit currently has three part-time and three full-time employees on staff.
Hamilton also hopes to improve marketing and make more people aware of the organization.
Future Urban Leaders forms lifelong connections
Students can be in the program for up to 14 years but some alumni choose to stay connected even beyond that.
Bryant said staff are still invested in his day-to-day life, including some he now calls his friends. He helped Romenesko set up a play set for his daughters in his backyard in June.
Turner feels the same way. Her younger sister is now enrolled in the program. When Turner picks her up, she can’t help but stay and chat with staff that helped her during her own time in the program.
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