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| 5/20/2019 | Oswego Speedway - Oswego, NY 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | - | - | - | - |
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| 5/24/2019 | Oswego Speedway - Oswego, NY Open Practice Supermodifieds, 360 Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | - | - | - | - |
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| 5/25/2019 | Oswego Speedway - Oswego, NY Century 21 Galloway Realty 69th Season Opener - Jim Shampine and Tony White Memorials Supermodifieds, 360 Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | 1st | - | - | 1st |
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| 6/8/2019 | Oswego Speedway - Oswego, NY Burke's Do It Best Home Cetners and Bosco's Novelis Supermodified Twin 35's Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | 2nd | - | - | 3rd |
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| 6/15/2019 | Oswego Speedway - Oswego, NY A&P Auto Parts 'Road to the Championship' Event Supermodifieds, 360 Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | 6th | - | - | 4th |
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| 6/22/2019 | Oswego Speedway - Oswego, NY Helena Agri-Enterprises AUTOGRAPH NIGHT Supermodifieds, 360 Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | 3rd | - | - | 1st |
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| 7/6/2019 | Oswego Speedway - Oswego, NY Holiday Inn Express 'Grand Prix' Special - AUTOGRAPHS AND FIREWORKS! Supermodifieds, 360 Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | 4th | - | - | 2nd |
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| 7/13/2019 | Oswego Speedway - Oswego, NY C's Beverage Center 'Summer Championship' Supermodifieds, 360 Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | 1st | - | - | 5th |
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| 7/20/2019 | Oswego Speedway - Oswego, NY Best Western PLUS / Quality Inn & Suites Mr. Novelis Supermodified - PAINT THE PALACE TEAL! Supermodifieds, 360 Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | 3rd | - | - | 7th |
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| 8/3/2019 | Oswego Speedway - Oswego, NY JP Jewelers 'Retro Night' plus Old Timer's Reunion Supermodifieds, 360 Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | 4th | - | - | 1st |
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| 8/10/2019 | Oswego Speedway - Oswego, NY U-Pull U-Save Family Night - AUTOGRAPHS AND FIREWORKS! Supermodifieds, 360 Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | 3rd | - | - | 4th |
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| 8/17/2019 | Oswego Speedway - Oswego, NY Skips Fish Fry $5 ADMISSION Track Championship Night Supermodifieds, 360 Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | 3rd | - | - | 8th |
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| 8/30/2019 | Oswego Speedway - Oswego, NY 63rd Annual Classic Week - 'Pole Day' Supermodifieds, 360 Supermodifieds, Asphalt Street Stocks, Asphalt Small Block Modifieds, 100 Supermodifieds Winged, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | - | - | - | - |
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| 9/1/2019 | Oswego Speedway - Oswego, NY 63rd Annual Classic Week - Classic Sunday Supermodifieds, 360 Supermodifieds, 100 Supermodifieds Non Winged | Results | | Dave Cliff Jr (100 Supermodifieds Non Winged) | - | - | - | 3rd |
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