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| 2/17/2023 | Heart Of Oklahoma Speedway - Shawnee, OK King of the Ring Young Guns, 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, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Open Dirt Karts, 125 Winged Outlaw | Results | | Jack Kassik (Flat Stock Flatheads Med) | 1st | - | - | 7th |
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| 3/25/2023 | Port City Raceway - Tulsa, OK Midgets: POWRi National Midgets with POWRi West Midgets Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Winged Outlaw, Winged Outlaw | Results | | Jack Kassik (Winged Outlaw) | 2nd | - | - | 17th | | Jack Kassik (Winged A-Class) | 1st | - | - | 9th |
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| 4/14/2023 | I-44 Riverside Speedway - Oklahoma City, OK Show up Points Race & NOW 600's Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Non-Wing Outlaw, Junior Sprints, 600cc Modifieds | Results | | Jack Kassik (Winged A-Class) | 1st | - | - | 18th | | Jack Kassik (Stock Non-Wing) | 2nd | - | - | 5th |
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| 7/14/2023 | Jefferson County Speedway - Fairbury, NE 6th Annual Midwest Midget Championship - Preliminary Night Midgets: USAC National Midgets Restricted 'A' Class: NOW600 Restricted Micros Stock Non-Wing: NOW600 Non-Wing Micros | Results | | Jack Kassik (Stock Non-Wing) | 1st | - | - | 2nd |
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| 7/15/2023 | Jefferson County Speedway - Fairbury, NE 6th Annual Midwest Midget Championship - Championship Night Midgets: USAC National Midgets Restricted 'A' Class: NOW600 Restricted Micros Stock Non-Wing: NOW600 Non-Wing Micros | Results | | Jack Kassik (Stock Non-Wing) | 1st | - | - | 7th |
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| 9/27/2023 | US 24 Speedway - Logansport, IN DIRT2MEDIA DUCES WILD SHOOTOUT Winged A-Class, Stock Non-Wing | Results | | Jack Kassik (Winged A-Class) | - | - | - | - | | Jack Kassik (Stock Non-Wing) | - | - | - | - |
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| 9/28/2023 | US 24 Speedway - Logansport, IN DIRT2MEDIA DEUCES WILD SHOOTOUT Stock Non-Wing: NOW600 Non-Wing Micros | Results | | Jack Kassik (Stock Non-Wing) | 3rd | - | 4th | 17th |
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| 9/29/2023 | US 24 Speedway - Logansport, IN DIRT2MEDIA DEUCES WILD SHOOTOUT Winged A-Class: NOW600 A-Class Micros | Results | | Jack Kassik (Winged A-Class) | 9th | - | DNS | - |
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| 9/30/2023 | US 24 Speedway - Logansport, IN DIRT2MEDIA DEUCES WILD SHOOTOUT Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros | Results | | Jack Kassik (Winged A-Class) | 1st | - | 3rd | - | | Jack Kassik (Stock Non-Wing) | 6th | - | 7th | - |
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| 10/18/2023 | Port City Raceway - Tulsa, OK KKM Giveback Classic Practice Modified Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Restricted Non Winged Micros, Junior Sprints, Speedstr | Results | | Jack Kassik (Non-Wing Outlaw) | - | - | - | - |
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| 10/19/2023 | Port City Raceway - Tulsa, OK KKM Giveback Classic Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Restricted 'A' Class: NOW600 National Micros with NOW600 Restricted Micros Restricted Non Winged Micros, Junior Sprints | Results | | Jack Kassik (Non-Wing Outlaw) | 7th | - | 10th | - |
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| 10/21/2023 | Port City Raceway - Tulsa, OK KKM Giveback Classic Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Restricted 'A' Class: NOW600 Restricted Micros Restricted Non Winged Micros, Junior Sprints | Results | | Jack Kassik (Non-Wing Outlaw) | - | - | - | - |
