| | Heat | Dash | B Feature | A Feature |
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| 1/10/2023 | Tulsa Expo Raceway - Tulsa, OK January 10 - Warren CAT Qualifying Night Midgets: Chili Bowl Nationals | Results | | Kaylee Bryson (Midgets) | 1st | 1st | - | 6th |
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| 1/14/2023 | Tulsa Expo Raceway - Tulsa, OK January 14 Lucas Oil Championship Feature Events Midgets: Chili Bowl Nationals | Results | | Kaylee Bryson (Midgets) | - | - | 5th | 22nd |
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| 2/15/2023 | East Bay Raceway Park - Tampa, FL Winternationals Practice: 360 Sprints & IMCA Mod-Lites 360 Sprints - Winged, Midgets, IMCA Mod Lite | Results | | Kaylee Bryson (360 Sprints - Winged) | - | - | - | - |
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| 2/16/2023 | East Bay Raceway Park - Tampa, FL Winternationals King of 360s Night 1: 360 Sprints & IMCA Mod-Lites 360 Sprints - Winged, Midgets, IMCA Mod Lite | Results | | Kaylee Bryson (360 Sprints - Winged) | 8th | - | 5th | - |
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| 2/17/2023 | East Bay Raceway Park - Tampa, FL Winternationals King of 360s Night 2: 360 Sprints & IMCA Mod-Lites 360 Sprints - Winged, Midgets, IMCA Mod Lite | Results | | Kaylee Bryson (360 Sprints - Winged) | 2nd | - | - | 14th |
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| 2/18/2023 | East Bay Raceway Park - Tampa, FL Winternationals King of 360s Night 3: 360 Sprints & IMCA Mod-Lites 360 Sprints - Winged, Midgets, IMCA Mod Lite | Results | | Kaylee Bryson (360 Sprints - Winged) | 5th | - | 6th | - |
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| 3/3/2023 | Hattiesburg Speedway - Hattiesburg, MS Winter Heat Round #9 360 Sprints - Winged: USCS United Sprint Car Series Midgets, Stock Cars, A Modifieds, Winged A-Class, Pony Stock | Results | | Kaylee Bryson (360 Sprints - Winged) | 1st | - | - | 11th |
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| 3/4/2023 | Hattiesburg Speedway - Hattiesburg, MS Winter Heat Round #10 360 Sprints - Winged: USCS United Sprint Car Series Midgets, Stock Cars, A Modifieds, Winged A-Class, Pony Stock | Results | | Kaylee Bryson (360 Sprints - Winged) | 1st | 6th | - | 6th |
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| 3/11/2023 | Magnolia Motor Speedway - Columbus, MS Winter Heat Round #12 360 Sprints - Winged: USCS United Sprint Car Series Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Kaylee Bryson (360 Sprints - Winged) | 7th | - | - | 13th |
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| 4/7/2023 | Port City Raceway - Tulsa, OK Spring Fling Prelim Night - Show Up Points Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Kaylee Bryson (Winged Outlaw) | 4th | - | - | 8th |
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| 4/8/2023 | Port City Raceway - Tulsa, OK Spring Fling Championship - Show Up Points Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Kaylee Bryson (Winged Outlaw) | 2nd | - | - | 7th |
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| 4/21/2023 | Talladega Short Track - Eastaboga, AL World of Outlaws Late Models 360 Sprints - Winged: USCS United Sprint Car Series Dirt Super Late Models: World of Outlaws - Late Models CRUSA Modified Sportsman, 604 Crate Late Models | Results | | Kaylee Bryson (360 Sprints - Winged) | 6th | - | 6th | 9th |
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| 4/22/2023 | Talladega Short Track - Eastaboga, AL World of Outlaws Late Models 360 Sprints - Winged: USCS United Sprint Car Series Dirt Super Late Models: World of Outlaws - Late Models CRUSA Dirt Late Models, Sport Compact, 604 Crate Late Models | Results | | Kaylee Bryson (360 Sprints - Winged) | 4th | - | 1st | 16th (DNF) |
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| 7/1/2023 | Riverside International Speedway - West Memphis, AR 360 Sprints - Winged: USCS United Sprint Car Series Stock Cars, Winged A-Class, Dirt Late Models | Results | | Kaylee Bryson (360 Sprints - Winged) | 3rd | 3rd | - | 7th | | Kaylee Bryson (Dirt Late Models) | 3rd | - | - | 5th |
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| 7/14/2023 | Thunderbird Speedway - Muskogee, OK 360 Sprints - Winged: ASCS National with ASCS Sooner Region Midgets, Hobby Stocks, Winged Outlaw, B Modifieds, Pure Stock | Results | | Kaylee Bryson (360 Sprints - Winged) | 4th | - | - | - |
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| 7/30/2023 | Brushcreek Motorsports Complex - Peebles, OH Xtreme Outlaw Midgets Midgets: Xtreme Outlaw Midgets | Results | | Kaylee Bryson (Midgets) | 4th | - | - | 11th |
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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 | | Kaylee Bryson (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 | | Kaylee Bryson (Non-Wing Outlaw) | 6th | - | 3rd | 15th |
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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 | | Kaylee Bryson (Non-Wing Outlaw) | - | - | - | - |
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| 10/27/2023 | Thunderbird Speedway - Muskogee, OK Champ 360 Sprints - Winged: Oil Capital Racing Series Hobby Stocks, B Modifieds, Dirt Late Models, Pure Stock, IMCA RaceSaver Sprint Car | Results | | Kaylee Bryson (Dirt Late Models) | 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 | | Kaylee Bryson (Winged Outlaw) | - | - | - | - | | Kaylee Bryson (Non-Wing Outlaw) | - | - | - | - | | Kaylee Bryson (Stock Non-Wing) | - | - | - | - |
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| 12/27/2023 | Tulsa Expo Raceway - Tulsa, OK Morning Practice Then Racing Winged Outlaw: Tulsa Shootout | Results | | Kaylee Bryson (Winged Outlaw) | 1st | - | - | - |
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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 | | Kaylee Bryson (Winged Outlaw) | - | - | - | - | | Kaylee Bryson (Non-Wing Outlaw) | 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 | | Kaylee Bryson (Non-Wing Outlaw) | - | - | - | - |
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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 | | Kaylee Bryson (Winged Outlaw) | - | 1st | - | - | | Kaylee Bryson (Non-Wing Outlaw) | - | - | - | - |
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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 | | Kaylee Bryson (Winged Outlaw) | - | - | - | 24th | | Kaylee Bryson (Non-Wing Outlaw) | - | - | - | - |
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