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| 5/8/2020 | I-35 Speedway - Winston, MO McCarthy Autogroup Season Opener Hobby Stocks, Midwest Modifieds, Vintage Full Body Stock Cars, Sport Compact | Results | | Jason McCaulley (Sport Compact) | 3rd | - | - | 2nd |
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| 5/15/2020 | I-35 Speedway - Winston, MO Seeburg Muffler Night 1 Week 2 at the Races Hobby Stocks, Midwest Modifieds, Vintage Full Body Stock Cars, Sport Compact | Results | | Jason McCaulley (Sport Compact) | 1st | - | - | 2nd |
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| 5/22/2020 | I-35 Speedway - Winston, MO Early Tractor Night Week 3 Night 1 Hobby Stocks, Midwest Modifieds, Sport Compact, USRA Stock Cars | Results | | Jason McCaulley (Sport Compact) | 2nd | - | - | 2nd |
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| 5/30/2020 | I-35 Speedway - Winston, MO Casey's Night at the Races Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Jason McCaulley (Sport Compact) | 1st | - | - | 3rd |
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| 6/6/2020 | Valley Speedway - Grain Valley, MO Valley Speedway points series Midgets: POWRi Non-Winged Sprints: POWRi WAR Sprints Sportsman Sprints, Factory Stocks, Hobby Stocks, Midwest Modifieds, B Modifieds | Results | | Jason McCaulley (Hobby Stocks) | 2nd | - | - | 1st |
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| 6/13/2020 | Valley Speedway - Grain Valley, MO Valley Speedway points series Factory Stocks, Hobby Stocks, Midwest Modifieds, B Modifieds, Non-Winged Sprints, 250cc+ Open Quad, Quad A Class | Results | | Jason McCaulley (Hobby Stocks) | 1st | - | - | 7th |
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| 6/20/2020 | I-35 Speedway - Winston, MO Pro-Ag Finish Strong Mike Tanner Memorial Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Jason McCaulley (Sport Compact) | 3rd | - | - | 2nd |
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| 6/27/2020 | I-35 Speedway - Winston, MO McCarthy Auto Group 9th Annual "Racin for Rian" Hobby Stocks, Midwest Modifieds, Dirt Late Models, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Jason McCaulley (Sport Compact) | 3rd | - | - | 13th |
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| 7/10/2020 | Valley Speedway - Grain Valley, MO Valley Speedway points series Factory Stocks, Hobby Stocks, Midwest Modifieds, B Modifieds, 250cc+ Open Quad, Quad A Class | Results | | Jason McCaulley (Hobby Stocks) | 2nd | - | - | 1st |
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| 7/18/2020 | I-35 Speedway - Winston, MO Casey's "Kaster Celebration" USAC Midwest Wingless Sprint *Special* Non-Winged Sprints: Midwest Wingless Racing Association Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Jason McCaulley (Sport Compact) | 2nd | - | - | 1st |
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| 7/25/2020 | I-35 Speedway - Winston, MO Earley Tractor "Asphalt Racers Reunion" Night at the Races Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Jason McCaulley (Sport Compact) | 1st | - | - | 1st |
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| 8/1/2020 | I-35 Speedway - Winston, MO McCarthy Auto Group "Kids Night" at the Races Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Jason McCaulley (Sport Compact) | 7th | - | - | 2nd |
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| 8/7/2020 | KC Raceway - Independence, MO MICRO/Points Race 7/ Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 470 Sprints - Non Winged, Junior 2 Medium Asphalt Karting, Junior 2 Heavy Asphalt Karting, Sportsman Micros | Results | | Jason McCaulley (Junior 2 Heavy Asphalt Karting) | 6th (DNF) | - | - | 3rd |
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| 8/8/2020 | Valley Speedway - Grain Valley, MO Valley speedway points race Midgets, Factory Stocks, Hobby Stocks, Midwest Modifieds, B Modifieds, 410 Sprints - Non-Winged, Non-Winged Sprints, 250cc+ Open Quad, Quad A Class | Results | | Jason McCaulley (Hobby Stocks) | 8th | - | - | 2nd |
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| 8/14/2020 | KC Raceway - Independence, MO MICRO/Points Race 8 Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Junior 2 Heavy Asphalt Karting, Sportsman Micros, Mod Lites | Results | | Jason McCaulley (Junior 2 Heavy Asphalt Karting) | 3rd | - | - | 2nd |
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| 8/15/2020 | Valley Speedway - Grain Valley, MO Valley Speedway points race Midgets: POWRi Factory Stocks, Hobby Stocks, Midwest Modifieds, B Modifieds, 410 Sprints - Non-Winged, 250cc+ Open Quad, Quad A Class | Results | | Jason McCaulley (Hobby Stocks) | DNS | - | - | 4th |
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| 8/22/2020 | Valley Speedway - Grain Valley, MO Valley Speedway points race Midgets, Factory Stocks, Hobby Stocks, Midwest Modifieds, B Modifieds, 250cc+ Open Quad, Quad A Class | Results | | Jason McCaulley (Hobby Stocks) | 1st | - | - | 1st |
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| 8/28/2020 | KC Raceway - Independence, MO MICRO/Points Race 9 Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Junior 2 Heavy Asphalt Karting, Sportsman Micros, Mod Lites | Results | | Jason McCaulley (Junior 2 Heavy Asphalt Karting) | 3rd | - | - | 5th |
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| 8/29/2020 | I-35 Speedway - Winston, MO Racing Electronics "Mike Knight Memorial" Night at the Races Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Jason McCaulley (Sport Compact) | DNS | - | - | 12th |
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| 9/19/2020 | Valley Speedway - Grain Valley, MO Valley Speedway points race Midgets, Factory Stocks, Hobby Stocks, Midwest Modifieds, B Modifieds, 250cc+ Open Quad, Quad A Class | Results | | Jason McCaulley (Hobby Stocks) | 1st | - | - | 5th (DNF) |
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| 9/26/2020 | Valley Speedway - Grain Valley, MO Colonel John Helm Memorial points championship finals Midgets: POWRi Non-Winged Sprints: POWRi WAR Sprints Factory Stocks, Hobby Stocks, Midwest Modifieds, B Modifieds, Economy Sprints - Non Winged, 250cc+ Open Quad, Quad A Class | Results | | Jason McCaulley (Hobby Stocks) | 4th (DNF) | - | - | 4th (DNF) |
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| 10/17/2020 | I-35 Speedway - Winston, MO Larry McFee Trucking Night at the Races Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Jason McCaulley (Sport Compact) | 4th | - | - | 10th |
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