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| 4/2/2021 | Farmer City Raceway - Farmer City, IL Triple Qualifying Features $600 to win $100 to start Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: Summit American Modified Series Street Stocks, Dirt Late Models, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 8th | - | - | - |
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| 4/3/2021 | Farmer City Raceway - Farmer City, IL $2500 to win $150 to start Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: Summit American Modified Series Dirt Late Models, Pro Late Model, CRUSA Dirt Late Models | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | - | - | - | 9th |
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| 4/9/2021 | Lincoln Speedway - Lincoln, IL Fall Nationals 2020 Makeup Dirt Super Late Models, DIRTcar UMP Modifieds, B Modifieds, Hornets | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 3rd | - | - | 3rd |
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| 4/16/2021 | Lincoln Speedway - Lincoln, IL 2021 Door Buster Part 2 305 Sprints - Winged, Economy Midgets, DIRTcar UMP Modifieds, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 3rd | - | - | 5th |
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| 4/17/2021 | Macon Speedway - Macon, IL Pro Mods $1,000 to Win & $1 Dogs and $2 Beers DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 4/23/2021 | Farmer City Raceway - Farmer City, IL Renegade Modified Series + Full Show DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 5th | - | - | DNS |
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| 4/30/2021 | Lincoln Speedway - Lincoln, IL $1 Dogs & $2 Beers Economy Midgets, DIRTcar UMP Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 2nd | - | - | 5th |
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| 5/1/2021 | Macon Speedway - Macon, IL CEFCU Kid's Club Regular Night of Racing DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 2nd | | Tommy Sheppard Jr (Pro Late Model) | DNS | - | - | 5th (DNF) |
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| 5/7/2021 | Lincoln Speedway - Lincoln, IL USAC Engler IMRA SpeeD2 Midgets Midgets, Economy Midgets, DIRTcar UMP Modifieds, Sportsmans, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 5th | - | - | 6th |
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| 5/8/2021 | Highland Speedway - Highland, IL Nicci Egbert/Chris Bargetzi Memorial Race DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 6th (DNF) | - | - | 6th |
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| 5/15/2021 | Macon Speedway - Macon, IL 95Q Armed Forces Night (Featuring Free Admission for Active and Retired Military DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 2nd |
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| 5/21/2021 | Lincoln Speedway - Lincoln, IL Vintage Racing of Illinois Economy Midgets, DIRTcar UMP Modifieds, Street Stocks, Vintage Full Body Stock Cars, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 3rd | - | - | 3rd |
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| 5/22/2021 | Macon Speedway - Macon, IL Kids Bike Giveaway DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged Outlaw, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 2nd | - | - | 1st |
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| 5/30/2021 | Brownstown Bullring - Brownstown, IL $3000 to win $200 to start DIRTcar UMP Modifieds: Summit American Modified Series | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 2nd | - | - | 8th |
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| 5/31/2021 | Macon Speedway - Macon, IL Memorial Day Twin 50s - SLM 50 laps & Modifieds 50 laps DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 6/4/2021 | Lincoln Speedway - Lincoln, IL 6th Annual Hornet Challenge Economy Midgets, DIRTcar UMP Modifieds, Sportsmans, B Modifieds, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 3rd |
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| 6/5/2021 | Macon Speedway - Macon, IL Caterpillar Night at the Races / Ed Cain Hornet Challenge DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Non-Winged Sprints, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 6/11/2021 | Farmer City Raceway - Farmer City, IL Weekly night plus Pro Mods/Kid Mods DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model, DIRTcar Pro Modifieds | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 2nd | - | - | 2nd |
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| 6/15/2021 | Brownstown Speedway - Brownstown, IN DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 2nd | - | - | 8th |
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| 6/16/2021 | Peoria Speedway - Peoria, IL DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 6th | - | - | 9th |
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| 6/17/2021 | Lincoln Speedway - Lincoln, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi DIRTcar UMP Modifieds, Winged Outlaw, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 4th |
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| 6/18/2021 | Tri City Speedway - Granite City, IL UMP Summer Nationals UMP LM $10,000 with Summit Mods $1,500 & BMods $1,000 DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 4th | - | - | 10th |
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| 6/19/2021 | Fairbury Speedway - Fairbury, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Sportsmans | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 4th |
