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| 4/12/2019 | Lincoln Speedway - Lincoln, IL Railsplitter 40 Street Stocks: Midwest Stock Car Tour Economy Midgets, DIRTcar UMP Modifieds, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 5th | - | - | 11th |
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| 4/13/2019 | Macon Speedway - Macon, IL 74th Season Opener / Driver - Sponsor Appreciation Photos and Autographs DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 4th | - | - | 7th |
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| 4/20/2019 | Macon Speedway - Macon, IL Dollar Dog / $2.00 Beer Night & Spectator Drags DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 3rd | - | - | 6th |
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| 4/26/2019 | Lincoln Speedway - Lincoln, IL Fan Appreciation Night / $10 Admission Night / $1 Hot Dogs & $2 Beers 305 Sprints - Winged, Economy Midgets, DIRTcar UMP Modifieds, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 6th | - | - | 13th |
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| 5/3/2019 | Lincoln Speedway - Lincoln, IL Ladies Night / $5.00 Ladies Admission in Grandstands Economy Midgets, DIRTcar UMP Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 3rd | - | - | 7th |
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| 5/18/2019 | Macon Speedway - Macon, IL Armed Forces Night / Featuring Free Admission for Active & Retired Military DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 4th | - | - | 6th |
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| 6/1/2019 | Macon Speedway - Macon, IL FIVE BUCK NIGHT / Featuring $5 Grandstand Admission / Kid Bike Giveaway/CEFCU Kid;s Club Economy Midgets, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 1st | - | - | 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 | | Colby Sheppard (Pro Late Model) | 4th | - | - | 6th |
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| 6/8/2019 | Macon Speedway - Macon, IL Caterpillar & Pabst Blue Ribbon Diesel Truck & Little League Night / $1,000 to Win Hornet Challenge DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 4th | - | - | 5th |
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| 7/12/2019 | Lincoln Speedway - Lincoln, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Economy Midgets, DIRTcar UMP Modifieds, 600cc Modifieds, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 4th | - | - | 5th |
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| 7/13/2019 | Macon Speedway - Macon, IL Miles Chevrolet & Fireman's Ball and First Responders Night DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 5th | - | - | 7th |
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| 7/20/2019 | Macon Speedway - Macon, IL 5th Annual KERBYSTRONG 100 DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 4th | - | - | 6th |
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| 7/21/2019 | Lincoln Speedway - Lincoln, IL Central Illinois Motorsports Nostalgia Reunion ( Featuring Springfield & Macon Speedways) 305 Sprints - Winged, Economy Midgets, DIRTcar UMP Modifieds, Street Stocks, Hornets, Pro Late Model | Rain Out |
| 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 | | Colby Sheppard (Pro Late Model) | 3rd | - | - | 4th |
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| 8/9/2019 | Lincoln Speedway - Lincoln, IL All American Night of Speed 305 Sprints - Winged, Economy Midgets, DIRTcar UMP Modifieds, B Modifieds, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 3rd | - | - | 8th |
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| 8/10/2019 | Macon Speedway - Macon, IL Eve of Destruction IV / Fireworks featuring Diane Bennett Memorial Rollover Contest DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 5th | - | - | 10th |
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| 8/16/2019 | Lincoln Speedway - Lincoln, IL Night Before State Fair Race Economy Midgets, DIRTcar UMP Modifieds, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 3rd | - | - | 6th |
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| 8/24/2019 | Macon Speedway - Macon, IL Church Night Featuring Faster Pastor Race / Kids Racecar rides / CEFCU Kid's Club DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 3rd | - | - | 3rd |
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| 8/30/2019 | Lincoln Speedway - Lincoln, IL Brandt Season Championships FIVE BUCK Night (Grandstand Admissions) Economy Midgets, DIRTcar UMP Modifieds, Sportsmans, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 6th | - | - | 4th |
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| 9/21/2019 | Macon Speedway - Macon, IL Midgets: POWRi National Midgets DIRTcar UMP Modifieds, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 6th | - | - | 6th |
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