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| 5/25/2019 | Rice Lake Speedway - Rice Lake, WI Sprint Car Night Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Anna Kouba (360 Sprints - Non-Winged) | 5th | - | - | 8th |
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| 5/31/2019 | Jackson Motorplex - Jackson, MN Ag Builders Night presented by GDF Enterprises 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 360 Sprints - Non-Winged: MBTS Non-Wing Sprints 305 Sprints - Winged | Results | | Anna Kouba (360 Sprints - Non-Winged) | 7th | - | - | 14th (DNF) |
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| 6/7/2019 | Jackson Motorplex - Jackson, MN Military Night presented by American Auto Awards 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 360 Sprints - Non-Winged: MBTS Non-Wing Sprints 305 Sprints - Winged | Results | | Anna Kouba (360 Sprints - Non-Winged) | 5th | - | - | 6th |
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| 6/15/2019 | North Central Speedway - Brainerd, MN 360 Sprints - Non-Winged: MBTS Non-Wing Sprints Vintage Modifieds: Northern Vintage Stockcar Racers Hobby Stocks, A Modifieds, B Modifieds, Vintage Full Body Stock Cars, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Anna Kouba (360 Sprints - Non-Winged) | 3rd | - | - | 3rd |
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| 6/22/2019 | Ogilvie Raceway - Ogilvie, MN Midwest Power Series Sprint Car Special 360 Sprints - Winged: Midwest Power Series 360 Sprints - Non-Winged: MBTS Non-Wing Sprints WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Hornet | Results | | Anna Kouba (360 Sprints - Non-Winged) | 1st | - | - | 7th |
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| 6/29/2019 | Cedar Lake Speedway - New Richmond, WI CLS Dash Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Anna Kouba (305 Sprints - Non-Winged) | 4th | - | - | 7th | | Anna Kouba (Super Stocks) | - | - | - | - |
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| 7/12/2019 | Jackson Motorplex - Jackson, MN New Fashion Pork Night 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 360 Sprints - Non-Winged: MBTS Non-Wing Sprints 305 Sprints - Winged | Results | | Anna Kouba (360 Sprints - Non-Winged) | 6th | - | - | 6th |
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| 7/19/2019 | Jackson Motorplex - Jackson, MN Livewire Printing Company Night- Barb Wieskus Memorial 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 305 Sprints - Winged, 360 Sprints - Non-Winged | Results | | Anna Kouba (360 Sprints - Non-Winged) | 4th | - | - | 8th |
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