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| 1/10/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Practice A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds | No Results |
| 5/1/2020 | Mississippi Thunder Speedway - Fountain City, WI Weekly Racing Dirt Late Models, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | A.J. Diemel (Dirt Late Models) | 2nd | - | - | 5th |
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| 5/30/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #5 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Modifieds | Results | | A.J. Diemel (A Modifieds) | 1st | - | - | 23rd | | A.J. Diemel (Dirt Late Models) | 5th | - | - | 5th |
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| 6/6/2020 | Rice Lake Speedway - Rice Lake, WI WISSOTA Late Models plus Supers, Streets, MWM, and Pures no Mods DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | A.J. Diemel (WISSOTA Late Model) | 1st | - | - | 4th |
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| 6/11/2020 | Cedar Lake Speedway - New Richmond, WI MASTERS Day 1 A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Modifieds, USRA Late Models, IMCA Modified | Results | | A.J. Diemel (A Modifieds) | 4th | - | 1st | 10th | | A.J. Diemel (Dirt Late Models) | 4th | - | - | 11th |
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| 6/12/2020 | Cedar Lake Speedway - New Richmond, WI MASTERS Day 2 A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Modifieds, USRA Late Models, IMCA Modified | Results | | A.J. Diemel (A Modifieds) | 3rd | - | 3rd | 9th | | A.J. Diemel (Dirt Late Models) | 5th | - | - | 23rd |
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| 6/13/2020 | Cedar Lake Speedway - New Richmond, WI Masters Day 3 A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Modifieds, USRA Late Models, IMCA Modified | Results | | A.J. Diemel (A Modifieds) | 1st | - | - | 27th (DNF) | | A.J. Diemel (Dirt Late Models) | 10th | - | 6th | - |
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| 7/2/2020 | Cedar Lake Speedway - New Richmond, WI FVP Platinum Battery Showdown 410 Sprints - Winged: World of Outlaws 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Dirt Super Late Models | Results | | A.J. Diemel (Dirt Super Late Models) | - | - | - | 8th |
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| 7/3/2020 | Cedar Lake Speedway - New Richmond, WI FVP Platinum Battery Showdown 410 Sprints - Winged: World of Outlaws Dirt Super Late Models | Results | | A.J. Diemel (Dirt Super Late Models) | 3rd | - | - | 23rd (DNF) |
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| 7/4/2020 | Cedar Lake Speedway - New Richmond, WI 410 Sprints - Winged: World of Outlaws Dirt Super Late Models | Results | | A.J. Diemel (Dirt Super Late Models) | 7th | - | - | 23rd (DNF) |
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| 7/11/2020 | Cedar Lake Speedway - New Richmond, WI NASCAAR Dash Race #9 DIRTcar UMP Modifieds, A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | A.J. Diemel (A Modifieds) | 3rd | - | - | 2nd | | A.J. Diemel (Dirt Late Models) | 2nd | - | - | 1st |
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| 7/17/2020 | Mississippi Thunder Speedway - Fountain City, WI Karl Fenske Memorial USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | A.J. Diemel (USRA Modifieds) | 2nd | - | - | 5th |
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| 7/31/2020 | Mississippi Thunder Speedway - Fountain City, WI K-Town Klash Casey Knutson Memorial USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | A.J. Diemel (USRA Modifieds) | 3rd | - | - | 2nd |
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| 8/1/2020 | Rice Lake Speedway - Rice Lake, WI Structural Buildings WISSOTA Late Model Challenge Series DIRTcar UMP Modifieds, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | A.J. Diemel (WISSOTA Modifieds) | 2nd | - | - | 2nd | | A.J. Diemel (WISSOTA Late Model) | 1st | - | - | 2nd |
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| 8/6/2020 | Cedar Lake Speedway - New Richmond, WI USA Nationals Dirt Super Late Models: World of Outlaws - Late Models USRA Late Models | Results | | A.J. Diemel (Dirt Super Late Models) | 10th | - | DNS | - |
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| 8/7/2020 | Cedar Lake Speedway - New Richmond, WI USA Nationals Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds, Dirt Late Models, USRA Modifieds | Results | | A.J. Diemel (Dirt Late Models) | 1st | - | - | 3rd |
