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| 2/6/2021 | Heart Of Oklahoma Speedway - Shawnee, OK 4th Annual Doug Cottrell Memorial Race Young Guns, Junior Champ, Junior 1 Medium Dirt Karts, Junior 1 Heavy Dirt Karts, Adult Heavy, Cage Jr. 1 Clone, Cage Jr. 2 Clone, Flat Adult Clone, Cage Jr. 3 Clone, Flat RWYB, Flat Stock Flatheads Med, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Cage Jr. Sprints | Results | | Kyleigh Pennington (Adult Heavy) | 4th | - | - | 3rd | | Kyleigh Pennington (250 Winged Outlaw) | 2nd | - | - | 12th (DNF) |
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| 8/20/2021 | Silver Dollar Speedway - Amarillo, TX Dash for Cash Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Rookie Class, Cage Jr. 1 Clone, Flat Adult Clone, Restricted Box Stock, Cage Jr. 3 Clone, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, 125 Winged Outlaw, Flat Jr. 1 Clone | Results | | Kyleigh Pennington (250 Winged Outlaw) | 4th | - | - | 7th |
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| 8/21/2021 | Silver Dollar Speedway - Amarillo, TX Silver Dollar Shootout Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Rookie Class, Cage Jr. 1 Clone, Flat Adult Clone, Restricted Box Stock, Cage Jr. 3 Clone, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, 125 Winged Outlaw, Flat Jr. 1 Clone | Results | | Kyleigh Pennington (250 Winged Outlaw) | 4th | - | - | 6th |
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| 11/5/2021 | Heart Of Oklahoma Speedway - Shawnee, OK 2nd Annual Richard Kluver Memorial Young Guns, Junior Champ, Junior 1 Medium Dirt Karts, Junior 1 Heavy Dirt Karts, Adult Heavy, Cage Jr. 1 Clone, Cage Jr. 2 Clone, Flat Adult Clone, Cage Jr. 3 Clone, Flat RWYB, Flat Stock Flatheads Med, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Cage Jr. Sprints, 125 Winged Outlaw | Results | | Kyleigh Pennington (Adult Heavy) | 5th (DNF) | - | - | 6th | | Kyleigh Pennington (250 Winged Outlaw) | 4th | - | 1st | 11th (DNF) |
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| 11/6/2021 | Heart Of Oklahoma Speedway - Shawnee, OK 2nd Annual Richard Kluver Memorial Young Guns, Junior Champ, Junior 1 Medium Dirt Karts, Junior 1 Heavy Dirt Karts, Adult Heavy, Cage Jr. 1 Clone, Cage Jr. 2 Clone, Flat Adult Clone, Cage Jr. 3 Clone, Flat RWYB, Flat Stock Flatheads Med, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Cage Jr. Sprints, 125 Winged Outlaw | Results | | Kyleigh Pennington (Adult Heavy) | 2nd | - | - | 6th | | Kyleigh Pennington (250 Winged Outlaw) | 2nd | - | - | 12th (DNF) |
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| 11/26/2021 | Heart Of Oklahoma Speedway - Shawnee, OK Turkey Shootout Young Guns, Junior Champ, Junior 1 Medium Dirt Karts, Junior 1 Heavy Dirt Karts, Adult Heavy, Cage Jr. 1 Clone, Cage Jr. 2 Clone, Flat Adult Clone, Cage Jr. 3 Clone, Flat RWYB, Flat Stock Flatheads Med, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Cage Jr. Sprints, 125 Winged Outlaw | Results | | Kyleigh Pennington (Adult Heavy) | 5th | - | 3rd | 12th (DNF) | | Kyleigh Pennington (250 Winged Outlaw) | DNS | - | DNS | - |
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| 11/27/2021 | Heart Of Oklahoma Speedway - Shawnee, OK Turkey Shootout Young Guns, Junior Champ, Junior 1 Medium Dirt Karts, Junior 1 Heavy Dirt Karts, Adult Heavy, Cage Jr. 1 Clone, Cage Jr. 2 Clone, Flat Adult Clone, Cage Jr. 3 Clone, Flat RWYB, Flat Stock Flatheads Med, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Cage Jr. Sprints, 125 Winged Outlaw | Results | | Kyleigh Pennington (Adult Heavy) | 6th | - | 5th | - | | Kyleigh Pennington (500 Winged Open Outlaw) | 6th | - | DNS | - |
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| 12/10/2021 | Heart Of Oklahoma Speedway - Shawnee, OK Dash in the Dirt Young Guns, Junior Champ, Junior 1 Medium Dirt Karts, Junior 1 Heavy Dirt Karts, Adult Heavy, Cage Jr. 1 Clone, Cage Jr. 2 Clone, Flat Adult Clone, Cage Jr. 3 Clone, Flat RWYB, Flat Stock Flatheads Med, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Cage Jr. Sprints, 125 Winged Outlaw | Results | | Kyleigh Pennington (Adult Heavy) | 6th | - | 5th | - | | Kyleigh Pennington (500 Winged Open Outlaw) | 6th | - | 9th (DNF) | - |
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| 12/11/2021 | Heart Of Oklahoma Speedway - Shawnee, OK Dash in the Dirt Young Guns, Junior Champ, Junior 1 Medium Dirt Karts, Junior 1 Heavy Dirt Karts, Adult Heavy, Cage Jr. 1 Clone, Cage Jr. 2 Clone, Flat Adult Clone, Cage Jr. 3 Clone, Flat RWYB, Flat Stock Flatheads Med, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Cage Jr. Sprints, 125 Winged Outlaw | Results | | Kyleigh Pennington (500 Winged Open Outlaw) | 3rd | - | 8th | - |
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