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The senior from Madison La Follette finished the 5-kilometer course in 15:03.1.
Big Foot, Brodhead/Juda and Jefferson also won Friday night.
Evansville/Albany has a chance to separate itself in the log-jammed Rock Valley Conference.
Senior Jordan Jones recovered a fumbled and returned it 50 yards for one score and hauled in a 69-yard pass for another in the second quarter in the Cougars' 56-18 win over the Trojans.
On the final play of the game, Lake Geneva Badger linebacker Ryan Sproul dove head-first and tipped Wilmot quarterback AJ Frisby's pass at the goal line. The ball ended up in Badger linebacker John Bowen's hands for the game-winning interception.
The largest field ever assembled will compete Saturday in the Midwest Invitational at Blackhawk Golf Course.
Billy Pitzner rushed for 64 yards and three touchdowns, and the Red Hawks ran away with a 44-10 win over host Oregon on Friday night.
Approaching the remaining half of its schedule in playoff mode, Janesville Parker's defense was frustrating one of the Big Eight's best offenses and gaining some confidence Friday night. But when Middleton starting clicking, Parker was powerless to stop it.
Janesville Parker also lost its conference dual against Middleton
Janesville Craig struggled mightily in the first half against winless Beloit Memorial on Friday night before pouring it on in the second in a 36-16 Big Eight Conference win at Monterey Stadium.
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