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| 11/3/2023 | Heart Of Oklahoma Speedway - Shawnee, OK 4th Annual Richard Kluver Memorial Young Guns, 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, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Open Dirt Karts, 125 Winged Outlaw | Results | | Jack Kassik (Flat Stock Flatheads Med) | 6th | - | 1st | 3rd |
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| 11/24/2023 | Heart Of Oklahoma Speedway - Shawnee, OK Turkey Shootout Young Guns, 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, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Open Dirt Karts, 125 Winged Outlaw | Results | | Jack Kassik (Flat Stock Flatheads Med) | 1st | - | - | - |
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| 11/25/2023 | Heart Of Oklahoma Speedway - Shawnee, OK Turkey Shootout Young Guns, Adult Heavy, Cage Jr. 1 Clone, Cage Jr. 2 Clone, Flat Adult Clone, Cage Jr. 3 Clone, Flat RWYB, Flat Stock Flatheads Med, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Open Dirt Karts, 125 Winged Outlaw | Results | | Jack Kassik (Flat Stock Flatheads Med) | - | - | - | 2nd |
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| 12/8/2023 | Heart Of Oklahoma Speedway - Shawnee, OK Dash in the Dirt Young Guns, Adult Heavy, Cage Jr. 1 Clone, Cage Jr. 2 Clone, Flat Adult Clone, Cage Jr. 3 Clone, Flat RWYB, Flat Stock Flatheads Med, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Open Dirt Karts, 125 Winged Outlaw | Results | | Jack Kassik (Flat Stock Flatheads Med) | 2nd | - | - | DNS |
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| 12/9/2023 | Heart Of Oklahoma Speedway - Shawnee, OK Dash in the Dirt Young Guns, Adult Heavy, Cage Jr. 1 Clone, Cage Jr. 2 Clone, Flat Adult Clone, Cage Jr. 3 Clone, Flat RWYB, Flat Stock Flatheads Med, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Open Dirt Karts, 125 Winged Outlaw | Results | | Jack Kassik (Flat Stock Flatheads Med) | DNS | - | - | - |
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| 12/26/2023 | Tulsa Expo Raceway - Tulsa, OK Shootout Parking / Check-In Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Jack Kassik (Winged Outlaw) | - | - | - | - | | Jack Kassik (Non-Wing Outlaw) | - | - | - | - | | Jack Kassik (Winged A-Class) | - | - | - | - | | Jack Kassik (Stock Non-Wing) | - | - | - | - |
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| 12/27/2023 | Tulsa Expo Raceway - Tulsa, OK Morning Practice Then Racing Winged Outlaw: Tulsa Shootout | Results | | Jack Kassik (Winged Outlaw) | 9th | - | - | - |
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| 12/28/2023 | Tulsa Expo Raceway - Tulsa, OK Racing - Day 2 Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Jack Kassik (Winged Outlaw) | - | - | - | - | | Jack Kassik (Non-Wing Outlaw) | 1st | - | - | - | | Jack Kassik (Winged A-Class) | 3rd | - | - | - |
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| 12/29/2023 | Tulsa Expo Raceway - Tulsa, OK Racing - Day 3 Non-Wing Outlaw, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Jack Kassik (Non-Wing Outlaw) | - | - | - | - | | Jack Kassik (Winged A-Class) | - | - | - | - | | Jack Kassik (Stock Non-Wing) | 3rd | - | - | - |
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| 12/30/2023 | Tulsa Expo Raceway - Tulsa, OK Racing - Day 4 Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Jack Kassik (Winged Outlaw) | - | - | - | - | | Jack Kassik (Non-Wing Outlaw) | - | 3rd | - | - | | Jack Kassik (Winged A-Class) | - | 1st | - | - | | Jack Kassik (Stock Non-Wing) | - | 14th | - | - |
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| 12/31/2023 | Tulsa Expo Raceway - Tulsa, OK It's Driller Time! Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Jack Kassik (Winged Outlaw) | - | - | - | - | | Jack Kassik (Non-Wing Outlaw) | - | - | - | - | | Jack Kassik (Winged A-Class) | - | - | - | 23rd | | Jack Kassik (Stock Non-Wing) | - | - | - | - |
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