| | Heat | Dash | B Feature | A Feature |
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| 3/8/2024 | Port City Raceway - Tulsa, OK Restricted 'A' Class: NOW600 Restricted Micros Winged Outlaw, Junior Sprints | Postponed |
| 3/9/2024 | Port City Raceway - Tulsa, OK Restricted 'A' Class: NOW600 Restricted Micros Winged Outlaw, Junior Sprints | Results | | Garrett Benson (Winged Outlaw) | 2nd | - | - | 17th |
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| 3/10/2024 | Port City Raceway - Tulsa, OK Milestone Home Service Co Outlaw Nationals Champion Night Restricted 'A' Class: NOW600 Restricted Micros Winged Outlaw, Junior Sprints | Results | | Garrett Benson (Winged Outlaw) | 1st | - | - | 11th |
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| 3/28/2024 | Creek County Speedway - Sapulpa, OK Turnpike Challenge Champ 360 Sprints - Winged: Oil Capital Racing Series Midgets: POWRi National Midgets with POWRi West Midgets 360 Sprints - Winged, Hobby Stocks, USRA Modifieds, USRA Tuners | Results | | Garrett Benson (Champ 360 Sprints - Winged) | 7th | - | - | 13th |
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| 3/29/2024 | Doe Run Raceway - Doe Run, MO Doe Run Small Tire Shootout featuring the Hyper Racing WFO Winged Outlaw Micro Series Economy Midgets, Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Mod Lites | Results | | Garrett Benson (Winged Outlaw) | 1st | - | - | 5th | | Garrett Benson (Winged A-Class) | 1st | - | - | 2nd |
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| 3/30/2024 | Doe Run Raceway - Doe Run, MO 4th Annual Small Tire Shootout Economy Midgets, Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Mod Lites | Results | | Garrett Benson (Winged Outlaw) | 6th | - | 3rd | - | | Garrett Benson (Winged A-Class) | 1st | - | - | 3rd |
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| 4/6/2024 | Sweet Springs Motorsports Complex - Sweet Springs, MO Xtreme Outlaw Midgets Midgets: Xtreme Outlaw Midgets Winged Outlaw: WFO Winged Outlaw Micro Series 360 Sprints - Winged, Stock Non-Wing | Results | | Garrett Benson (Winged Outlaw) | 1st | - | - | 5th |
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| 4/12/2024 | Doe Run Raceway - Doe Run, MO 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, Restricted Box Stock, LO 206 Dirt Karts, IMCA Mod Lite | Results | | Garrett Benson (Winged A-Class) | 1st | - | - | 1st |
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| 4/13/2024 | Doe Run Raceway - Doe Run, MO 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, Restricted Box Stock, LO 206 Dirt Karts, IMCA Mod Lite | Results | | Garrett Benson (Non-Wing Outlaw) | 3rd | - | - | 3rd | | Garrett Benson (Winged A-Class) | 1st | - | - | 2nd | | Garrett Benson (Stock Non-Wing) | 3rd | - | - | 1st |
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| 5/4/2024 | Lucas Oil Speedway - Wheatland, MO Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Non-Winged Sprints: POWRi WAR Sprints with Midwest Wingless Racing Association 360 Sprints - Winged | Results | | Garrett Benson (360 Sprints - Winged) | 3rd | - | - | 4th |
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| 5/11/2024 | Creek County Speedway - Sapulpa, OK Super Six Weekly Series Dwarf: NOW600 Sooner State Dwarf Cars 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, USRA Modifieds, USRA Tuners | Results | | Garrett Benson (360 Sprints - Winged) | 1st | 3rd | - | 4th |
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| 5/25/2024 | Southern Illinois Raceway - Marion, IL Chemstream Race Fuels Mod-Lite Special - Points Night Winged Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Garrett Benson (Sportsman Micros) | 1st | - | - | 2nd | | Garrett Benson (HART Non-Wing Micros) | 4th | - | - | 20th (DNF) |
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| 5/30/2024 | Doe Run Raceway - Doe Run, MO Xtreme Outlaw Midgets Midgets: POWRi National Midgets with Xtreme Outlaw Midgets Winged Outlaw: WFO Winged Outlaw Micro Series 360 Sprints - Winged, Restricted 'A' Class, Junior Sprints, Restricted Box Stock, Mod Lites | Results | | Garrett Benson (Winged Outlaw) | 3rd | - | - | 3rd |
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| 5/31/2024 | Coles County Speedway - Mattoon, IL Xtreme Outlaw Midgets Midgets: POWRi National Midgets with Xtreme Outlaw Midgets Winged Outlaw: WFO Winged Outlaw Micro Series 360 Sprints - Winged, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Restricted Box Stock | Results | | Garrett Benson (Winged Outlaw) | 3rd | - | - | 1st | | Garrett Benson (Non-Wing Outlaw) | 4th | - | 1st | 22nd (DNF) |
