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Kenosha couple loses appeal in Brewers 50/50 raffle case

USA Today Network//June 3, 2026//

Kenosha residents Matthew and Annette Flynn, photographed at their home are considering an appeal to the Wisconsin Supreme Court after losing a May 19 decision in their effort to reclaim $13,000 they say they won in a 50/50 raffle at a Milwaukee Brewers game. (USA TODAY Network)

Kenosha couple loses appeal in Brewers 50/50 raffle case

USA Today Network//June 3, 2026//

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IN BRIEF

  • A judge declined to reconsider a May 19 ruling against , who claim they won $13,000 in a Brewers in July 2023.
  • The Flynns argue newly submitted video footage proves Annette arrived at the prize table before the deadline, but the court ruled reconsideration was not warranted.
  • A Milwaukee County civil court judge and the appeals court both found the couple lost the raffle prize fairly under the contest rules.

The Wisconsin Court of Appeals says it won’t reconsider its ruling barring a couple from collecting $13,000 they claim they won three years ago in the Brewers’ popular 50/50 raffle.

Matthew and Annette Flynn filed new documents last week in their ongoing lawsuit against Inc., a nonprofit fundraising arm of the Major League ball club.

They argue multimedia video footage proves Annette Flynn made it on time to the designated table at to claim her winnings. Those videos weren’t provided to the court before it issued its May 19 decision, but should have been, the couple contends in the new filings.

The court received the couple’s motion for reconsideration on May 28.

On June 1, Appeals Judge Nathan Petrashek wrote in an order that he reviewed the Flynn’s motion and concluded “reconsideration is not warranted.”

Matthew and Annette Flynn have long held in court papers they are entitled to the $13,000 in prize money that was handed out during a raffle held during a July 7, 2023, Brewers home game against the Cincinnati Reds.

Rules of the raffle require the person with the winning ticket to claim their prize at a 50/50 table on the loge level concourse. The winner was given “until the end of the top of the 7th inning (or until the third out is recorded in the top of the inning)” to do so.

The couple claims Annette Flynn arrived at a 50/50 table before the deadline, despite, they say, being misdirected by arena staff.

Another drawing was held, and the prize money then went to another winner.

A civil court judge in Milwaukee County found the Flynn’s lost fair and square, and the appeals court upheld that decision.

The couple has said they’ll never attend another ‘ home game again. They have hinted they would consider taking the case to the state Supreme Court, if need be.

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