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| 5/23/2020 | Plymouth Speedway - Plymouth, IN Cabin Fever - Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 7th | - | - | 8th |
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| 5/30/2020 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 4th | - | - | 8th |
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| 6/6/2020 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 3rd | - | - | 15th |
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| 6/13/2020 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 3rd | - | - | 8th |
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| 6/20/2020 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 3rd | - | - | 8th |
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| 6/26/2020 | Plymouth Speedway - Plymouth, IN USAC National Sprint Series 410 Sprints - Non-Winged: USAC National Sprint Cars Asphalt Mini Stocks, Stock Non-Wing | Results | | Kayla Cleveland (Stock Non-Wing) | 5th | - | - | 7th |
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| 7/11/2020 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 2nd | - | - | 17th |
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| 7/25/2020 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 6th | - | 2nd | 15th |
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| 8/8/2020 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 8th | - | - | 11th |
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| 8/15/2020 | Plymouth Speedway - Plymouth, IN 2020 Season Championship Night DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 2nd | - | - | 2nd |
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| 8/21/2020 | US 24 Speedway - Logansport, IN AMSA LIGHTNING SPRINTS + all Micro Sprint classes Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Kayla Cleveland (Non-Wing Outlaw) | 6th | - | - | 8th | | Kayla Cleveland (Senior Micros) | 5th | - | - | 4th |
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| 9/19/2020 | US 24 Speedway - Logansport, IN 7TH point night + Kenyon Midgets Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Restricted Non Winged Micros, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Kayla Cleveland (Senior Micros) | 3rd | - | - | 14th |
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| 10/10/2020 | US 24 Speedway - Logansport, IN 10TH point night CONCEPT CHASSIS GIVEAWAY Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Restricted Non Winged Micros, Winged A-Class, Stock Non-Wing, 125cc Non Winged Micros, Junior Sprints, Senior Micros | Results | | Kayla Cleveland (Non-Wing Outlaw) | 8th | - | DNS | - | | Kayla Cleveland (Senior Micros) | 4th | - | - | 13th |
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