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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 | | John Oliver Jr (Stock Cars) | 1st | - | - | 13th |
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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 | | John Oliver Jr (Stock Cars) | 6th | - | - | 10th |
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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 | | John Oliver Jr (Stock Cars) | 6th | - | - | 17th |
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| 3/22/2019 | Lee County Speedway - Donnellson, IA Spring Extravaganza Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 2nd | - | - | 4th |
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| 3/23/2019 | Lee County Speedway - Donnellson, IA Spring Extravaganza Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 3rd | - | - | 3rd | | John Oliver Jr (A Modifieds) | 4th | - | - | 11th |
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| 4/5/2019 | Marshalltown Speedway - Marshalltown, IA 141 Speedway Left Turn Lounge IMCA Frostbuster Hobby Stocks, A Modifieds, B Modifieds, Street Stocks | Results | | John Oliver Jr (Street Stocks) | 5th | - | 2nd | 4th |
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| 4/6/2019 | 34 Raceway - West Burlington, IA IRA / MOWA Sprints 410 Sprints - Winged: IRA Interstate Racing Association with MOWA-Midwest Open Wheel Association Stock Cars, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 1st |
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| 4/12/2019 | Lee County Speedway - Donnellson, IA Weekly Racing Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 2nd | - | - | 3rd |
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| 4/19/2019 | Lee County Speedway - Donnellson, IA Weekly Racing 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Pro Legends, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 3rd | - | - | 5th |
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| 4/20/2019 | 34 Raceway - West Burlington, IA 11th Annual Slocum 50 Dirt Super Late Models: Lucas Oil MLRA 305 Sprints - Winged, Stock Cars | Results | | John Oliver Jr (Stock Cars) | 3rd | - | - | 1st |
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| 4/21/2019 | Benton County Speedway - Vinton, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Pro Legends, Dwarf, 600cc Modifieds, Sport Compact | Results | | John Oliver Jr (Stock Cars) | - | - | - | 2nd |
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| 4/26/2019 | Lee County Speedway - Donnellson, IA Non-Winged Sprints: Iowa Sprint Car League Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 1st | - | - | 2nd |
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| 5/3/2019 | Marshalltown Speedway - Marshalltown, IA Late Model Season Opener Cliff Chambers Memorial Old Timer Lounge Night Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Dwarf | Results | | John Oliver Jr (Street Stocks) | 6th | - | - | 4th |
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| 5/10/2019 | Lee County Speedway - Donnellson, IA 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 2nd | - | - | 2nd |
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| 5/11/2019 | 34 Raceway - West Burlington, IA Casebine Community Credit Union Night 305 Sprints - Winged, A Modifieds, Dirt Late Models, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 2nd | - | - | 9th |
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| 5/12/2019 | Benton County Speedway - Vinton, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, IMCA Late Models, Sport Compact | Results | | John Oliver Jr (A Modifieds) | - | - | - | 5th |
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| 5/16/2019 | 34 Raceway - West Burlington, IA TruAcre Technology & JJ Nichting Present Lucas Oil Dirt Late Model Series Dirt Super Late Models: Lucas Oil Late Model Dirt Series Stock Cars, A Modifieds, 2WD Trucks | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 1st |
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| 5/17/2019 | Scotland County Speedway - Memphis, MO Race #1 Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 2nd | - | - | 3rd |
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| 5/26/2019 | Benton County Speedway - Vinton, IA $2,000 to win Modifieds Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 3rd | - | - | 24th |
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| 5/31/2019 | Lee County Speedway - Donnellson, IA Weekly Racing Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 3rd | - | - | 1st |
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| 6/2/2019 | Benton County Speedway - Vinton, IA Urbana 5 Memorial Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, IMCA Late Models, Sport Compact | Results | | John Oliver Jr (A Modifieds) | - | - | - | 24th |
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| 6/7/2019 | Lee County Speedway - Donnellson, IA 410 Sprints - Winged: MOWA-Midwest Open Wheel Association A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 1st | - | - | 1st |
