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| 4/21/2023 | Viola Boyz Backroads Speedway - Viola, IL Season Opener Points Race Begins Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Rookie Class, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, Kid Karts Dirt, Clone Lite Dirt Karts, Pro Stock Semi, Predator Maxxis | Results | | Kainen Bowling (Restricted Box Stock) | 1st | - | - | 1st |
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| 4/28/2023 | English Creek Speedway - Knoxville, IA Points Race #1 Winged Outlaw, Adult Heavy, Adult Medium, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw | Results | | Kainen Bowling (Restricted Box Stock) | 2nd | - | - | 6th |
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| 4/29/2023 | Sebastian Speedway - Gladstone, IL Points Race Rookie Class, Cage Jr. 1 Clone, Flat Adult Clone, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, Clone Medium Dirt Karts, 125 Winged Outlaw, Flat Jr. 2 Clone Heavy, Flat Jr. 1 Clone, Predator Hoosier | Results | | Kainen Bowling (Restricted Box Stock) | 1st | - | - | - |
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| 5/5/2023 | Viola Boyz Backroads Speedway - Viola, IL Points Race Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Rookie Class, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, Kid Karts Dirt, Clone Lite Dirt Karts, Pro Stock Semi, Predator Maxxis | Results | | Kainen Bowling (Restricted Box Stock) | 1st | - | - | 1st |
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| 5/6/2023 | Sebastian Speedway - Gladstone, IL Race Rookie Class, Cage Jr. 1 Clone, Flat Adult Clone, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, 125 Winged Outlaw, Flat Jr. 2 Clone Heavy, Flat Jr. 1 Clone, Predator Hoosier | Results | | Kainen Bowling (Restricted Box Stock) | 2nd | - | - | - |
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| 5/12/2023 | Viola Boyz Backroads Speedway - Viola, IL Points Race Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Rookie Class, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, Kid Karts Dirt, Clone Lite Dirt Karts, Pro Stock Semi, Predator Maxxis | Results | | Kainen Bowling (Restricted Box Stock) | 3rd | - | - | 4th |
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| 5/19/2023 | English Creek Speedway - Knoxville, IA Points Race #4 Winged Outlaw, Adult Heavy, Adult Medium, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw | Results | | Kainen Bowling (Restricted Box Stock) | 4th | - | - | 14th |
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| 5/20/2023 | Sebastian Speedway - Gladstone, IL Points Race Rookie Class, Cage Jr. 1 Clone, Flat Adult Clone, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, 125 Winged Outlaw, Flat Jr. 2 Clone Heavy, Flat Jr. 1 Clone, Predator Hoosier | Results | | Kainen Bowling (Restricted Box Stock) | 5th | - | - | 6th |
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| 5/26/2023 | English Creek Speedway - Knoxville, IA Points Race #5 Winged Outlaw, Adult Heavy, Adult Medium, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw | Results | | Kainen Bowling (Restricted Box Stock) | 2nd | - | - | 8th |
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| 5/27/2023 | Sebastian Speedway - Gladstone, IL Race Rookie Class, Cage Jr. 1 Clone, Flat Adult Clone, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, 125 Winged Outlaw, Flat Jr. 2 Clone Heavy, Flat Jr. 1 Clone, Predator Hoosier | Results | | Kainen Bowling (Restricted Box Stock) | 1st | - | - | 1st |
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| 6/9/2023 | Viola Boyz Backroads Speedway - Viola, IL Mid-Season Championship Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Rookie Class, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, Kid Karts Dirt, Clone Lite Dirt Karts, Pro Stock Semi, Predator Maxxis | Results | | Kainen Bowling (Restricted Box Stock) | 3rd | - | - | 4th | | Kainen Bowling (Unrestricted Box Stock) | - | - | - | - |
