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| 5/12/2023 | Red Cedar Speedway - Menomonie, WI 7th Annual Randy Buss Ice Breaker & Mother's Day Special DIRTcar UMP Modifieds, Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Jesse Bryan (WISSOTA Midwest Mods) | 4th | - | - | 24th (DNF) |
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| 5/19/2023 | Red Cedar Speedway - Menomonie, WI Dirt Kings Tour & Tom Steuding Late Model Special Sponsored by Marquardt Motors & Prochnow Farms Dirt Late Models: Dirt Kings Late Model Tour DIRTcar UMP Modifieds, Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Jesse Bryan (WISSOTA Midwest Mods) | 3rd | - | - | 1st |
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| 6/2/2023 | Red Cedar Speedway - Menomonie, WI Farm Night at Red Cedar Speedway & Hope For Heather 20 DIRTcar UMP Modifieds, Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Jesse Bryan (WISSOTA Midwest Mods) | 4th | - | - | 22nd (DNF) |
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| 6/23/2023 | Red Cedar Speedway - Menomonie, WI Cedar Falls Building System Night at Red Cedar Speedway all 6 classes DIRTcar UMP Modifieds, Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Jesse Bryan (WISSOTA Midwest Mods) | 5th | - | - | 9th |
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| 6/24/2023 | Rice Lake Speedway - Rice Lake, WI Kid's Night and Bike Giveaway 5 Class Program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Rain Out |
| 6/30/2023 | Red Cedar Speedway - Menomonie, WI Chippewa Valley Energy Night at Red Cedar Speedway LM, Supers, MWM, Streets & Hornets Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Jesse Bryan (WISSOTA Midwest Mods) | 1st | - | - | 6th |
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| 7/1/2023 | Rice Lake Speedway - Rice Lake, WI USRA Late Models Plus Pures, Streets, MWM, Supers Open Dirt Karts, USRA Late Models, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Jesse Bryan (WISSOTA Midwest Mods) | 2nd | - | - | 13th |
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| 7/7/2023 | Red Cedar Speedway - Menomonie, WI RCS VS MTS Showdown Open Modified & Open BMod Special w/USRA LM by Dean & Sues and Design Built St A Modifieds, B Modifieds, USRA Late Models, WISSOTA Super Stock | Results | | Jesse Bryan (B Modifieds) | 2nd | - | - | 2nd |
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| 7/14/2023 | Red Cedar Speedway - Menomonie, WI Military Night * All Military get in free w Military ID to GrandstandsKids Night By Cardinal FG, SSR DIRTcar UMP Modifieds, Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Jesse Bryan (WISSOTA Midwest Mods) | 2nd | - | - | 1st |
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| 7/15/2023 | Rice Lake Speedway - Rice Lake, WI Hall of Fame Night 5 Classes DIRTcar UMP Modifieds, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Jesse Bryan (WISSOTA Midwest Mods) | 2nd | - | - | 3rd |
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| 8/4/2023 | Fiesta City Speedway - Montevideo, MN Modified Special Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jesse Bryan (WISSOTA Midwest Mods) | 5th | - | - | 10th (DNF) |
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| 8/18/2023 | Red Cedar Speedway - Menomonie, WI Season Championship Night at Red Cedar Speedway by Snap-on By Wold & Quality Auto Body Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Jesse Bryan (WISSOTA Midwest Mods) | 4th | - | - | 7th |
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