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| 6/8/2019 | 34 Raceway - West Burlington, IA NCI Building Systems Night - USG Employee Night 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 3rd | - | - | 2nd | | John Oliver Jr (A Modifieds) | 4th | - | - | 2nd |
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| 6/9/2019 | Benton County Speedway - Vinton, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, IMCA Late Models, Sport Compact | Results | | John Oliver Jr (Stock Cars) | - | - | - | 3rd |
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| 6/14/2019 | Scotland County Speedway - Memphis, MO Race #2 Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 2nd | - | - | 1st |
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| 6/16/2019 | Benton County Speedway - Vinton, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, IMCA Late Models, Sport Compact | Results | | John Oliver Jr (A Modifieds) | - | - | - | 17th |
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| 6/27/2019 | Benton County Speedway - Vinton, IA IMCA Late Models: Deery Brothers Summer Series Hobby Stocks, Stock Cars, B Modifieds, 600cc Modifieds, Sport Compact | Results | | John Oliver Jr (Stock Cars) | - | - | - | 15th |
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| 6/28/2019 | Lee County Speedway - Donnellson, IA Weekly Racing Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 2nd | - | - | 4th |
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| 6/29/2019 | 34 Raceway - West Burlington, IA George's Lawnmower Night - Sprint Invaders 360 Sprints - Winged: Sprint Invaders 305 Sprints - Winged, A Modifieds, Dirt Late Models, 2WD Trucks, Limited Sport Mod | Results | | John Oliver Jr (A Modifieds) | 1st | - | - | 10th |
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| 7/3/2019 | Benton County Speedway - Vinton, IA Hogan Memorial Hobby Stocks, Stock Cars, A Modifieds, B Modifieds | Results | | John Oliver Jr (Stock Cars) | - | - | - | 20th | | John Oliver Jr (A Modifieds) | - | - | - | 19th |
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| 7/6/2019 | 34 Raceway - West Burlington, IA Sonny's Market Night 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 3rd | | John Oliver Jr (A Modifieds) | 1st | - | - | 1st |
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| 7/11/2019 | Lee County Speedway - Donnellson, IA Fair Race 360 Sprints - Winged: Sprint Invaders Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 4th | - | - | 2nd |
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| 7/12/2019 | Scotland County Speedway - Memphis, MO Scotland County Fair Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 1st |
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| 7/13/2019 | 34 Raceway - West Burlington, IA Window World Night 305 Sprints - Winged, A Modifieds, Dirt Late Models, 2WD Trucks, Limited Sport Mod | Results | | John Oliver Jr (A Modifieds) | 2nd | - | - | 1st |
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| 7/14/2019 | Benton County Speedway - Vinton, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, IMCA Late Models, Sport Compact | Results | | John Oliver Jr (A Modifieds) | - | - | - | 2nd |
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| 7/20/2019 | 34 Raceway - West Burlington, IA Kitchen Cooked Fan Appreciation $5 Grandstand Admission 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (Stock Cars) | - | - | - | - | | John Oliver Jr (A Modifieds) | - | - | - | - |
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| 7/21/2019 | Benton County Speedway - Vinton, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, IMCA Late Models, Sport Compact | Results | | John Oliver Jr (A Modifieds) | - | - | - | 5th |
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| 7/22/2019 | Stuart Speedway - Stuart, IA IMCATV Monday Night Spotlight Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 3rd | - | - | 2nd |
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| 7/27/2019 | Lee County Speedway - Donnellson, IA 305 Sprints - Winged, Economy Midgets, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 4th | - | - | 10th | | John Oliver Jr (A Modifieds) | 5th | - | - | 7th |
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| 7/28/2019 | 34 Raceway - West Burlington, IA 410 Sprints - Winged: All Star Circuit of Champions Stock Cars, 2WD Trucks | Results | | John Oliver Jr (Stock Cars) | 2nd | - | - | 2nd |
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| 8/2/2019 | Lee County Speedway - Donnellson, IA IMCA Late Models: Deery Brothers Summer Series Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 7th | - | - | 5th |
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| 8/3/2019 | 34 Raceway - West Burlington, IA The New Mix 107.3 Night & High 5 for Kids Night - American Ordnance Employee Night 305 Sprints - Winged, A Modifieds, Dirt Late Models, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 3rd | - | - | 6th |
