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| 5/6/2023 | Merrittville Speedway - Thorold, ON Loop Paint presents Bobcat of Hamilton Weekly Racing Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 1st | - | - | 3rd |
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| 5/13/2023 | Merrittville Speedway - Thorold, ON Auto FX hosts Big Bike Giveaway Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 1st | - | - | 2nd |
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| 5/22/2023 | Merrittville Speedway - Thorold, ON ZFS Benefit Solutions welcomes Ken Schrader DIRTcar Late Models, DIRTcar UMP Modifieds, Stock Cars, Street Stocks, Dwarf, DIRTcar 358 Modifieds | Results | | Tyler Winger (Dwarf) | 2nd | - | - | 4th |
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| 5/27/2023 | Merrittville Speedway - Thorold, ON 97.7 HTZ FM presents Death Defying Trailer Jump Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 4th | - | - | 3rd |
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| 6/3/2023 | Merrittville Speedway - Thorold, ON DDL Accounting presents Brian Stevens Memorial & Family Autograph Night Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 1st | - | - | 6th |
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| 6/10/2023 | Merrittville Speedway - Thorold, ON Pen Centre presents Action Sprint Tour & Best Appearing Dog Contest Winged Crate Sprints: Action Sprint Tour Asphalt Mini Stocks, Stock Cars, Sportsmans, Dwarf | Results | | Tyler Winger (Dwarf) | 5th | - | - | 14th |
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| 6/17/2023 | Merrittville Speedway - Thorold, ON CAA Niagara Presents Nostalgia Night 2023 Stock Cars, Sportsmans, Street Stocks, Vintage Modifieds, Dwarf | Results | | Tyler Winger (Dwarf) | 2nd | - | - | 2nd |
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| 6/18/2023 | Humberstone Speedway - Port Colborne, ON 66th Season Opener Street Stocks, DIRTcar Sportsman Modifieds, Mod Lites, Dirt Mini Stocks | Results | | Tyler Winger (Mod Lites) | 2nd | - | - | 3rd |
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| 6/24/2023 | Merrittville Speedway - Thorold, ON Gary Cunningham Memorial 360 Sprints - Winged: Southern Ontario Sprints Asphalt Mini Stocks, Stock Cars, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 3rd | - | - | 4th |
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| 7/8/2023 | Merrittville Speedway - Thorold, ON Hottub Heaven presents Hot Tub Giveaway Night Winged Crate Sprints: Action Sprint Tour Asphalt Mini Stocks, Sportsmans, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 4th | - | - | 18th (DNF) |
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| 7/22/2023 | Merrittville Speedway - Thorold, ON Fastek presents Retro Race Memorabilia Contest Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 1st | - | - | 7th |
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| 8/5/2023 | Merrittville Speedway - Thorold, ON 2 COOL Automotive presents Bill Willard Sr Stirling Silver DIRTcar Sportsman Event Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 1st | - | - | 3rd |
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| 8/6/2023 | Humberstone Speedway - Port Colborne, ON All Canadian Championships Street Stocks, Vintage Modifieds, DIRTcar Sportsman Modifieds, Mod Lites, Dirt Mini Stocks, 604 Crate Late Models | Results | | Tyler Winger (Mod Lites) | 2nd | - | - | 1st |
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| 8/19/2023 | Merrittville Speedway - Thorold, ON Country 89.1 & Giant FM presents Family Autograph Session Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 2nd | - | - | 3rd |
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| 8/20/2023 | Humberstone Speedway - Port Colborne, ON RoC Dirt Sportsman at Humberstone Street Stocks, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds, Mod Lites, Dirt Mini Stocks | Results | | Tyler Winger (Mod Lites) | 3rd | - | - | 3rd |
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| 8/26/2023 | Merrittville Speedway - Thorold, ON Service Master presents Action Sprint Tour Winged Crate Sprints: Action Sprint Tour Asphalt Mini Stocks, Stock Cars, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 5th | - | - | 4th |
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| 9/2/2023 | Merrittville Speedway - Thorold, ON Semenuk's Esso presents Season Championship Night Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 4th | - | - | 4th |
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| 9/9/2023 | Merrittville Speedway - Thorold, ON $3,000 To win Nitro Super Series Race 360 Sprints - Winged: Southern Ontario Sprints Asphalt Mini Stocks, Sportsmans, Street Stocks, Dwarf | Results | | Tyler Winger (Dwarf) | 1st | - | - | 8th |
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| 9/30/2023 | Humberstone Speedway - Port Colborne, ON Fall Classic 360 Sprints - Winged: Southern Ontario Sprints Winged Crate Sprints: Action Sprint Tour Street Stocks, DIRTcar Sportsman Modifieds, Mod Lites | Results | | Tyler Winger (Mod Lites) | 2nd | - | - | 7th |
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| 10/7/2023 | Cornwall Motor Speedway - Cornwall, ON Canadian Super DIRT Weekend Day 2 Street Stocks, Vintage Modifieds, Lightning Sprints, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Pro Stock, Mod Lites, Dirt Mini Stocks | Rain Out |
| 10/8/2023 | Cornwall Motor Speedway - Cornwall, ON Canadian Super DIRT Weekend Finale Modified Midgets, Street Stocks, Vintage Modifieds, Lightning Sprints, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Pro Stock, Mod Lites | Rain Out |