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| 4/26/2019 | Hamilton County Speedway - Webster City, IA Friday Night Under The Lights Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jake Masters (USRA B-Mods) | 2nd | - | - | 5th |
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| 5/4/2019 | Hamilton County Speedway - Webster City, IA Star Wars Night Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jake Masters (USRA B-Mods) | 6th | - | - | 10th |
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| 6/2/2019 | Clay County Fair Speedway - Spencer, IA Abel Drainage & Excavating Night Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Jake Masters (Street Stocks) | 2nd | - | - | 3rd |
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| 6/6/2019 | Kossuth County Speedway - Algona, IA Regular Night Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Enduro, Sport Compact | Results | | Jake Masters (Street Stocks) | 2nd | - | - | 4th |
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| 6/9/2019 | Clay County Fair Speedway - Spencer, IA Rabel Construction Contractors Night 305 Sprints - Winged, Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Jake Masters (Street Stocks) | 5th | - | - | 10th (DNF) |
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| 6/12/2019 | Hamilton County Speedway - Webster City, IA Rumble at the River Day 2 USRA Stock Cars: USRA Ironman USRA B-Mods, USRA Hobby Stocks | Results | | Jake Masters (USRA B-Mods) | 8th | - | 1st | 15th | | Jake Masters (USRA Stock Cars) | 9th (DNF) | - | 7th | 23rd (DNF) |
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| 6/20/2019 | Kossuth County Speedway - Algona, IA Micro Mods Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, Enduro, Sport Compact | Results | | Jake Masters (Street Stocks) | 2nd | - | - | 13th (DNF) |
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| 6/25/2019 | Hancock County Speedway - Britt, IA MaxYield SEED Northern SportMod Nationals Hobby Stocks, Stock Cars, A Modifieds, B Modifieds | Results | | Jake Masters (Stock Cars) | 1st | - | - | 15th |
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| 6/30/2019 | Clay County Fair Speedway - Spencer, IA Spencer Office Supply/Janitors Closet Midwest Madness Tour Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Jake Masters (Street Stocks) | 2nd | - | - | 22nd (DNF) |
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| 7/3/2019 | Buena Vista Raceway - Alta, IA North Central Line Service's Kyle Suter Memorial Stock Car Shoot Out-IMCA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Jake Masters (Stock Cars) | 2nd | - | - | 3rd |
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| 7/7/2019 | Sports Park Raceway - Fort Dodge, IA IMCA Speedway Motors Weekly Racing Series Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Jake Masters (Street Stocks) | 4th | - | - | 2nd |
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| 7/11/2019 | Kossuth County Speedway - Algona, IA Bayer Crop Science Sport Compact Bumble Bee Nationals Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Enduro, Sport Compact | Results | | Jake Masters (Street Stocks) | 1st | - | - | 7th |
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| 7/12/2019 | Hamilton County Speedway - Webster City, IA Friday Night Under The Lights Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jake Masters (USRA B-Mods) | 3rd | - | - | 24th (DNF) |
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| 7/18/2019 | Kossuth County Speedway - Algona, IA Salute to Veterans Night Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Enduro, Sport Compact | Results | | Jake Masters (Street Stocks) | 1st | - | - | 18th (DNF) |
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| 7/26/2019 | Hancock County Speedway - Britt, IA Hobo 100 featuring the $4000 to win Stock Car Shootout Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Jake Masters (Stock Cars) | 1st | - | - | 2nd |
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| 8/1/2019 | Kossuth County Speedway - Algona, IA Hovinga Memorial 3rd Annual Hobby Stock Mid-Summer Shootout Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Enduro, Sport Compact | Results | | Jake Masters (Street Stocks) | 3rd | - | - | 21st |
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| 8/3/2019 | Kossuth County Speedway - Algona, IA Harken Memorial Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Enduro, Sport Compact | Results | | Jake Masters (Street Stocks) | 2nd | - | - | 5th |
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| 8/4/2019 | Clay County Fair Speedway - Spencer, IA Hahn Roofing "The Knight Before" Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Jake Masters (Street Stocks) | 2nd | - | - | 7th |
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| 8/8/2019 | Hancock County Speedway - Britt, IA IMT Transport Night of 1000 Stars Hobby Stocks, Stock Cars, A Modifieds, B Modifieds | Results | | Jake Masters (Stock Cars) | 1st | - | - | 6th |
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| 8/9/2019 | Hancock County Speedway - Britt, IA Corteva Agriscience Night of 10,000 Stars Hobby Stocks, Stock Cars, A Modifieds, B Modifieds | Results | | Jake Masters (Stock Cars) | 8th | - | 7th | 25th |
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| 8/11/2019 | Clay County Fair Speedway - Spencer, IA Midwest Spray Foam Season Championshp Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Jake Masters (Street Stocks) | 1st | - | - | 3rd |
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| 8/22/2019 | Hamilton County Speedway - Webster City, IA USMTS + DTRA A Modifieds: USMTS - United States Modified Touring Series Super Truck, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars | Results | | Jake Masters (USRA B-Mods) | 2nd | - | - | 23rd (DNF) |
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| 8/23/2019 | Rapid Speedway - Rock Rapids, IA Weekly Racing Series + USMTS, Ironman B-Mods & Stock Cars A Modifieds: USMTS - United States Modified Touring Series USRA Stock Cars: USRA Ironman DIRTcar UMP Modifieds, DIRTcar Sportsmans, USRA B-Mods, USRA Hobby Stocks | Results | | Jake Masters (USRA B-Mods) | 7th | - | 12th | - |
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| 9/14/2019 | Deer Creek Speedway - Spring Valley, MN Ironman USRA Stock Cars: USRA Ironman USRA Hobby Stocks | Results | | Jake Masters (USRA Stock Cars) | 8th | - | 3rd | 20th (DNF) |
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| 9/19/2019 | Deer Creek Speedway - Spring Valley, MN 21st Annual Fall Jamboree A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods | Results | | Jake Masters (USRA B-Mods) | 4th | - | - | 22nd |
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| 9/20/2019 | Deer Creek Speedway - Spring Valley, MN 21st Annual Fall Jamboree A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods | Results | | Jake Masters (USRA B-Mods) | 3rd | - | 16th | - |
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| 9/21/2019 | Deer Creek Speedway - Spring Valley, MN 21st Annual Fall Jamboree A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods | Results | | Jake Masters (USRA B-Mods) | 2nd | - | - | 9th |
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