| | Heat | Dash | B Feature | A Feature |
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| 6/1/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Winged Crate Sprints | Results | | Andrew Cockman (Winged Crate Sprints) | - | - | - | 7th |
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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 | | Andrew Cockman (360 Sprints - Winged) | 10th | - | 7th | - |
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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 | | Andrew Cockman (Winged Crate Sprints) | 3rd | - | - | 6th |
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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 | | Andrew Cockman (Winged Crate Sprints) | 4th | - | - | 7th |
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| 7/6/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Stock Non-Wing, Street Stocks, Winged Crate Sprints | Results | | Andrew Cockman (Winged Crate Sprints) | 4th | - | - | 6th |
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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 | | Andrew Cockman (Winged Crate Sprints) | 2nd | - | - | - |
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