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| 3/4/2023 | Red Dirt Raceway - Meeker, OK Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Dwarf: NOW600 Sooner State Dwarf Cars 600cc Modifieds, Sportsman Micros | Results | | Riley Osantowski (Winged A-Class) | 5th | - | 5th | 13th | | Riley Osantowski (Stock Non-Wing) | 4th | - | 8th | - |
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| 3/5/2023 | Red Dirt Raceway - Meeker, OK Micro Meltdown at Red Dirt Raceway presented by Melmark Pipe and Supply Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Dwarf: NOW600 Sooner State Dwarf Cars 600cc Modifieds, Sportsman Micros | Results | | Riley Osantowski (Winged A-Class) | 4th | - | 2nd | 11th | | Riley Osantowski (Stock Non-Wing) | 6th | - | 3rd | 10th |
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| 4/20/2023 | US 30 Speedway - Columbus, NE Regular Night B Modifieds, IMCA Late Models, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Riley Osantowski (IMCA Northern SportMod) | 3rd | - | - | 14th |
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| 4/27/2023 | US 30 Speedway - Columbus, NE Regular Night B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Riley Osantowski (IMCA Northern SportMod) | 2nd | - | - | 12th |
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| 5/4/2023 | US 30 Speedway - Columbus, NE Regular Night B Modifieds, IMCA Late Models, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Riley Osantowski (IMCA Northern SportMod) | 1st | - | - | DNS |
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| 5/11/2023 | US 24 Speedway - Logansport, IN ALL IN TRANSPORTATION A WINGLESS CLASS CLASH NIGHT #1 $1000 TO WIN Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Riley Osantowski (Stock Non-Wing) | 8th | - | 13th | - |
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| 5/12/2023 | US 24 Speedway - Logansport, IN ALL IN TRANSPORTATION A WINGLESS CLASS CLASH NIGHT #2 $1000 TO WIN Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Riley Osantowski (Stock Non-Wing) | 6th | - | 7th | - |
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| 5/13/2023 | US 24 Speedway - Logansport, IN ALL IN TRANSPORTATION A WINGLESS CLASS CLASH $10k TO WIN Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Riley Osantowski (Stock Non-Wing) | 5th | - | 6th | - |
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| 5/26/2023 | Beatrice Speedway - Beatrice, NE IMCA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Riley Osantowski (B Modifieds) | 9th (DNF) | - | DNS | - |
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| 6/8/2023 | US 30 Speedway - Columbus, NE Regular Night B Modifieds, IMCA Late Models, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Riley Osantowski (IMCA Northern SportMod) | 1st | - | - | 7th |
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| 6/9/2023 | KAM Raceway - Hastings, NE Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, Flat Adult Clone, Flat Jr. 1 Clone Heavy | Rain Out |
| 6/10/2023 | Off Road Speedway - Norfolk, NE Regular Race Night Hobby Stocks, Stock Cars, B Modifieds, Dirt Late Models, Hornets | Results | | Riley Osantowski (B Modifieds) | 3rd | - | - | 8th |
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| 6/11/2023 | Stuart Raceway - Stuart, NE 305 Sprints - Winged, Hobby Stocks, Stock Cars, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, B Modifieds | Results | | Riley Osantowski (Stock Non-Wing) | 1st | - | - | 3rd |
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| 6/16/2023 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged Outlaw, Winged A-Class | Results | | Riley Osantowski (Winged A-Class) | 9th | - | 13th | - |
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| 6/17/2023 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged Outlaw, Winged A-Class, Sportsman Micros | Results | | Riley Osantowski (Winged A-Class) | 7th | - | - | - |
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| 6/22/2023 | US 30 Speedway - Columbus, NE Regular Night B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Riley Osantowski (IMCA Northern SportMod) | 3rd | - | - | 13th |
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| 6/23/2023 | Boone County Raceway - Albion, NE Regular Night plus Mod Lites Hobby Stocks, B Modifieds, Street Stocks, Dirt Late Models, IMCA Mod Lite | Results | | Riley Osantowski (B Modifieds) | 3rd | - | - | 5th |
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| 6/29/2023 | US 30 Speedway - Columbus, NE B Modifieds, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA RaceSaver Sprint Car | Results | | Riley Osantowski (IMCA Northern SportMod) | 5th | - | - | 12th |
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| 7/1/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO Small Town Throwdown Prelim Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints | Results | | Riley Osantowski (Non-Wing Outlaw) | 9th | - | 8th | - | | Riley Osantowski (Stock Non-Wing) | 8th | - | 11th | - |
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| 7/2/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO Small Town Throwdown Championship Night Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints | Results | | Riley Osantowski (Non-Wing Outlaw) | 8th | - | - | 17th | | Riley Osantowski (Stock Non-Wing) | 7th (DNF) | - | - | - |
