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| 6/2/2019 | Quincy Raceways - Quincy, IL Full Throttle Parts DIRTcar UMP Modifieds, Stock Cars, B Modifieds, Enduro, Sport Compact, Dirt Crate Late Models | Results | | Cliff Powell (Dirt Crate Late Models) | 2nd | - | - | 7th |
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| 6/7/2019 | Lincoln Speedway - Lincoln, IL 4th Hornet Challenge $1,000 to Win Economy Midgets, DIRTcar UMP Modifieds, B Modifieds, Hornets, Pro Late Model | Results | | Cliff Powell (Pro Late Model) | 7th | - | - | 16th (DNF) |
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| 6/18/2019 | Jacksonville Speedway - Jacksonville, IL DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Dirt Super Late Models | Results | | Cliff Powell (DIRTcar Late Models) | 7th | - | 7th | 23rd (DNF) |
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| 6/20/2019 | Spoon River Speedway - Canton, IL DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Dirt Super Late Models | Results | | Cliff Powell (DIRTcar Late Models) | 9th (DNF) | - | - | - |
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| 6/30/2019 | Quincy Raceways - Quincy, IL Mississippi Belle Co. DIRTcar UMP Modifieds, Stock Cars, B Modifieds, Enduro, Sport Compact, Dirt Crate Late Models | Results | | Cliff Powell (Dirt Crate Late Models) | 4th | - | - | 6th |
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| 7/12/2019 | Tri City Speedway - Granite City, IL "NAPA Know How 50" Lucas Oil Late Models $12,000/UMP Crate LM $1,000/UMP vs AMS Modifieds $2000 Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar Late Models, DIRTcar UMP Modifieds, Pro Late Model | Results | | Cliff Powell (Pro Late Model) | 6th | - | - | 10th |
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| 7/14/2019 | Quincy Raceways - Quincy, IL Sunbelt Rentals DIRTcar UMP Modifieds, Stock Cars, B Modifieds, Enduro, Sport Compact, Dirt Crate Late Models | Results | | Cliff Powell (Dirt Crate Late Models) | 3rd | - | - | 3rd |
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| 7/21/2019 | Quincy Raceways - Quincy, IL Casey's General Store DIRTcar UMP Modifieds, Stock Cars, B Modifieds, Enduro, Sport Compact, Dirt Crate Late Models | Results | | Cliff Powell (Dirt Crate Late Models) | 3rd | - | - | 5th |
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| 7/27/2019 | Macon Speedway - Macon, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi National Midgets with POWRi Winged A-Class, B Modifieds, Pro Late Model | Results | | Cliff Powell (Pro Late Model) | 7th | - | - | 12th |
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| 7/28/2019 | Quincy Raceways - Quincy, IL Titan Wheel Bogo Night DIRTcar UMP Modifieds, Stock Cars, B Modifieds, Enduro, Sport Compact, Dirt Crate Late Models | Results | | Cliff Powell (Dirt Crate Late Models) | 4th | - | - | 9th |
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| 9/1/2019 | Wayne County Speedway - Wayne City, IL HART Non-Wing Sprints at Jacksonville Speedway Non-Wing Outlaw | Results | | Cliff Powell (Non-Wing Outlaw) | 8th | - | - | 11th |
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| 9/6/2019 | Tri City Speedway - Granite City, IL Brad Yotter Memorial - UMP Late Models/UMP Mods/B-Mods/UMP Crate LM/Street Stock/Wing Micros DIRTcar Late Models, DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | Cliff Powell (Winged Outlaw) | 6th | - | - | 11th |
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| 9/13/2019 | Tri City Speedway - Granite City, IL "Fan Appreciation Night" UMP LM/UMP Mods/B-Mods/UMP Crate LM/UMP St. Stocks/Non-Wing Micros DIRTcar Late Models, DIRTcar UMP Modifieds, Non-Wing Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | Cliff Powell (Non-Wing Outlaw) | 4th | - | - | 7th |
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| 9/27/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Cliff Powell (Stock Non-Wing) | DNS | - | - | DNS |
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| 10/18/2019 | Tri City Speedway - Granite City, IL "Willies Tire B-Mod Bash" Night #1 - B-Modifieds $3,000, A-Modifieds $1,000, Winged Micros $500 DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds | Results | | Cliff Powell (Winged Outlaw) | 6th | - | - | 11th |
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| 10/19/2019 | Tri City Speedway - Granite City, IL "Willies Tire B-Mod Bash" Night #2 - B-Mods $3,000, A-Mods $1,000, Non-Wing Micros $500, 4-cylinders DIRTcar UMP Modifieds, DIRTcar Sport Compact, Non-Wing Outlaw, B Modifieds | Results | | Cliff Powell (Non-Wing Outlaw) | 4th | - | - | 6th |
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