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| 8/4/2019 | Benton County Speedway - Vinton, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact | Results | | John Oliver Jr (A Modifieds) | - | - | - | 6th |
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| 8/7/2019 | Stuart Speedway - Stuart, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Dirt Pro Trucks, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 4th | - | - | 4th |
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| 8/9/2019 | Davenport Speedway - Davenport, IA Davenport Speedway Weekly Racing A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 2nd | - | - | 4th |
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| 8/11/2019 | Benton County Speedway - Vinton, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact | Results | | John Oliver Jr (A Modifieds) | - | - | - | 10th |
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| 8/16/2019 | Lee County Speedway - Donnellson, IA 360 Sprints - Winged: Sprint Invaders A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 1st | - | - | 3rd |
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| 8/17/2019 | 34 Raceway - West Burlington, IA Randall's Performance Presents Sprint Invaders 360 Sprints - Winged: Sprint Invaders A Modifieds, Dirt Late Models, 2WD Trucks, Limited Sport Mod | Results | | John Oliver Jr (A Modifieds) | 1st | - | - | 3rd |
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| 8/23/2019 | Lee County Speedway - Donnellson, IA 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | John Oliver Jr (A Modifieds) | 1st | - | - | 1st |
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| 8/24/2019 | 34 Raceway - West Burlington, IA Pepsi Zero Season Championship - $5 Grandstand Admission 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 3rd | - | - | 3rd | | John Oliver Jr (A Modifieds) | 1st | - | - | 1st |
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| 8/31/2019 | Boone Speedway - Boone, IA Wild Rose Casino and Resort Prelude to the Super Nationals Hobby Stocks, A Modifieds, B Modifieds, Street Stocks | Results | | John Oliver Jr (Street Stocks) | 1st | - | - | 23rd (DNF) |
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| 9/4/2019 | Boone Speedway - Boone, IA 2019 IMCA Speedway Motors Super Nationals Fueled by Casey’s Hobby Stocks, A Modifieds, B Modifieds, Street Stocks | Results | | John Oliver Jr (A Modifieds) | 2nd | - | - | - | | John Oliver Jr (Street Stocks) | 2nd | - | - | 11th |
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| 9/5/2019 | Boone Speedway - Boone, IA 2019 IMCA Speedway Motors Super Nationals Fueled by Casey’s A Modifieds, Midwest Modifieds, Street Stocks, Vintage Full Body Stock Cars | Results | | John Oliver Jr (A Modifieds) | 4th | - | 8th | - | | John Oliver Jr (Street Stocks) | 3rd | - | - | - | | John Oliver Jr (Vintage Full Body Stock Cars) | 3rd | - | - | - |
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| 9/6/2019 | Boone Speedway - Boone, IA 2019 IMCA Speedway Motors Super Nationals Fueled by Casey’s A Modifieds, Street Stocks, Generic 2 | Results | | John Oliver Jr (A Modifieds) | 4th | - | DNS | - | | John Oliver Jr (Street Stocks) | 1st | - | - | - |
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| 9/7/2019 | Boone Speedway - Boone, IA 2019 IMCA Speedway Motors Super Nationals Fueled by Casey’s Hobby Stocks, A Modifieds, Midwest Modifieds, B Modifieds, Street Stocks, Vintage Full Body Stock Cars, Vintage Modifieds, Generic 1 | Results | | John Oliver Jr (A Modifieds) | DNS | - | - | - | | John Oliver Jr (Street Stocks) | - | - | - | - |
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| 9/14/2019 | Lee County Speedway - Donnellson, IA Non-Winged Sprints: Iowa Sprint Car League 305 Sprints - Winged, Economy Midgets, A Modifieds, B Modifieds | Results | | John Oliver Jr (A Modifieds) | 1st | - | - | 2nd |
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| 9/28/2019 | Arlington Raceway - Arlington, MN Schoknecht Shootout 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact, Outlaw Hobby Stocks | Results | | John Oliver Jr (Stock Cars) | - | - | - | 5th |
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| 10/3/2019 | Davenport Speedway - Davenport, IA Darkside Fall BASH Night 1 at Tipton Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact, Dirt 6-cyl Stock Cars | Results | | John Oliver Jr (Stock Cars) | 3rd | - | - | 11th |
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| 10/4/2019 | Davenport Speedway - Davenport, IA Darkside Fall BASH Night 2 at Tipton Stock Cars, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 15th |
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| 10/18/2019 | Scotland County Speedway - Memphis, MO Jerry Barrickman Memorial Fall Nationals Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 3rd |
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| 10/19/2019 | Scotland County Speedway - Memphis, MO Jerry Barrickman Memorial Fall Nationals Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 19th |
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