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| 2/17/2019 | 281 Speedway by C&S Promotions - Stephenville, TX SPECIAL EVENT: Lone Star Stock Car Tour Factory Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets | Results | | Tripp Gaylord (Stock Cars) | 7th (DNF) | - | 10th | - |
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| 2/18/2019 | 281 Speedway by C&S Promotions - Stephenville, TX Special Event: LoneStar Stock Car Tour Factory Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets | Results | | Tripp Gaylord (Stock Cars) | 4th | - | 7th (DNF) | - |
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| 3/7/2019 | Southern Oklahoma Speedway - Ardmore, OK IMCA OPENER Stock Cars, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, Limited Sport Mod | Results | | Tripp Gaylord (A Modifieds) | 1st | - | - | 23rd |
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| 3/8/2019 | Southern Oklahoma Speedway - Ardmore, OK IMCA OPENER Stock Cars, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, Limited Sport Mod | Results | | Tripp Gaylord (A Modifieds) | 5th | - | 3rd | 7th |
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| 3/9/2019 | Southern Oklahoma Speedway - Ardmore, OK 2nd Annual Southern Stampede Stock Cars, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, Limited Sport Mod | Results | | Tripp Gaylord (A Modifieds) | 3rd | - | 1st | 11th |
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| 3/29/2019 | RPM Speedway - Hays, KS Mike "Huey" Hughes Sunflower Classic Hobby Stocks, A Modifieds, B Modifieds, Street Stocks | Results | | Tripp Gaylord (A Modifieds) | 3rd | - | - | 13th | | Tripp Gaylord (Street Stocks) | 1st | - | - | 7th |
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| 3/30/2019 | RPM Speedway - Hays, KS Mike "Huey" Hughes Sunflower Classic Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Tripp Gaylord (A Modifieds) | 6th | - | 3rd | - | | Tripp Gaylord (Street Stocks) | 4th | - | - | 24th (DNF) |
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| 4/20/2019 | Phillips County Raceway - Holyoke, CO Season Opener B Modifieds: Tri-State Tour Hobby Stocks, Stock Cars, A Modifieds, Dirt Late Models, Dwarf, Sport Compact | Results | | Tripp Gaylord (Stock Cars) | - | - | - | 10th | | Tripp Gaylord (A Modifieds) | - | - | - | 3rd |
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| 4/27/2019 | El Paso County Raceway - Calhan, CO A Modifieds: Colorado Alliance Tour Winged A-Class: NOW600 A-Class Micros Lightning Sprints: Rocky Mountain Lightning Sprint Association Hobby Stocks, Restricted 'A' Class, B Modifieds, Street Stocks, Non-Winged Sprints, Dwarf, Sport Compact | Results | | Tripp Gaylord (A Modifieds) | DNS | - | - | DNS | | Tripp Gaylord (Street Stocks) | 4th | - | - | 1st |
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| 5/11/2019 | El Paso County Raceway - Calhan, CO Mother's Day Race Mania Hobby Stocks, Stock Cars, B Modifieds, Street Stocks, Non-Winged Sprints, Dwarf, Sport Compact | Results | | Tripp Gaylord (Street Stocks) | 3rd | - | - | 11th (DNF) |
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| 5/25/2019 | El Paso County Raceway - Calhan, CO Memorial Day Motor Madness A Modifieds: Colorado Alliance Tour Lightning Sprints: Rocky Mountain Lightning Sprint Association Hobby Stocks, Stock Cars, B Modifieds, Street Stocks, Non-Winged Sprints, Dwarf, Sport Compact | Results | | Tripp Gaylord (A Modifieds) | 1st | - | - | 1st | | Tripp Gaylord (Street Stocks) | 2nd | - | - | 4th |
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| 5/28/2019 | RPM Speedway - Hays, KS Inaugural IMCA $5,000 Stock Car ShootOut Presented by 1st Class Chassis Hobby Stocks, B Modifieds, Street Stocks | Results | | Tripp Gaylord (Street Stocks) | - | - | - | - |
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| 6/8/2019 | El Paso County Raceway - Calhan, CO Winged A-Class: NOW600 A-Class Micros Lightning Sprints: Rocky Mountain Lightning Sprint Association 305 Sprints - Winged, Hobby Stocks, Stock Cars, B Modifieds, Street Stocks, Dwarf, Sport Compact | Results | | Tripp Gaylord (Street Stocks) | 3rd | - | - | 3rd |
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| 6/9/2019 | Phillips County Raceway - Holyoke, CO Fan Appreciation Night A Modifieds: Colorado Alliance Tour Midgets, Hobby Stocks, B Modifieds, Street Stocks, Non-Winged Sprints, Dwarf, Sport Compact | Results | | Tripp Gaylord (A Modifieds) | 2nd | - | - | 2nd | | Tripp Gaylord (Street Stocks) | 1st | - | - | 2nd |
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| 6/14/2019 | Thomas County Speedway - Colby, KS Jeff Hartwell Memorial Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Tripp Gaylord (A Modifieds) | 5th | - | - | 14th | | Tripp Gaylord (Street Stocks) | 2nd | - | - | 6th |
