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| 5/4/2019 | Plymouth Speedway - Plymouth, IN Cabin Fever DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Street Stocks, Winged Crate Sprints | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 3rd | - | 3rd | 13th |
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| 5/11/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Stock Non-Wing, Street Stocks, Winged Crate Sprints | Rain Out |
| 5/18/2019 | Plymouth Speedway - Plymouth, IN DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Street Stocks | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 4th | - | - | 5th |
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| 6/1/2019 | Fairbury Speedway - Fairbury, IL Fan Appreciation Night DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks, Vintage Full Body Stock Cars | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 6th | - | 3rd | 15th |
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| 6/8/2019 | Plymouth Speedway - Plymouth, IN Battle of Borders Night 2 360 Sprints - Winged: GLSS-Great Lakes Super Sprints DIRTcar UMP Modifieds, Stock Non-Wing, Street Stocks | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 2nd | - | - | 8th |
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| 6/22/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event Featuring Outlaw Super Street Challenge DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Winged Crate Sprints | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 4th | - | - | 12th |
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| 6/29/2019 | Plymouth Speedway - Plymouth, IN Mid Season Championship plus fireworks DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Street Stocks, Winged Crate Sprints | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 6th | - | - | 9th |
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| 7/13/2019 | Plymouth Speedway - Plymouth, IN ILVDIRT Stock Car Throwdown at the Playground Night 2 DIRTcar UMP Modifieds, Super Sports, Winged Crate Sprints | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 2nd | - | - | 4th |
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| 7/27/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event Featuring Sprints On Dirt Sprint Car Series 360 Sprints - Winged: SOD-Sprints On Dirt (360s) 410 Sprints - Winged, DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Street Stocks, Winged Crate Sprints | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 7th | - | - | 8th |
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| 8/3/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Stock Non-Wing, Street Stocks, Winged Crate Sprints | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 4th | - | - | 5th |
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| 8/10/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Super Sports, Street Stocks, Winged Crate Sprints | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 4th | - | - | 4th |
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| 8/17/2019 | Plymouth Speedway - Plymouth, IN $5,000 to win 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds, Street Stocks | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 4th | - | - | 9th |
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| 8/24/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Winged Crate Sprints | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 3rd | - | - | 7th |
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| 8/31/2019 | Fairbury Speedway - Fairbury, IL CASEY'S MODIFIED NATIONALS / AELMT Late Models DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 5th | - | 5th | 17th |
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| 9/7/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Street Stocks | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 2nd | - | - | 10th |
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| 9/14/2019 | Plymouth Speedway - Plymouth, IN Season Championship DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Street Stocks, Winged Crate Sprints | Results | | Garrett Jameson (DIRTcar UMP Modifieds) | 4th | - | - | 5th |
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| 9/21/2019 | Miami County Raceway - Peru, IN Sam Davis Memorial + Senior Shuffle! $500 to Win Senior Class! (Jr, Rest, and A Racing NW) Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Garrett Jameson (Winged A-Class) | 6th | - | 5th | - |
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