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| 4/29/2023 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Criswell (Non-Wing Outlaw) | 4th | - | - | 4th |
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| 5/13/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Ryan Criswell (Winged Outlaw) | 6th | - | - | 10th | | Ryan Criswell (HART Non-Wing Micros) | 7th | - | - | 13th |
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| 5/20/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 2nd | - | - | 5th |
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| 5/25/2023 | Macon Speedway - Macon, IL Jr. Sprint Racing & Micro Open Practice Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, HART Non-Wing Micros | Results | | Ryan Criswell (Junior Sprints) | - | - | - | - | | Ryan Criswell (HART Non-Wing Micros) | - | - | - | - |
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| 5/26/2023 | Macon Speedway - Macon, IL Cornfield Combat Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | DNS | - | - | - |
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| 5/27/2023 | Southern Illinois Raceway - Marion, IL Maier's Tidy Bowl Dwarf Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Ryan Criswell (Non-Wing Outlaw) | 5th | - | - | 11th |
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| 5/28/2023 | Brownstown Bullring - Brownstown, IL Willy's Carburetor Night at the Races DIRTcar UMP Modifieds, Factory Stocks, Limited Modified, DIRTcar 4 Cylinders, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 6th | - | - | 16th |
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| 5/29/2023 | Brownstown Bullring - Brownstown, IL Mullins Race Engines Night at the Races DIRTcar UMP Modifieds, Factory Stocks, Limited Modified, DIRTcar 4 Cylinders, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 1st | - | - | 1st |
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| 6/2/2023 | Wayne County Speedway - Wayne City, IL Xtreme Outlaw Midgets Midgets: Xtreme Outlaw Midgets Winged Outlaw, Restricted 'A' Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 6th | - | - | 8th |
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| 6/3/2023 | Wayne County Speedway - Wayne City, IL Xtreme Outlaw Midgets Midgets: Xtreme Outlaw Midgets Winged Outlaw, Restricted 'A' Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 2nd | - | - | 2nd |
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| 6/10/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 1st | - | - | 2nd |
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| 6/16/2023 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged Outlaw, Winged A-Class | Results | | Ryan Criswell (Winged A-Class) | 7th | - | 16th (DNF) | - |
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| 6/17/2023 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged Outlaw, Winged A-Class, Sportsman Micros | Results | | Ryan Criswell (Winged A-Class) | 8th | - | - | - |
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| 7/8/2023 | Southern Illinois Raceway - Marion, IL Prelude to the Sprague/HART Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 1st | - | - | 5th |
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| 7/15/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 1st | - | - | 3rd |
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| 7/16/2023 | Wayne County Speedway - Wayne City, IL Sunday Summer Sizzle Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 5th | - | - | 9th |
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| 7/22/2023 | Southern Illinois Raceway - Marion, IL Xtreme Outlaw Midgets Midgets: POWRi National Midgets with POWRi, Xtreme Outlaw Midgets Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 1st | - | - | 8th |
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| 7/28/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Ryan Criswell (Stock Non-Wing) | 4th | - | 8th | - |
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| 7/29/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Ryan Criswell (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 | | Ryan Criswell (Stock Non-Wing) | 5th | - | 15th | - |
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| 8/5/2023 | Wayne County Speedway - Wayne City, IL Faster Saturday Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 5th | - | - | 5th |
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| 8/12/2023 | Wayne County Speedway - Wayne City, IL Saturday Speed Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Ryan Criswell (Winged Outlaw) | 3rd | - | - | 2nd |
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| 8/18/2023 | Wayne County Speedway - Wayne City, IL Jason Leffler Memorial Midgets, Winged Outlaw, Restricted 'A' Class, Junior Sprints, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 5th | - | DNS | - |
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| 8/19/2023 | Wayne County Speedway - Wayne City, IL Dan Robinson Memorial Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Lightning Sprints, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 1st | - | - | 13th |
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| 8/26/2023 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Ryan Criswell (Winged Outlaw) | - | - | - | - | | Ryan Criswell (HART Non-Wing Micros) | - | - | - | - |
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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 | | Ryan Criswell (Winged Outlaw) | 6th | - | 1st | - |
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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 | | Ryan Criswell (Winged Outlaw) | 1st | - | - | 11th |
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| 9/9/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 3rd | - | - | 2nd |
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| 9/16/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 2nd | - | - | 3rd |
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| 9/30/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Ryan Criswell (HART Non-Wing Micros) | 6th | - | - | 6th |
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| 10/7/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Ryan Criswell (Winged Outlaw) | 5th | - | - | DNS | | Ryan Criswell (HART Non-Wing Micros) | 1st | - | - | 2nd |
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