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| 1/5/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 1 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Casey Skyberg (A Modifieds) | 10th | - | 8th | 17th |
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| 1/6/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 2 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Casey Skyberg (A Modifieds) | - | - | - | 9th |
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| 1/9/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 3 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Casey Skyberg (A Modifieds) | 4th | - | 4th | 9th |
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| 1/11/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 4 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Casey Skyberg (A Modifieds) | 8th | - | 7th | - |
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| 1/12/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 5 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Casey Skyberg (A Modifieds) | 4th | - | - | 17th |
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| 1/13/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 6 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Casey Skyberg (A Modifieds) | 10th | - | 8th | - |
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| 2/8/2019 | Arizona Speedway - Queen Creek, AZ A Modifieds: IMCA Arizona Dirt Tour B Modifieds | Results | | Casey Skyberg (A Modifieds) | 6th | - | 21st (DNF) | - |
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| 2/9/2019 | Arizona Speedway - Queen Creek, AZ A Modifieds: IMCA Arizona Dirt Tour B Modifieds | Results | | Casey Skyberg (A Modifieds) | 4th | - | - | 20th |
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| 2/10/2019 | Central Arizona Raceway - Casa Grande, AZ A Modifieds: IMCA Arizona Dirt Tour B Modifieds | Results | | Casey Skyberg (A Modifieds) | 8th (DNF) | - | 14th (DNF) | - |
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| 2/11/2019 | Central Arizona Raceway - Casa Grande, AZ A Modifieds: IMCA Arizona Dirt Tour B Modifieds | Results | | Casey Skyberg (A Modifieds) | 6th | - | 3rd | 24th (DNF) |
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| 2/13/2019 | Canyon Speedway Park - Peoria, AZ Arizona Mod Tour Round 5 A Modifieds: IMCA Arizona Dirt Tour B Modifieds | Results | | Casey Skyberg (A Modifieds) | 1st | - | - | 17th (DNF) |
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| 2/15/2019 | CS Raceway - Tucson, AZ Arizona Mod Tour Round 6 A Modifieds: IMCA Arizona Dirt Tour B Modifieds | Results | | Casey Skyberg (A Modifieds) | 7th (DNF) | - | 10th | - |
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| 2/16/2019 | CS Raceway - Tucson, AZ Arizona Mod Tour Round 7 A Modifieds: IMCA Arizona Dirt Tour B Modifieds | Results | | Casey Skyberg (A Modifieds) | 5th | - | 3rd | 19th |
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| 4/27/2019 | Sheridan Speedway - Sheridan, WY National Points ONLY Dirt Mini Trucks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 2nd | - | - | 2nd | | Casey Skyberg (WISSOTA Late Model) | 1st | - | - | 2nd |
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| 5/3/2019 | Black Hills Speedway - Rapid City, SD Opening Night 305 Sprints - Winged, Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 1st | - | - | 1st | | Casey Skyberg (WISSOTA Late Model) | 1st | - | - | 3rd |
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| 5/4/2019 | Gillette Thunder Speedway - Gillette, WY Opening Night Hobby Stocks, A Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 1st | - | - | 1st | | Casey Skyberg (WISSOTA Late Model) | 1st | - | - | 1st |
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| 5/10/2019 | Sheridan Speedway - Sheridan, WY Sponsored by Buckshot Saloon Quarter Midgets, Dirt Mini Trucks, A Modifieds, Dwarf, Junior Honda, WISSOTA Midwest Mods, WISSOTA Street Stock | Rain Out |
| 5/25/2019 | Devils Lake Speedway - Crary, ND B Modifieds, Pure Stock, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (WISSOTA Late Model) | 1st | - | - | 21st (DNF) |
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| 5/26/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Casino Speedway Memorial WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Casey Skyberg (WISSOTA Modifieds) | 6th (DNF) | - | - | 11th (DNF) | | Casey Skyberg (WISSOTA Late Model) | 3rd | - | - | DNS |
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| 5/31/2019 | Sheridan Speedway - Sheridan, WY Farmer's Co-op and Excalibur Construction present Race of Champions - RAIN OUT DATE - July 26 Dirt Mini Trucks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 3rd | - | - | 1st | | Casey Skyberg (WISSOTA Late Model) | 1st | - | - | 2nd |
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| 6/7/2019 | Big Sky Speedway - Billings, MT June 7th Races - Gunslinger A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Rain Out |
| 6/8/2019 | Gillette Thunder Speedway - Gillette, WY Regular Race Hobby Stocks, A Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 6th | - | - | 20th (DNF) | | Casey Skyberg (WISSOTA Late Model) | 5th | - | - | 3rd |
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| 6/9/2019 | Sheridan Speedway - Sheridan, WY Komatsu Equipment Company presents IMCA Gunslinger Tour - Night 1 A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 1st | - | - | 2nd |
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| 6/10/2019 | Sheridan Speedway - Sheridan, WY Solid Construction presents IMCA Gunslinger Tour - Night 2 A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 2nd | - | - | 18th |
