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| 1/8/2021 | Heart Of Oklahoma Speedway - Shawnee, OK 4th Annual Outlaw Kart Superbowl 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 | | Chad Riley (500 Winged Open Outlaw) | 4th | - | - | - |
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| 1/9/2021 | Heart Of Oklahoma Speedway - Shawnee, OK 4th Annual Outlaw Kart Superbowl 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 | | Chad Riley (500 Winged Open Outlaw) | 1st | - | 4th | - |
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| 2/5/2021 | 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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 3rd | - | - | 2nd | | Chad Riley (500 Winged Open Outlaw) | 2nd | - | - | 5th |
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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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 6th | - | - | 3rd |
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| 3/26/2021 | Heart Of Oklahoma Speedway - Shawnee, OK Charlie Brown Showdown 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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 7th (DNF) | - | - | 3rd |
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| 3/27/2021 | Heart Of Oklahoma Speedway - Shawnee, OK Charlie Brown Showdown 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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 1st | - | - | 4th |
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| 4/25/2021 | Red Dirt Raceway - Meeker, OK Kart Racing Junior Class, Junior Champ, Junior 1 Medium Dirt Karts, Junior 1 Heavy Dirt Karts, Junior 2 Animal Dirt Karts, Flat Adult Clone, Sportsman Midget, Modified Animal, 85cc, 250cc Open, 250 Winged Outlaw Heavy, 500 Winged Open Outlaw, Clone Heavy Dirt Karts, Clone Medium Dirt Karts, Clone Lite Dirt Karts, Clone Super Heavy Dirt Karts, Dirt Mini Late Models, Flat Jr. 1 Clone Heavy, Flat Jr. 2 Clone Heavy, Flat Jr. 1 Clone | Results | | Chad Riley (Junior 1 Medium Dirt Karts) | DNS | - | - | DNS | | Chad Riley (500 Winged Open Outlaw) | 4th | - | - | 2nd |
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| 6/18/2021 | 81 Raceway - Minco, OK 81 Raceway 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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 2nd | - | - | 2nd |
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| 6/19/2021 | 81 Raceway - Minco, OK 81 Raceway 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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 3rd | - | - | 3rd |
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| 7/23/2021 | 81 Raceway - Minco, OK 81 Raceway 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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 1st | - | - | 2nd |
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| 7/24/2021 | 81 Raceway - Minco, OK 81 Raceway 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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 7th (DNF) | - | - | DNS | | Chad Riley (500 Winged Open Outlaw) | 5th (DNF) | - | DNS | - |
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| 9/10/2021 | 81 Raceway - Minco, OK 81 Raceway 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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 4th | - | - | 3rd |
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| 9/11/2021 | 81 Raceway - Minco, OK 81 Raceway 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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 2nd | - | - | 4th |
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| 10/16/2021 | 81 Raceway - Minco, OK 81 Raceway 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 | | Chad Riley (500 Winged Open Outlaw) | - | - | - | - |
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| 10/17/2021 | 81 Raceway - Minco, OK Spooker Young Guns, 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 Stock Flatheads Med, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Cage Jr. Sprints | Results | | Chad Riley (500 Winged Open Outlaw) | 4th | - | 4th | 5th |
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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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 6th | - | - | 6th |
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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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 5th | - | - | 4th |
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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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 2nd | - | - | 5th |
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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 | | Chad Riley (Flat Adult Clone) | 1st | - | - | 9th (DNF) | | Chad Riley (500 Winged Open Outlaw Heavy) | 4th | - | - | 2nd |
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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 | | Chad Riley (500 Winged Open Outlaw Heavy) | 1st | - | - | 1st |
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