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| 6/15/2019 | Thomas County Speedway - Colby, KS Holly Enterprises Stock Car Stampede Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Tripp Gaylord (A Modifieds) | 3rd | - | - | 9th | | Tripp Gaylord (Street Stocks) | 2nd | - | - | 9th |
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| 7/4/2019 | Phillips County Raceway - Holyoke, CO Independence Day Blowout A Modifieds: Colorado Alliance Tour B Modifieds: Tri-State Tour Lightning Sprints: Rocky Mountain Lightning Sprint Association Hobby Stocks, Stock Cars, Sport Compact | Results | | Tripp Gaylord (Stock Cars) | 3rd | - | - | 4th (DNF) | | Tripp Gaylord (A Modifieds) | 1st | - | - | 1st |
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| 7/13/2019 | El Paso County Raceway - Calhan, CO Winged A-Class: NOW600 A-Class Micros Hobby Stocks, Stock Cars, B Modifieds, Street Stocks, Dirt Late Models, Non-Winged Sprints, Dwarf, Sport Compact | Results | | Tripp Gaylord (Street Stocks) | 3rd | - | - | 1st |
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| 8/4/2019 | Phillips County Raceway - Holyoke, CO Back to School Night Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Dwarf, Sport Compact | Results | | Tripp Gaylord (Stock Cars) | - | - | - | 1st | | Tripp Gaylord (A Modifieds) | 2nd | - | - | 1st | | Tripp Gaylord (Street Stocks) | 2nd | - | - | - |
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| 8/24/2019 | El Paso County Raceway - Calhan, CO Winged A-Class: NOW600 A-Class Micros Lightning Sprints: Rocky Mountain Lightning Sprint Association Hobby Stocks, Stock Cars, B Modifieds, Street Stocks, Non-Winged Sprints, Dwarf, Sport Compact | Results | | Tripp Gaylord (B Modifieds) | 6th (DNF) | - | - | DNS |
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| 8/30/2019 | Gillette Thunder Speedway - Gillette, WY 18th Annual East-West Clash Hobby Stocks, A Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Tripp Gaylord (A Modifieds) | 1st | - | - | 6th |
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| 8/31/2019 | Gillette Thunder Speedway - Gillette, WY 18th Annual East-West Clash Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Tripp Gaylord (A Modifieds) | 3rd | - | - | 7th |
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| 9/1/2019 | Gillette Thunder Speedway - Gillette, WY 18th Annual East-West Clash Hobby Stocks, A Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Tripp Gaylord (A Modifieds) | 2nd | - | - | 4th |
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| 9/25/2019 | Batesville Motor Speedway - Locust Grove, AR Race For Hope 71 Night 1 A Modifieds: Race for Hope | Results | | Tripp Gaylord (A Modifieds) | 1st | - | - | 2nd |
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| 9/26/2019 | Batesville Motor Speedway - Locust Grove, AR Race For Hope 71 Night 2 A Modifieds: Race for Hope | Results | | Tripp Gaylord (A Modifieds) | 2nd | - | - | 19th |
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| 9/27/2019 | Batesville Motor Speedway - Locust Grove, AR Race For Hope 71 Night 3 A Modifieds: Race for Hope | Results | | Tripp Gaylord (A Modifieds) | 2nd | - | - | 14th |
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| 9/28/2019 | Batesville Motor Speedway - Locust Grove, AR Race For Hope 71 Finale A Modifieds: Race for Hope | Results | | Tripp Gaylord (A Modifieds) | - | - | - | 13th |
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| 10/4/2019 | RPM Speedway - Hays, KS Briney Motorsports Fall Nationals XIII Fueled by Casey's Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Tripp Gaylord (A Modifieds) | 4th | - | - | - |
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| 10/5/2019 | RPM Speedway - Hays, KS Briney Motorsports Fall Nationals XIII Fueled by Casey's Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Generic 1, Sport Compact | Results | | Tripp Gaylord (A Modifieds) | 1st | - | - | 8th |
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| 11/14/2019 | Dirt Track at Las Vegas - Las Vegas, NV 22nd Annual Duel in the Desert A Modifieds: Duel in the Desert B Modifieds | Results | | Tripp Gaylord (A Modifieds) | 2nd | - | - | - |
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| 11/15/2019 | Dirt Track at Las Vegas - Las Vegas, NV 22nd Annual Duel in the Desert A Modifieds: Duel in the Desert B Modifieds | Results | | Tripp Gaylord (A Modifieds) | 3rd | - | 3rd | - |
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| 11/16/2019 | Dirt Track at Las Vegas - Las Vegas, NV 22nd Annual Duel in the Desert A Modifieds: Duel in the Desert B Modifieds | Results | | Tripp Gaylord (A Modifieds) | 13th | - | - | - |
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