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| 6/21/2019 | Black Hills Speedway - Rapid City, SD Pack the Stands 305 Sprints - Winged, Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (WISSOTA Late Model) | 2nd | - | - | 2nd |
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| 6/28/2019 | Big Sky Speedway - Billings, MT June 28th Races - Wild West A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 2nd | - | - | 2nd | | Casey Skyberg (WISSOTA Late Model) | 3rd | - | - | 3rd |
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| 6/29/2019 | Big Sky Speedway - Billings, MT June 29th Races - Wild West A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 2nd | - | - | 4th | | Casey Skyberg (WISSOTA Late Model) | 2nd | - | - | 2nd |
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| 6/30/2019 | Sheridan Speedway - Sheridan, WY Bolt Construction and Peak Power Sports present WISSOTA Wild West Tour - Night 1 A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 2nd | - | - | 9th (DNF) | | Casey Skyberg (WISSOTA Late Model) | 1st | - | - | 5th |
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| 7/1/2019 | Sheridan Speedway - Sheridan, WY Heartland Kubota, LLC & Bolt Construction present WISSOTA Wild West Tour - Night 2 A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 6th (DNF) | - | - | 2nd | | Casey Skyberg (WISSOTA Late Model) | 1st | - | - | 2nd |
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| 7/12/2019 | Black Hills Speedway - Rapid City, SD WISSOTA Midwest Mod Special $1,000 to win 305 Sprints - Winged, Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 5th | - | - | 2nd | | Casey Skyberg (WISSOTA Late Model) | 3rd | - | - | 3rd |
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| 7/19/2019 | Black Hills Speedway - Rapid City, SD IMCA Modified .38 Special $1,250 to win Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 2nd | - | - | 1st | | Casey Skyberg (WISSOTA Late Model) | 7th (DNF) | - | - | 2nd |
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| 7/26/2019 | Sheridan Speedway - Sheridan, WY Sponsored by EMIT Technologies, Inc. Dirt Mini Trucks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 2nd | - | - | 1st | | Casey Skyberg (WISSOTA Late Model) | 1st | - | - | 1st |
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| 7/27/2019 | Miller Central Speedway - Miller, SD Tri-State Late Model Series Dirt Late Models: Tri-State Late Models A Modifieds, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Casey Skyberg (Dirt Late Models) | 5th | - | - | 10th |
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| 8/4/2019 | Phillips County Raceway - Holyoke, CO Back to School Night Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Dwarf, Sport Compact | Results | | Casey Skyberg (A Modifieds) | 1st | - | - | 2nd | | Casey Skyberg (Dirt Late Models) | 1st | - | - | 5th |
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| 8/16/2019 | Black Hills Speedway - Rapid City, SD Points Championship Night 305 Sprints - Winged, Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 2nd | - | - | 4th | | Casey Skyberg (WISSOTA Late Model) | 3rd | - | - | 2nd |
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| 8/30/2019 | Gillette Thunder Speedway - Gillette, WY 18th Annual East-West Clash Hobby Stocks, A Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 1st | - | - | 20th (DNF) | | Casey Skyberg (WISSOTA Late Model) | 3rd | - | - | 4th |
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| 8/31/2019 | Gillette Thunder Speedway - Gillette, WY 18th Annual East-West Clash Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 6th (DNF) | - | 3rd | - | | Casey Skyberg (WISSOTA Late Model) | 1st | - | - | 5th |
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| 9/1/2019 | Gillette Thunder Speedway - Gillette, WY 18th Annual East-West Clash Hobby Stocks, A Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 2nd | - | - | 19th (DNF) | | Casey Skyberg (WISSOTA Late Model) | 1st | - | - | 1st |
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| 9/6/2019 | Black Hills Speedway - Rapid City, SD Half-Mile Nationals 305 Sprints - Winged, Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 3rd | - | - | 5th | | Casey Skyberg (WISSOTA Late Model) | 3rd | - | - | 4th |
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| 9/7/2019 | Black Hills Speedway - Rapid City, SD Half-Mile Nationals 305 Sprints - Winged, Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Casey Skyberg (A Modifieds) | 6th | - | - | 7th (DNF) | | Casey Skyberg (WISSOTA Late Model) | 1st | - | - | 2nd |
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| 9/20/2019 | Beatrice Speedway - Beatrice, NE Septemberfest Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact | Results | | Casey Skyberg (A Modifieds) | 5th | - | 1st | 11th |
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| 11/13/2019 | Dirt Track at Las Vegas - Las Vegas, NV Duel In The Desert A Modifieds, B Modifieds | Results | | Casey Skyberg (A Modifieds) | - | - | - | - |
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| 11/14/2019 | Dirt Track at Las Vegas - Las Vegas, NV 22nd Annual Duel in the Desert A Modifieds: Duel in the Desert B Modifieds | Results | | Casey Skyberg (A Modifieds) | 2nd | - | - | 10th |
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| 11/15/2019 | Dirt Track at Las Vegas - Las Vegas, NV 22nd Annual Duel in the Desert A Modifieds: Duel in the Desert B Modifieds | Results | | Casey Skyberg (A Modifieds) | 5th | - | 2nd | - |
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| 11/16/2019 | Dirt Track at Las Vegas - Las Vegas, NV 22nd Annual Duel in the Desert A Modifieds: Duel in the Desert B Modifieds | Results | | Casey Skyberg (A Modifieds) | 3rd | - | - | - |
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