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| 7/6/2023 | US 30 Speedway - Columbus, NE Kids Bike Races IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Riley Osantowski (IMCA Northern SportMod) | 5th | - | 3rd | 17th |
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| 7/8/2023 | Off Road Speedway - Norfolk, NE Regular Race Night Hobby Stocks, Stock Cars, B Modifieds, Dirt Late Models, Hornets | Results | | Riley Osantowski (B Modifieds) | 4th | - | - | 8th |
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| 7/12/2023 | Mitchell County Fairgrounds Raceway - Beloit, KS Mid-America Micro Week - Night 2 - Non-Points Restricted 'A' Class: NOW600 Restricted Micros Stock Non-Wing: NOW600 Non-Wing Micros Midgets | Results | | Riley Osantowski (Stock Non-Wing) | 6th | - | - | 23rd |
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| 7/20/2023 | US 30 Speedway - Columbus, NE Stock Car Governors Cup Stock Cars: Dirt Crown IMCA Late Models, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Riley Osantowski (IMCA Northern SportMod) | 4th | - | - | 11th |
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| 7/27/2023 | US 30 Speedway - Columbus, NE Guys Night IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Riley Osantowski (IMCA Northern SportMod) | 5th | - | - | 15th |
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| 7/28/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Riley Osantowski (Stock Non-Wing) | 4th | - | 7th | - |
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| 7/29/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Riley Osantowski (Stock Non-Wing) | - | - | - | - |
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| 7/30/2023 | Southern Illinois Raceway - Marion, IL TSM Final Take 2 Winged Outlaw, Stock Non-Wing | Results | | Riley Osantowski (Stock Non-Wing) | 5th | - | 6th | 21st |
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| 8/4/2023 | Boone County Raceway - Albion, NE Championship Night plus Powder Puff Plus Mechanics Race Hobby Stocks, B Modifieds, Street Stocks, Dirt Late Models | Results | | Riley Osantowski (B Modifieds) | 4th | - | - | 12th |
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| 8/17/2023 | US 30 Speedway - Columbus, NE Regular Night IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Riley Osantowski (IMCA Northern SportMod) | 7th | - | - | 14th |
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| 8/18/2023 | Jefferson County Speedway - Fairbury, NE Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros 600cc Modifieds, Sportsman Micros | Results | | Riley Osantowski (Stock Non-Wing) | 5th | - | 3rd | 8th |
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| 8/19/2023 | Jefferson County Speedway - Fairbury, NE Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros 600cc Modifieds, Sportsman Micros | Results | | Riley Osantowski (Winged A-Class) | 2nd | - | - | 6th | | Riley Osantowski (Stock Non-Wing) | 5th | - | 11th | - |
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| 8/24/2023 | US 30 Speedway - Columbus, NE Championship Night IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Riley Osantowski (IMCA Northern SportMod) | 5th | - | - | 16th (DNF) |
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| 8/26/2023 | Off Road Speedway - Norfolk, NE 360 Sprints - Winged: Malvern Bank 360 Sprints with Midwest Sprint Touring Series Hobby Stocks, Stock Cars, B Modifieds, Dirt Late Models, Hornets | Results | | Riley Osantowski (B Modifieds) | 5th | - | - | 6th |
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| 9/1/2023 | Doe Run Raceway - Doe Run, MO Spartan Transportation Outlaw Winged Nationals Winged Outlaw, Restricted 'A' Class, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts | Results | | Riley Osantowski (Winged Outlaw) | 3rd | - | - | - |
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| 9/2/2023 | Doe Run Raceway - Doe Run, MO Spartan Transportation Outlaw Winged Nationals Winged Outlaw, Restricted 'A' Class, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts | Results | | Riley Osantowski (Winged Outlaw) | 2nd | - | - | 15th |
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| 9/6/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO KKM Challenge Race Practice Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Riley Osantowski (Non-Wing Outlaw) | - | - | - | - |
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| 9/7/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO KKM Challenge Race Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Riley Osantowski (Non-Wing Outlaw) | 6th | - | 16th | - |
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| 9/8/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO KKM Challenge Race Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Riley Osantowski (Non-Wing Outlaw) | 7th | - | 8th | - |
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| 9/9/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO KKM Challenge Race - POWRi Non-Wing $10,000.00 to WIN Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Riley Osantowski (Non-Wing Outlaw) | - | - | 12th | - |
