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| 2/7/2020 | Hendry County Motorsports Park - Clewiston, FL Winter Heat Round #1 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 3rd | - | - | 9th |
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| 2/8/2020 | Hendry County Motorsports Park - Clewiston, FL Winter Heat Round #2 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 2nd | - | - | 5th |
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| 2/14/2020 | Ocala Speedway - Ocala, FL 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Connor Leoffler (410 Sprints - Non-Winged) | 8th | - | 3rd | 22nd |
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| 2/15/2020 | Ocala Speedway - Ocala, FL 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Connor Leoffler (410 Sprints - Non-Winged) | - | - | - | - |
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| 2/22/2020 | Dothan Race Land - Cottonwood, AL Peanut Capital 150 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 3rd | 3rd | - | 5th |
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| 2/28/2020 | Hattiesburg Speedway - Hattiesburg, MS Winter Heat Round #4 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class | Results | | Connor Leoffler (360 Sprints - Winged) | 1st | 4th | - | 3rd |
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| 2/29/2020 | Southern Raceway - Milton, FL Winter Heat Round #5 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class, Vintage Full Body Stock Cars, Hornets, CRUSA Dirt Late Models, Pure Stock | Results | | Connor Leoffler (360 Sprints - Winged) | 3rd | 5th | - | 7th |
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| 3/6/2020 | Super Bee Speedway - Chatham, LA 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 5th | 4th | - | 4th |
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| 3/7/2020 | Super Bee Speedway - Chatham, LA 360 Sprints - Winged: USCS United Sprint Car Series Dirt Crate Late Models | Results | | Connor Leoffler (360 Sprints - Winged) | 7th (DNF) | 5th | - | DNS |
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| 5/15/2020 | Southern Raceway - Milton, FL Salute to Armed Forces Night #1 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class, B Modifieds, Hornets, Pure Stock, Junior Slingshots | Results | | Connor Leoffler (360 Sprints - Winged) | 2nd | - | - | 12th |
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| 5/16/2020 | Southern Raceway - Milton, FL Salute to the Armed Forces Night #2 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Connor Leoffler (360 Sprints - Winged) | 8th (DNF) | - | 5th | 24th (DNF) |
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| 5/29/2020 | Old No 1 Speedway - Harrisburg, AR USCS Sprint Speedweeks Round #1 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 1st | - | - | 9th |
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| 5/30/2020 | Riverside International Speedway - West Memphis, AR USCS RACES 360 Sprints - Winged: USCS United Sprint Car Series 305 Sprints - Winged, Stock Cars, A Modifieds, Winged A-Class | Results | | Connor Leoffler (360 Sprints - Winged) | 5th | - | 3rd | 11th |
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| 5/31/2020 | Lexington 104 Speedway - Lexington, TN USCS Sprint Speedweeks Round #3 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class, Street Stocks, Pure Stock, CRUSA Modified Sportsman | Results | | Connor Leoffler (360 Sprints - Winged) | 4th | - | - | 10th |
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| 6/11/2020 | North Alabama Speedway - Tuscumbia, AL USCS Sprint Car Speedweek Round 4 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 3rd | 3rd | - | 7th |
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| 6/12/2020 | Hattiesburg Speedway - Hattiesburg, MS USCS Sprint Car Speedweek Round 5 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 4th | 4th | - | 9th |
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| 6/13/2020 | Jackson Motor Speedway - Byram, MS USCS Sprint Car Speedweek Round 6 - FINALE 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 2nd | - | - | 9th |
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| 6/19/2020 | Dothan Race Land - Cottonwood, AL USCS Alabama Sprint Car Nationals Nite #1 360 Sprints - Winged: USCS United Sprint Car Series | Rain Out |
| 6/20/2020 | East Alabama Motor Speedway - Phenix City, AL USCS Alabama Sprint Car Nationals Night #2 Finale 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 3rd | 3rd | - | 8th |
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| 7/2/2020 | Riverside International Speedway - West Memphis, AR USCS RACE SPECIAL 360 Sprints - Winged: USCS United Sprint Car Series 305 Sprints - Winged, Stock Cars, A Modifieds, Winged A-Class, Dirt Late Models | