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| 5/20/2023 | Hibbing Raceway - Hibbing, MN Season Opener WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 7th | - | - | 10th |
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| 5/27/2023 | Hibbing Raceway - Hibbing, MN Lisa Vajdl Tribute Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 4th | - | - | 12th |
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| 6/3/2023 | Hibbing Raceway - Hibbing, MN Autograph Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 7th | - | - | 13th |
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| 6/10/2023 | Hibbing Raceway - Hibbing, MN United Way Veteran Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 7th | - | - | 13th |
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| 6/17/2023 | Hibbing Raceway - Hibbing, MN Bicycle Races WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 7th | - | - | 12th |
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| 6/18/2023 | Bemidji Speedway - Bemidji, MN THE WISSOTA LATE MODELS ARE BACK!!!! Hornets, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 3rd | - | - | 7th (DNF) |
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| 6/29/2023 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet, Flat Jr. 2 Clone Heavy | Results | | Roger Paolo (WISSOTA Late Model) | 6th | - | - | 8th |
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| 7/7/2023 | Hibbing Raceway - Hibbing, MN Firework Spectacular!! WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 6th | - | - | 11th |
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| 7/13/2023 | Grand Rapids Speedway - Grand Rapids, MN Summer Sizzler Mod Special/Hall of Fame Night DIRTcar UMP Modifieds, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet, Flat Jr. 2 Clone Heavy | Results | | Roger Paolo (WISSOTA Late Model) | 5th | - | - | 12th |
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| 7/15/2023 | Hibbing Raceway - Hibbing, MN Weekly Racing WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 7th | - | - | 14th |
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| 7/18/2023 | Hibbing Raceway - Hibbing, MN XR Northern Storm WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | Roger Paolo (WISSOTA Late Model) | 7th | - | 6th | - |
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| 7/22/2023 | Hibbing Raceway - Hibbing, MN Rene Hughes Tribute 360 Sprints - Winged, 360 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 9th | - | - | 15th |
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| 7/27/2023 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet, Flat Jr. 2 Clone Heavy | Results | | Roger Paolo (WISSOTA Late Model) | 9th (DNF) | - | - | DNS |
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| 7/29/2023 | Hibbing Raceway - Hibbing, MN 5K to win Late Models WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 8th | - | - | 14th |
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| 8/10/2023 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 4th | - | - | 10th |
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| 8/12/2023 | Hibbing Raceway - Hibbing, MN Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 6th | - | - | 13th (DNF) |
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| 8/17/2023 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder at the Itasca County Fair Non-Winged Sprints, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Roger Paolo (WISSOTA Late Model) | 8th | - | - | 7th |
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| 8/19/2023 | Hibbing Raceway - Hibbing, MN Season Championship WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 5th | - | - | 11th |
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| 8/24/2023 | Grand Rapids Speedway - Grand Rapids, MN Season Championship Night Non-Winged Sprints, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet, Flat Jr. 2 Clone Heavy | Results | | Roger Paolo (WISSOTA Late Model) | 5th | - | - | 10th |
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| 9/2/2023 | Hibbing Raceway - Hibbing, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 7th | - | 3rd | 17th |
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| 9/3/2023 | Hibbing Raceway - Hibbing, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Roger Paolo (WISSOTA Late Model) | 5th | - | 3rd | 19th |
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