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| 6/23/2021 | LaSalle Speedway - Lasalle, IL DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 2nd | - | - | 5th |
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| 7/2/2021 | Farmer City Raceway - Farmer City, IL Fan Appreciation/Full Show DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 3rd | - | - | 5th |
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| 7/3/2021 | Brownstown Bullring - Brownstown, IL $3000 to win $200 to start DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals with Summit American Modified Series | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 4th | - | - | 12th |
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| 7/4/2021 | Lincoln Speedway - Lincoln, IL DIRTcar Summer Nationals Hell Tour "Graue Chevrolet Showdown" with FIREWORKS!!! DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals 305 Sprints - Winged, Dirt Super Late Models | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 2nd | - | - | 10th |
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| 7/7/2021 | Spoon River Speedway - Canton, IL DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 2nd | - | - | 10th |
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| 7/8/2021 | Macon Speedway - Macon, IL Herald & Review 100 Featuring the Summer Nationals Hell Tour DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 2nd | - | - | 10th |
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| 7/9/2021 | Farmer City Raceway - Farmer City, IL DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Street Stocks, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 3rd | - | - | 8th |
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| 7/14/2021 | Circle City Raceway - Indianapolis, IN DIRTCar Summer Nationals - Super Late Models, UMP Modifieds DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | DNS | - | - | 4th |
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| 7/17/2021 | Macon Speedway - Macon, IL Church Night Featuring Faster Pastor Race DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model, Limited Modified | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 2nd |
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| 7/23/2021 | Tri City Speedway - Granite City, IL "Russ Wallace Memorial" Summer Nationals Race #2 UMP LM $10,000,UMP Mod $1,500 & BMods $1,000 DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 3rd | - | - | 13th |
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| 7/24/2021 | Clarksville Speedway - Clarksville, TN DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 6th | - | - | 6th |
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| 7/25/2021 | Richmond Raceway (KY) - Richmond, KY DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 2nd | - | - | 4th |
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| 7/30/2021 | Fairbury Speedway - Fairbury, IL PRAIRIE DIRT CLASSIC Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 8th | - | - | 8th |
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| 7/31/2021 | Fairbury Speedway - Fairbury, IL PRAIRIE DIRT CLASSIC Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Late Models | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 8th | - | 4th | 15th |
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| 8/6/2021 | Farmer City Raceway - Farmer City, IL 6th What Up Dog 40 + Kid Mods DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 4th | - | - | 5th |
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| 8/7/2021 | Macon Speedway - Macon, IL Diane Bennett Memorial DIRTcar UMP Modifieds, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 8/13/2021 | Highland Speedway - Highland, IL Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds, Street Stocks | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 4th |
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| 8/14/2021 | Macon Speedway - Macon, IL HART Non Wing Micros DIRTcar UMP Modifieds, Non-Wing Outlaw, Stock Non-Wing, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 8/21/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Hornets, 600cc Modifieds, DIRTcar Pro Modifieds | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 2nd | - | - | 4th |
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| 8/28/2021 | Macon Speedway - Macon, IL Skeff Distributing presents IMRA Midgets / Hornet World Championships Economy Midgets, DIRTcar UMP Modifieds, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 1st | - | - | 6th |
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| 9/4/2021 | Fairbury Speedway - Fairbury, IL $10,000 to win $500 to start DIRTcar UMP Modifieds: Summit American Modified Series DIRTcar Late Models | Results | | Tommy Sheppard Jr (DIRTcar UMP Modifieds) | 7th | - | 8th | - |
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| 12/2/2021 | The Dome at America's Center - St. Louis, MO Castrol Gateway Dirt Nationals Midgets, Dirt Super Late Models, A Modifieds | Results | | Tommy Sheppard Jr (A Modifieds) | 6th | - | 3rd | 15th |
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| 12/4/2021 | The Dome at America's Center - St. Louis, MO Midgets, Dirt Super Late Models, A Modifieds | Results | | Tommy Sheppard Jr (A Modifieds) | - | - | 4th | 20th |
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