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He faces a maximum sentence of five years in prison after pleading guilty to civil disorder, a felony.
The prosecution's closing statements are expected to continue Tuesday.
The city offers longer days and year-round care for families who meet certain income thresholds but many of the programs are under-enrolled.
"It's an incredible event," Bowman said. "It's been two chaotic races with the weather, but it's been a super-fun event and really meaningful to be able to win."