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| 4/19/2014 | Willamette Speedway - Lebanon, OR First Point Race Of The Season Dirt Super Late Models, Sportsmans, A Modifieds, Street Stocks | Results | | Brian Winkler (Sportsmans) | 2nd | 3rd | - | 2nd |
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| 5/3/2014 | Willamette Speedway - Lebanon, OR FIGHTING HUNGER NIGHT - $2 off Admission with can of food Dirt Super Late Models, Sportsmans, Super Sports, A Modifieds, Street Stocks | Results | | Brian Winkler (Sportsmans) | 2nd | - | - | - |
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| 5/17/2014 | Willamette Speedway - Lebanon, OR 360 Sprints - Winged: ASCS Northwest Region Dirt Super Late Models, Sportsmans, Super Sports, A Modifieds | Results | | Brian Winkler (Sportsmans) | 4th | 2nd | - | 3rd |
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| 5/24/2014 | Willamette Speedway - Lebanon, OR LES SCHWAB PRESENTS CLAIR CUP Dirt Super Late Models, Sportsmans, A Modifieds, Street Stocks | Results | | Brian Winkler (Sportsmans) | - | - | - | 2nd |
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| 5/25/2014 | Willamette Speedway - Lebanon, OR LES SCHWAB PRESENTS CLAIR CUP Dirt Super Late Models, Sportsmans, Super Sports, A Modifieds | Results | | Brian Winkler (Sportsmans) | - | - | - | 1st |
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| 5/31/2014 | Willamette Speedway - Lebanon, OR DIRTcar Sport Compact, Sportsmans, Super Sports, Dirt Mini Trucks, A Modifieds | Results | | Brian Winkler (Sportsmans) | - | - | - | 2nd |
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| 6/7/2014 | Willamette Speedway - Lebanon, OR STRAWBERRY CUP PRESENTED BY WILSON'S NAPA AUTO PARTS Dirt Super Late Models, Sportsmans, Super Sports, A Modifieds, Street Stocks | Results | | Brian Winkler (Sportsmans) | - | - | - | 3rd |
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| 6/14/2014 | Willamette Speedway - Lebanon, OR Fan Appreciation Night (Combined) Dirt Late Models: NW Extreme Late Models Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks, A Modifieds, Street Stocks | Results | | Brian Winkler (Sportsmans) | - | - | - | 1st |
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| 6/21/2014 | Willamette Speedway - Lebanon, OR MID-SEASON CHAMPIONSHIP PRESENTED BY HIGHOCTANE DIE CAST- ALL CLASSES (TOP 10 LOCKED IN MAIN) Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks, A Modifieds, Street Stocks | Results | | Brian Winkler (Sportsmans) | - | - | - | 12th |
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| 6/28/2014 | Willamette Speedway - Lebanon, OR TOPLESS SHOWDOWN Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks | Results | | Brian Winkler (Sportsmans) | - | - | - | 14th |
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| 7/5/2014 | Willamette Speedway - Lebanon, OR CROCKERS CARS PRESENTS FIRECRACKER 100 PLUS FIREWORKS DISPLAY (LATE MODEL 100-LAP FEATURE) Dirt Super Late Models, Sportsmans, A Modifieds | Results | | Brian Winkler (Sportsmans) | - | - | - | 7th |
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| 7/12/2014 | Willamette Speedway - Lebanon, OR HISTORICAL NIGHT Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks | Results | | Brian Winkler (Sportsmans) | - | - | - | 4th |
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| 7/19/2014 | Willamette Speedway - Lebanon, OR COORS CLAY CUP Dirt Super Late Models, Sportsmans, Super Sports, Street Stocks | Results | | Brian Winkler (Sportsmans) | - | - | - | 6th |
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| 8/2/2014 | Willamette Speedway - Lebanon, OR SPORTSMAN SPECTACULAR - 40 LAP FEATURE DIRTcar Sport Compact, Sportsmans, Super Sports, Dirt Mini Trucks, Street Stocks | Results | | Brian Winkler (Sportsmans) | - | - | - | 2nd |
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| 8/9/2014 | Willamette Speedway - Lebanon, OR Dirt Super Late Models, Sportsmans, A Modifieds, Street Stocks | Results | | Brian Winkler (Sportsmans) | - | - | - | 4th |
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| 8/23/2014 | Willamette Speedway - Lebanon, OR MODIFIED TRIBUTE TO CLAIR Sportsmans, Super Sports, A Modifieds | Results | | Brian Winkler (Sportsmans) | - | - | - | 2nd |
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| 8/30/2014 | Willamette Speedway - Lebanon, OR Valley Agriculture Harvest Spectacular Dirt Super Late Models, Sportsmans, Super Sports, Street Stocks | Results | | Brian Winkler (Sportsmans) | - | - | - | 3rd |
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| 8/31/2014 | Willamette Speedway - Lebanon, OR Valley Agriculture Harvest Spectacular Dirt Super Late Models, Sportsmans, Super Sports, Street Stocks | Results | | Brian Winkler (Sportsmans) | - | - | - | 2nd |
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| 9/13/2014 | Willamette Speedway - Lebanon, OR ST. JUDE NIGHT Dirt Super Late Models, Sportsmans, Super Sports, A Modifieds | Results | | Brian Winkler (Sportsmans) | - | - | - | 1st |
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| 9/20/2014 | Willamette Speedway - Lebanon, OR CHAMPIONSHIP NIGHT - Top 10 Locked in, NO HEATS Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks, A Modifieds, Street Stocks | Results | | Brian Winkler (Sportsmans) | - | - | - | 2nd |
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