Browsing Category Douglas County

Douglas County, WI: The Wild West of Wisconsin Politics
Welcome to Douglas County—where the trees outnumber the people, and local politics make reality TV look boring. Nestled in the rugged beauty of northern Wisconsin, Douglas County is where Lake Superior crashes against the shore, deer outnumber residents, and everyone’s got an opinion on how to fix the roads (spoiler: they never get fixed).
Home to the city of Superior—aka Duluth’s scrappier sibling—Douglas County is a patchwork of small towns, sprawling forests, and enough community boards to make your head spin. Whether it’s figuring out who actually runs what, our political scene is a mix of passionate arguments and good old-fashioned Midwestern stubbornness.

A man holding a warning sign in front of a digital display showing the year 2026.

2019 RW Report Told Us the Dump Was Dying

in City Council Superior Wisconsin City of Superior Mayor Jim Paine on February 25, 2026 April 7, 2026

Superior’s landfill is nearing closure, yet decisions are stalled. Delaying costs more—residents deserve transparency and timely planning.

Graphic design featuring court documents with a gavel and police lights, available at SoupNutz.

COURT DOC – Police Chief Talks to Press Controversial Stop

in City Council Superior Wisconsin City Hall City of Superior Mayor Jim Paine Police Department on February 24, 2026 April 7, 2026

Police Chief Winterscheidt meets with reporter Maria Lockwood to discuss a controversial traffic stop involving Ian Cuypers, emphasizing accountability.

Graphic design featuring court documents with a gavel and police lights, available at SoupNutz.

COURT DOCS – Police Chief Explains Taser Use(April 2024)

in City Council Superior Wisconsin City Hall City of Superior Mayor Jim Paine Police Department on February 23, 2026 April 7, 2026

Explore how citizen concerns led to a detailed police response in Cuypers v Taylor, highlighting transparency and accountability.

A police officer in uniform at a desk, stating 'I don't recall' with stacks of papers and training certificates around him.

Superior Sgt’s Federal Deposition-Countless ‘I Don’t Recall.

in City Council Superior Wisconsin City Hall City of Superior Mayor Jim Paine on February 21, 2026 April 7, 2026

Sergeant Brown’s deposition reveals a troubling disconnect in police training and accountability, highlighting civil rights concerns and the costs to taxpayers.

Illustration depicting a courtroom scene with a young man, a tax meter, and an eye symbolizing scrutiny.

Superior’s Malicious Prosecution Could Cost Taxpayers

in City Council Superior Wisconsin City of Superior Garner Moffat Jack Sweeney Lindsey Graskey Mayor Jim Paine Nick Ledin Sarah Anderson Tylor Elm on February 17, 2026 April 7, 2026

From traffic stop to federal lawsuit: When confusion costs more than a ticket, taxpayers deserve answers on unnecessary legal risks.

A student with a worried expression holding a notebook with 'HELP ME' written on it in a classroom setting.

Kid Still in the Superior School District? Blink Twice

in City Hall City of Superior Kathryn Guimond – Board Member Laura Gapske – Vice President Mayor Jim Paine Nick Olson – Treasurer Shelly Moen – Board Member Steve Olson Superior School District on February 12, 2026 March 17, 2026

As enrollment plummets, schools face crisis while teachers battle budget cuts. Millennials are rethinking raising families in a shrinking city.

Illustration depicting the concept of qualified immunity with a judge and police officers in a courtroom setting.

Judge Challenges Qualified Immunity Cops Excessive Force

in City Council Superior Wisconsin City Hall City of Superior Garner Moffat Jack Sweeney Lindsey Graskey Mayor Jim Paine Nick Ledin Police Department Sarah Anderson Tylor Elm on February 11, 2026 April 7, 2026

Judge rules against qualified immunity for officers tasing an unarmed DoorDash driver, highlighting failures in law enforcement accountability.

Game show titled 'Who Wants to Replace a Councilman?' featuring contestants Natasha, Kate, and Garner.

Superior’s New Game Show: Who Wants to Replace a Councilman?

in City Council Superior Wisconsin City of Superior Garner Moffat Jack Sweeney Lindsey Graskey Mayor Jim Paine Nick Ledin Sarah Anderson Tylor Elm on February 10, 2026 March 17, 2026

Voters are pushing back against incumbency as challengers Schumacher and Greene aim to bring fresh perspectives to the 3rd District council seat.

A young man in a red shirt is surrounded by police officers near a police car with flashing lights.

City Tells Public “All Good,” Emails Say “Oh Sh*t”

in City Council Superior Wisconsin City of Superior Mayor Jim Paine Police Department Tylor Elm on February 5, 2026 March 17, 2026

Discover the tangled tale of Officer Justin Taylor, whose controversial exit from one police job led him right into another—taxpayer concerns abound!

Cartoon illustration showing a man worried about a property tax bill with a dog holding a collection notice.

2026 School Taxes: Higher Property Values and Less Credits Hit Your Wallet

in City of Superior Kathryn Guimond – Board Member Laura Gapske – Vice President Nick Olson – Treasurer School District Shelly Moen – Board Member Steve Olson Superior School District on January 28, 2026 April 8, 2026

Home values in Superior, WI surged, but so did school taxes! Discover how mill rates impact your wallet and budgeting this year. #PayUpSuperior

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