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| 6/10/2023 | Sebastian Speedway - Gladstone, IL Points Race Rookie Class, Cage Jr. 1 Clone, Flat Adult Clone, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, 125 Winged Outlaw, Flat Jr. 2 Clone Heavy, Flat Jr. 1 Clone, Predator Hoosier | Results | | Kainen Bowling (Restricted Box Stock) | 1st | - | - | - |
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| 6/16/2023 | English Creek Speedway - Knoxville, IA Points Race #6 Winged Outlaw, Adult Heavy, Adult Medium, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw | Results | | Kainen Bowling (Restricted Box Stock) | 2nd | - | - | 7th |
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| 6/23/2023 | English Creek Speedway - Knoxville, IA Points Race #7 Winged Outlaw, Adult Heavy, Adult Medium, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw | Results | | Kainen Bowling (Restricted Box Stock) | 4th | - | - | 10th |
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| 7/7/2023 | English Creek Speedway - Knoxville, IA Points Race #8 Winged A-Class, Stock Non-Wing, Winged Outlaw, Adult Heavy, Adult Medium, Restricted Box Stock, Unrestricted Box Stock, 600cc Modifieds, 500 Winged Open Outlaw | Rain Out |
| 7/8/2023 | Sebastian Speedway - Gladstone, IL Points Race Rookie Class, Cage Jr. 1 Clone, Flat Adult Clone, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, 125 Winged Outlaw, Flat Jr. 2 Clone Heavy, Flat Jr. 1 Clone, Predator Hoosier | Results | | Kainen Bowling (Restricted Box Stock) | 3rd | - | - | 3rd |
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| 7/15/2023 | Sebastian Speedway - Gladstone, IL Race Rookie Class, Cage Jr. 1 Clone, Flat Adult Clone, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, 125 Winged Outlaw, Flat Jr. 2 Clone Heavy, Flat Jr. 1 Clone, Predator Hoosier | Results | | Kainen Bowling (Restricted Box Stock) | 5th | - | - | 9th |
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| 7/29/2023 | Sebastian Speedway - Gladstone, IL Race Rookie Class, Cage Jr. 1 Clone, Flat Adult Clone, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, 125 Winged Outlaw, Flat Jr. 2 Clone Heavy, Flat Jr. 1 Clone, Predator Hoosier | Results | | Kainen Bowling (Restricted Box Stock) | 6th | - | - | 8th (DNF) |
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| 8/4/2023 | Sebastian Speedway - Gladstone, IL Happy Rock Summer Wing Kart Rumble Junior Champ, Restricted Box Stock, Unrestricted Box Stock, 250 Winged Outlaw, 500 Winged Open Outlaw, 125 Winged Outlaw | Results | | Kainen Bowling (Restricted Box Stock) | 1st | - | - | 13th |
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| 8/7/2023 | English Creek Speedway - Knoxville, IA 19th Annual Outlaw Dirt Kart Nationals Winged Outlaw, Adult Heavy, Adult Medium, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw | Results | | Kainen Bowling (Restricted Box Stock) | 3rd | - | - | - |
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| 8/8/2023 | English Creek Speedway - Knoxville, IA 19th Annual Outlaw Dirt Kart Nationals Winged Outlaw, Adult Heavy, Adult Medium, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw | Results | | Kainen Bowling (Restricted Box Stock) | - | - | 1st | 10th |
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| 8/11/2023 | Viola Boyz Backroads Speedway - Viola, IL Backroad Summer Nationals Junior Class, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Rookie Class, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, Generic 1, 250 Winged Outlaw, 500 Winged Open Outlaw, Kid Karts Dirt, Clone Lite Dirt Karts, Pro Stock Semi, Predator Maxxis | Results | | Kainen Bowling (Restricted Box Stock) | - | - | - | - |
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| 8/12/2023 | Viola Boyz Backroads Speedway - Viola, IL Backroad Summer Nationals Junior Class, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Rookie Class, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, Generic 1, 250 Winged Outlaw, 500 Winged Open Outlaw, Kid Karts Dirt, Clone Lite Dirt Karts, Pro Stock Semi, Predator Maxxis | Results | | Kainen Bowling (Restricted Box Stock) | 5th (DNF) | - | - | 7th |
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