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| 9/15/2023 | US 30 Speedway - Columbus, NE 360 Sprints - Winged, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA RaceSaver Sprint Car | Results | | Riley Osantowski (IMCA Northern SportMod) | 2nd | - | - | - |
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| 9/16/2023 | US 30 Speedway - Columbus, NE Abe Lincoln Memorial Stock Cars, IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Riley Osantowski (IMCA Northern SportMod) | - | - | - | - |
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| 9/22/2023 | Salina Speedway - Salina, KS Mid-America Clash XI -- Night 1 Asphalt Mini Stocks, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds | Results | | Riley Osantowski (B Modifieds) | 8th (DNF) | - | 5th | - |
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| 9/23/2023 | Salina Speedway - Salina, KS Mid-America Clash XI -- Night 2 Asphalt Mini Stocks, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds | Results | | Riley Osantowski (B Modifieds) | 5th | - | - | 10th |
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| 9/27/2023 | US 24 Speedway - Logansport, IN DIRT2MEDIA DUCES WILD SHOOTOUT Winged A-Class, Stock Non-Wing | Results | | Riley Osantowski (Winged A-Class) | - | - | - | - |
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| 9/28/2023 | US 24 Speedway - Logansport, IN DIRT2MEDIA DEUCES WILD SHOOTOUT Stock Non-Wing: NOW600 Non-Wing Micros | Results | | Riley Osantowski (Stock Non-Wing) | 4th | - | 23rd | - |
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| 9/29/2023 | US 24 Speedway - Logansport, IN DIRT2MEDIA DEUCES WILD SHOOTOUT Winged A-Class: NOW600 A-Class Micros | Results | | Riley Osantowski (Winged A-Class) | 8th | - | 8th | - |
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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 | | Riley Osantowski (Winged A-Class) | 4th | - | 4th | - | | Riley Osantowski (Stock Non-Wing) | 4th | - | 4th | - |
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| 10/6/2023 | RPM Speedway - Hays, KS 17th Annual Fall Nationals Night 1 IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Riley Osantowski (IMCA Northern SportMod) | 3rd | - | - | 4th |
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| 10/7/2023 | RPM Speedway - Hays, KS 17th Annual Fall Nationals Night 2 IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Riley Osantowski (IMCA Northern SportMod) | - | - | - | 12th |
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| 10/20/2023 | Park Jefferson International Speedway - Jefferson, SD Practice 360 Sprints - Winged, Dirt Super Late Models, A Modifieds, B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA RaceSaver Sprint Car, IMCA Sport Compact | Results | | Riley Osantowski (IMCA Northern SportMod) | - | - | - | - |
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| 10/21/2023 | Park Jefferson International Speedway - Jefferson, SD Charlie Clark Memorial $5022 to win! A Modifieds, B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Riley Osantowski (IMCA Northern SportMod) | 5th | - | - | 9th |
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| 10/22/2023 | Crawford County Speedway - Denison, IA Rescheduled Fall Special Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Hornets | Results | | Riley Osantowski (B Modifieds) | 3rd | - | - | 8th |
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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 | | Riley Osantowski (Winged Outlaw) | - | - | - | - | | Riley Osantowski (Non-Wing Outlaw) | - | - | - | - | | Riley Osantowski (Winged A-Class) | - | - | - | - | | Riley Osantowski (Stock Non-Wing) | - | - | - | - |
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| 12/27/2023 | Tulsa Expo Raceway - Tulsa, OK Morning Practice Then Racing Winged Outlaw: Tulsa Shootout | Results | | Riley Osantowski (Winged Outlaw) | 6th | - | - | - |
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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 | | Riley Osantowski (Winged Outlaw) | - | - | - | - | | Riley Osantowski (Non-Wing Outlaw) | 3rd | - | - | - | | Riley Osantowski (Winged A-Class) | 5th | - | - | - |
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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 | | Riley Osantowski (Non-Wing Outlaw) | - | - | - | - | | Riley Osantowski (Winged A-Class) | - | - | - | - | | Riley Osantowski (Stock Non-Wing) | 6th | - | - | - |
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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 | | Riley Osantowski (Winged Outlaw) | - | - | - | - | | Riley Osantowski (Non-Wing Outlaw) | - | 12th | - | - | | Riley Osantowski (Winged A-Class) | - | - | - | - | | Riley Osantowski (Stock Non-Wing) | - | - | - | - |
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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 | | Riley Osantowski (Winged Outlaw) | - | - | - | - | | Riley Osantowski (Non-Wing Outlaw) | - | - | - | - | | Riley Osantowski (Winged A-Class) | - | - | - | - | | Riley Osantowski (Stock Non-Wing) | - | - | - | - |
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