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| 4/28/2023 | Fulton Speedway - Fulton, NY Strada Mia Italian Restaurant presents Highbank Holdup Weekend Night 1 360 Sprints - Winged: Empire Super Sprints Hobby Stocks, DIRTcar Mod Lites | Results | | Chuck Hebing (360 Sprints - Winged) | 2nd | - | - | 12th |
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| 5/6/2023 | Fonda Speedway - Fonda, NY 360 Sprints - Winged: Empire Super Sprints Sportsmans, Limited Modified, Pure Stock, Dirt Big Block Modifieds, DIRTcar 4 Cylinders | Results | | Chuck Hebing (360 Sprints - Winged) | 7th | - | DNS | - |
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| 5/12/2023 | Utica-Rome Speedway - Vernon, NY 360 Sprints - Winged: Empire Super Sprints Stock Cars, Sportsmans, Limited Modified, Dirt Big Block Modifieds, DIRTcar 4 Cylinders | Results | | Chuck Hebing (360 Sprints - Winged) | 3rd | - | - | 12th |
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| 5/20/2023 | Brighton Speedway - Brighton, ON $2,598-to-win Paul Pekkonen Memorial 360 Sprints - Winged: Southern Ontario Sprints | Rain Out |
| 5/26/2023 | Brewerton Speedway - Brewerton, NY A-Verdi Storage Containers presents the Don Gillette Memorial for ESS Sprints 360 Sprints - Winged: Empire Super Sprints DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds | Results | | Chuck Hebing (360 Sprints - Winged) | 2nd | - | - | 5th |
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| 5/27/2023 | Fulton Speedway - Fulton, NY Monroe Mechanical and J. Gordon Contracting present the ESS Sprints 360 Sprints - Winged: Empire Super Sprints Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Chuck Hebing (360 Sprints - Winged) | 3rd | - | - | 16th |
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| 6/2/2023 | Albany-Saratoga Speedway - Malta, NY 360 Sprints - Winged: Empire Super Sprints | Results | | Chuck Hebing (360 Sprints - Winged) | 3rd | - | - | 4th |
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| 6/9/2023 | Ransomville Speedway - Ransomville, NY Empire Super Sprints Ron Lux Memorial Plus Sportsman, Mini Stocks and Novice 360 Sprints - Winged: Empire Super Sprints DIRTcar Sportsmans, Factory Stocks, Sportsmans | Results | | Chuck Hebing (360 Sprints - Winged) | 5th | 3rd | - | 10th |
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| 6/17/2023 | Evans Mills Speedway - Evans Mills, NY Kevin Ward Jr. Memorial - Asphalt Spectacular - Non-Point Event 360 Sprints - Winged: Empire Super Sprints | Results | | Chuck Hebing (360 Sprints - Winged) | 3rd | - | - | 4th |
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| 6/29/2023 | Utica-Rome Speedway - Vernon, NY ESS - CNY Speedweek Night #2 360 Sprints - Winged: Empire Super Sprints Stock Cars, Sportsmans, Dirt Big Block Modifieds | Results | | Chuck Hebing (360 Sprints - Winged) | 3rd | - | - | 2nd |
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| 6/30/2023 | Brewerton Speedway - Brewerton, NY The Reagan Companies and Chris Nichols Snap-On present ESS Sprint Speedweek 360 Sprints - Winged: Empire Super Sprints DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Chuck Hebing (360 Sprints - Winged) | 4th | - | - | 2nd |
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| 7/15/2023 | Woodhull Raceway - Woodhull, NY 360 Sprints - Winged: Empire Super Sprints Hobby Stocks, Stock Cars, Street Stocks, Dirt 6-cyl Stock Cars, Dirt Big Block Modifieds, RUSH Late Models, RUSH Sportsman Modified, Dirt Mini Stocks | Results | | Chuck Hebing (360 Sprints - Winged) | 1st | - | - | 4th |
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| 7/21/2023 | Clinton County Speedway - Mill Hall, PA URC Northern Tour Presented by NAPA Toner 360 Sprints - Winged: United Racing Club | Results | | Chuck Hebing (360 Sprints - Winged) | 1st | - | - | 1st |
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| 8/5/2023 | Eldora Speedway - Rossburg, OH Family Night at Eldora 360 Sprints - Winged: NRA Sprint Invaders with GLSS-Great Lakes Super Sprints DIRTcar UMP Modifieds, Super Stocks | Results | | Chuck Hebing (360 Sprints - Winged) | 4th | - | - | 14th |
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| 8/15/2023 | Ohsweken Speedway - Ohsweken, ON Pintys 360 Sprints - Winged: Southern Ontario Sprints Winged Crate Sprints: Action Sprint Tour NASCAR Canada Stock Car: NASCAR Canada Series | Results | | Chuck Hebing (360 Sprints - Winged) | - | - | - | 11th |
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| 9/1/2023 | Brewerton Speedway - Brewerton, NY STOP-DWI New York presents ESS Sprints plus Championship Night 360 Sprints - Winged: Empire Super Sprints DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Chuck Hebing (360 Sprints - Winged) | 3rd | - | - | 7th |
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| 9/2/2023 | Fulton Speedway - Fulton, NY STOP-DWI New York ESS Sprints/Mods/Dbl Sportsman Features/Dbl Novice Features/Hobby Stocks 360 Sprints - Winged: Empire Super Sprints Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Chuck Hebing (360 Sprints - Winged) | 1st | - | - | 5th |
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| 9/8/2023 | Ohsweken Speedway - Ohsweken, ON Championship Friday 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Chuck Hebing (360 Sprints - Winged) | 5th | - | - | 5th |
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| 9/9/2023 | Weedsport Speedway - Weedsport, NY Cavalcade Cup Weekend 360 Sprints - Winged: Empire Super Sprints DIRTcar 358 Modifieds | Results | | Chuck Hebing (360 Sprints - Winged) | 3rd | - | - | - |
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| 9/15/2023 | Ohsweken Speedway - Ohsweken, ON CSCN 360 Sprints - Winged: Southern Ontario Sprints Winged Crate Sprints: Action Sprint Tour Asphalt Mini Stocks, Street Stocks | Results | | Chuck Hebing (360 Sprints - Winged) | 3rd | - | - | 8th |
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| 9/16/2023 | Ohsweken Speedway - Ohsweken, ON CSCN 360 Sprints - Winged: Empire Super Sprints with Southern Ontario Sprints Winged Crate Sprints: Action Sprint Tour | Results | | Chuck Hebing (360 Sprints - Winged) | 1st | - | - | 9th |
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| 9/29/2023 | Fulton Speedway - Fulton, NY Milton CAT Outlaw Weekend Fast Friday 360 Sprints - Winged: Empire Super Sprints DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Chuck Hebing (360 Sprints - Winged) | 2nd | - | - | 2nd |
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| 10/3/2023 | Weedsport Speedway - Weedsport, NY Makeup for 09/09/23 360 Sprints - Winged: Empire Super Sprints DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Chuck Hebing (360 Sprints - Winged) | - | - | - | 3rd |
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