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| 6/4/2023 | Casino Speedway - Watertown, SD Pepsi Sunday Night Thunder Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Ryan Shepherd Sr (Economy Late Models) | 6th | - | - | 7th |
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| 6/24/2023 | Madison Speedway - Madison, MN Race Night Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Rain Out |
| 7/1/2023 | Madison Speedway - Madison, MN Race Night Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Ryan Shepherd Sr (Economy Late Models) | 6th | - | - | 8th |
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| 7/2/2023 | Casino Speedway - Watertown, SD Big Shots Fireworks Independence Day Shoutout Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Ryan Shepherd Sr (Economy Late Models) | 9th | - | - | 8th |
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| 7/8/2023 | Madison Speedway - Madison, MN Race Night with H.O.T.R.O.D. Vintage Cars Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Ryan Shepherd Sr (Economy Late Models) | 6th | - | - | 11th |
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| 7/14/2023 | Fiesta City Speedway - Montevideo, MN Regular Race Night w/ Limited Late Models Factory Stocks, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Ryan Shepherd Sr (Economy Late Models) | 6th | - | - | 10th |
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| 7/15/2023 | Madison Speedway - Madison, MN Race Night Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Ryan Shepherd Sr (Economy Late Models) | 6th | - | - | 11th |
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| 8/20/2023 | Casino Speedway - Watertown, SD Sunday Night Thunder Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Ryan Shepherd Sr (Economy Late Models) | 5th | - | - | 11th (DNF) |
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| 8/25/2023 | I-94 Speedway - Fergus Falls, MN Military Appreciation Night (Gierke or ROC Rain Date) Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Ryan Shepherd Sr (Economy Late Models) | 5th | - | - | 9th (DNF) |
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| 9/3/2023 | Casino Speedway - Watertown, SD Busch Light Draw/Re-Draw Showdown Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Ryan Shepherd Sr (Economy Late Models) | DNS | - | - | 8th |
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| 9/10/2023 | Madison Speedway - Madison, MN Lac Qui Parle County Fair Races Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Shepherd Sr (Economy Late Models) | 9th | - | - | 9th |
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| 9/22/2023 | Casino Speedway - Watertown, SD 6th Annual Autumn Classic-Night #1-Sponsors:Mtn.Dew,Dixon Oil Recycling Inc.,Coors Light,and Pepsi Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Ryan Shepherd Sr (Economy Late Models) | 7th | - | - | 8th |
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| 9/30/2023 | Madison Speedway - Madison, MN Madtown Showdown Night 2 Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Rain Out |
| 10/1/2023 | Madison Speedway - Madison, MN Stock Cars, Economy Late Models, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet, Flat Jr. 2 Clone Heavy | Results | | Ryan Shepherd Sr (Economy Late Models) | 6th | - | - | 13th |
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