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| 6/8/2024 | Southern Illinois Raceway - Marion, IL Prelude to the Hustle- $1000 to win Winged Outlaw: WFO Winged Outlaw Micro Series Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Garrett Benson (Winged Outlaw) | 3rd | - | - | - | | Garrett Benson (Sportsman Micros) | 2nd | - | - | 1st |
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| 6/9/2024 | Quincy Raceways - Quincy, IL King of the Bullring #2 Weekly Race with Sprint Invaders 360 Sprints - Winged: Sprint Invaders DIRTcar UMP Modifieds, Stock Cars, DIRTcar Pro Late Models | Results | | Garrett Benson (360 Sprints - Winged) | 3rd | - | - | 12th |
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| 6/14/2024 | Coles County Speedway - Mattoon, IL Tom Rieck Memorial-$1000 to win each twin qualifiers Winged Outlaw: WFO Winged Outlaw Micro Series Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints | Results | | Garrett Benson (Winged Outlaw) | 1st | - | - | 4th |
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| 6/15/2024 | Coles County Speedway - Mattoon, IL Tom Rieck Memorial- $5000 to win 40 lap A main Winged Outlaw: WFO Winged Outlaw Micro Series Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros | Results | | Garrett Benson (Winged Outlaw) | 1st | - | - | 2nd |
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| 6/21/2024 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Night 1 Winged A-Class | Results | | Garrett Benson (Winged A-Class) | 4th | - | 8th | - |
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| 6/22/2024 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Final Night Winged A-Class | Results | | Garrett Benson (Winged A-Class) | 7th | - | 8th | - |
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| 7/16/2024 | Independence Motor Speedway - Independence, IA Buchanan County Fair Prelude - Sprint Invaders 360 Sprints - Winged: Sprint Invaders DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds | Results | | Garrett Benson (360 Sprints - Winged) | 5th | - | - | 9th |
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| 8/16/2024 | 34 Raceway - West Burlington, IA Sprint Invaders presented by Collision Center 360 Sprints - Winged: Sprint Invaders A Modifieds, 2WD Trucks, Sport Compact | Results | | Garrett Benson (360 Sprints - Winged) | 5th | - | - | 8th |
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| 8/17/2024 | Peoria Speedway - Peoria, IL 360 Sprints - Winged: Sprint Invaders | Results | | Garrett Benson (360 Sprints - Winged) | 7th | - | - | 15th |
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| 9/7/2024 | Enid Speedway - Enid, OK ASCS Sooner Region Sprints 360 Sprints - Winged: ASCS Sooner Region Dirt Super Late Models: Sooner Late Model Series Factory Stocks, Pony Stock, Limited Sport Mod | Results | | Garrett Benson (360 Sprints - Winged) | 5th | - | - | 9th |
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| 9/10/2024 | Clay County Fair Speedway - Spencer, IA 360 Sprints - Winged: ASCS National Stock Cars: Dirt Crown Dirt Late Models: Tri-State Late Models IMCA Northern SportMod, IMCA Stock Car | Results | | Garrett Benson (360 Sprints - Winged) | 3rd | - | - | 21st |
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| 9/13/2024 | Arrowhead Speedway - Colcord, OK 360 Sprints - Winged: ASCS National with ASCS Sooner Region USRA Stock Cars, USRA Tuners | Results | | Garrett Benson (360 Sprints - Winged) | 2nd | 7th | - | 15th |
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| 9/14/2024 | Arrowhead Speedway - Colcord, OK Green Country Clash featuring the Comp Cams Super Dirt Series and American Sprint Car Series 360 Sprints - Winged: ASCS National with ASCS Sooner Region Dirt Super Late Models: COMP Cams Super Dirt Series (CCSDS) Dirt Late Models | Results | | Garrett Benson (360 Sprints - Winged) | 1st | 2nd | - | 19th |
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| 9/28/2024 | 34 Raceway - West Burlington, IA 360 Fall Haul Presented by Stronghurst Collision & Repair 360 Sprints - Winged: Sprint Invaders Vintage Modifieds: American Iron Racing Series | Results | | Garrett Benson (360 Sprints - Winged) | 2nd | - | - | 18th |
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