| | Heat | Dash | B Feature | A Feature |
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| 2/5/2019 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals DIRTcar UMP Modifieds | Results | | Jason Gross (DIRTcar UMP Modifieds) | 6th | - | 3rd | - |
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| 2/6/2019 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Jason Gross (DIRTcar UMP Modifieds) | 8th | - | DNS | - |
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| 2/7/2019 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Jason Gross (DIRTcar UMP Modifieds) | 5th | - | 3rd | - |
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| 2/8/2019 | Volusia Speedway Park - De Leon Springs, FL DirtCar Nationals 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Jason Gross (DIRTcar UMP Modifieds) | - | - | - | - |
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| 2/9/2019 | Volusia Speedway Park - De Leon Springs, FL DirtCar Nationals 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Jason Gross (DIRTcar UMP Modifieds) | 8th | - | 7th | - |
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| 2/11/2019 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Jason Gross (DIRTcar UMP Modifieds) | - | - | DNS | - |
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| 4/20/2019 | Cedar Lake Speedway - New Richmond, WI CLS Dash / Tech Day 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Jason Gross (A Modifieds) | 2nd | - | - | 7th |
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| 5/4/2019 | Cedar Lake Speedway - New Richmond, WI 360 Sprints - Winged: Midwest Power Series A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | Jason Gross (A Modifieds) | 4th | - | - | 6th |
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| 5/11/2019 | Rice Lake Speedway - Rice Lake, WI Trackside Collectibles 40, WISSOTA Late Models $2,000-To-Win DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jason Gross (WISSOTA Modifieds) | 6th | - | - | 5th |
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| 5/25/2019 | Ogilvie Raceway - Ogilvie, MN Wehr Machine & Racing Products Minnesota Modified Nationals (FYE) WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Hornet | Results | | Jason Gross (WISSOTA Modifieds) | 6th | - | 6th | 17th |
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| 5/26/2019 | Ogilvie Raceway - Ogilvie, MN Wehrs Machine & Racing Products Minnesota Modified Nationals (FYE) WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Hornet | Results | | Jason Gross (WISSOTA Modifieds) | 6th | - | 5th | 21st (DNF) |
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| 6/1/2019 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #5 A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | Jason Gross (A Modifieds) | 1st | - | - | 4th |
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| 6/13/2019 | Cedar Lake Speedway - New Richmond, WI 3rd Annual Masters A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, Super Stocks, USRA Late Models, WISSOTA Modifieds | Results | | Jason Gross (A Modifieds) | 5th | - | 7th | - |
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| 6/14/2019 | Cedar Lake Speedway - New Richmond, WI 3rd Annual Masters A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, Super Stocks, USRA Late Models, WISSOTA Modifieds | Results | | Jason Gross (A Modifieds) | 10th | - | 7th | - |
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| 6/15/2019 | Cedar Lake Speedway - New Richmond, WI 3rd Annual Masters A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, Super Stocks, USRA Late Models, WISSOTA Modifieds | Results | | Jason Gross (A Modifieds) | 5th | - | 6th | - |
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| 6/22/2019 | Cedar Lake Speedway - New Richmond, WI Dash Race #6: Eric Herbison Memorial and Kids Night A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks | Results | | Jason Gross (A Modifieds) | 1st | - | - | 3rd |
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| 6/29/2019 | Rice Lake Speedway - Rice Lake, WI Regular 5 class program DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jason Gross (WISSOTA Modifieds) | 5th | - | - | 4th |
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| 7/13/2019 | Cedar Lake Speedway - New Richmond, WI Dash Race #8: Late Models, Modifieds, Pro Stocks, Limited Late Models and Midwest Mods A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | Jason Gross (A Modifieds) | 2nd | - | - | 2nd |
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| 7/27/2019 | Cedar Lake Speedway - New Richmond, WI CLS Dash with Northern Renegades Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Jason Gross (A Modifieds) | 2nd | - | - | 2nd |
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| 8/10/2019 | Rice Lake Speedway - Rice Lake, WI Hall of Fame Night, Rain Date for Race of Champions Qualifiers DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jason Gross (WISSOTA Modifieds) | 3rd | - | - | 6th |
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| 8/17/2019 | Cedar Lake Speedway - New Richmond, WI CLS Dash 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Jason Gross (A Modifieds) | 2nd | - | - | 3rd |
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| 8/24/2019 | Rice Lake Speedway - Rice Lake, WI Season Championships DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jason Gross (WISSOTA Modifieds) | 2nd | - | - | 3rd |
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| 8/31/2019 | Rice Lake Speedway - Rice Lake, WI Labor Day Weekend Special DIRTcar UMP Modifieds, Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jason Gross (WISSOTA Modifieds) | 2nd | - | - | 5th |
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| 9/13/2019 | Cedar Lake Speedway - New Richmond, WI Legendary 100 night 2 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks | Results | | Jason Gross (A Modifieds) | 16th (DNF) | - | - | - |
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| 9/14/2019 | Cedar Lake Speedway - New Richmond, WI Legendary 100 night 3 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks | Results | | Jason Gross (A Modifieds) | - | - | 2nd | 7th |
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