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| 8/8/2020 | Cedar Lake Speedway - New Richmond, WI USA Nationals Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models, USRA Modifieds | Results | | A.J. Diemel (Dirt Late Models) | 2nd | - | - | 2nd |
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| 8/21/2020 | Mississippi Thunder Speedway - Fountain City, WI Dairyland Showdown Presented by Hurco/Stone Machinery Dirt Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | A.J. Diemel (Dirt Late Models) | 4th | - | - | - | | A.J. Diemel (USRA Modifieds) | 3rd | - | - | 17th (DNF) |
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| 8/22/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #14 & Season Championship 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series DIRTcar UMP Modifieds, A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Modifieds, USRA Late Models | Results | | A.J. Diemel (A Modifieds) | 2nd | - | - | 1st | | A.J. Diemel (Dirt Late Models) | 1st | - | - | 3rd |
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| 8/28/2020 | Mississippi Thunder Speedway - Fountain City, WI 12th Annual Season Championship Night Dirt Late Models, Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | A.J. Diemel (Dirt Late Models) | 2nd | - | - | 5th | | A.J. Diemel (USRA Modifieds) | DNS | - | - | 9th |
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| 9/10/2020 | River Cities Speedway - Grand Forks, ND Prelude to the Johnny - NLRA Late Model Tour Championship B Modifieds, Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | A.J. Diemel (WISSOTA Late Model) | 4th | - | 2nd | 5th |
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| 9/11/2020 | River Cities Speedway - Grand Forks, ND John Seitz Memorial Night 1 - Blazin' Challenge NOSA Sprints 410 Sprints - Winged, B Modifieds, Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | A.J. Diemel (WISSOTA Late Model) | 3rd | 1st | - | 2nd |
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| 9/17/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 1 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Modifieds, USRA Late Models, WISSOTA Midwest Mods | Results | | A.J. Diemel (A Modifieds) | - | - | - | 1st | | A.J. Diemel (Dirt Late Models) | - | - | - | 5th |
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| 9/18/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 2 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Modifieds, USRA Late Models, WISSOTA Midwest Mods | Results | | A.J. Diemel (A Modifieds) | - | - | - | - | | A.J. Diemel (Dirt Late Models) | - | - | - | 4th |
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| 9/19/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 3 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Modifieds, USRA Late Models, WISSOTA Midwest Mods | Results | | A.J. Diemel (A Modifieds) | - | - | - | 2nd | | A.J. Diemel (Dirt Late Models) | - | - | - | 5th |
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| 9/25/2020 | Cedar Lake Speedway - New Richmond, WI Fall Frenzy Day 1 A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | A.J. Diemel (A Modifieds) | 2nd | - | - | 3rd | | A.J. Diemel (Dirt Late Models) | 2nd | - | - | 1st |
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| 9/26/2020 | Cedar Lake Speedway - New Richmond, WI Fall Frenzy Day 2 A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, Pure Stock, USRA Late Models | Results | | A.J. Diemel (A Modifieds) | - | - | - | - | | A.J. Diemel (Dirt Late Models) | - | - | - | - |
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| 10/2/2020 | ABC Raceway - Ashland, WI Red Clay Classic WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Canceled |
| 10/9/2020 | Ogilvie Raceway - Ogilvie, MN 17th Annual MTH Fall Classic presented by FYE Motorsports Dirt Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | A.J. Diemel (WISSOTA Modifieds) | 1st | - | - | - | | A.J. Diemel (WISSOTA Late Model) | 4th | - | - | - |
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| 10/10/2020 | Ogilvie Raceway - Ogilvie, MN 17th Annual MTH Fall Classic presented by FYE Motorsports Dirt Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | A.J. Diemel (WISSOTA Modifieds) | - | - | - | 2nd | | A.J. Diemel (WISSOTA Late Model) | - | - | - | 4th |
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| 10/29/2020 | Tri-State Speedway - Pocola, OK CANCELLED - Modster Mash-Episode 1-King of the Ring USRA B-Mods, USRA Modifieds | Rain Out |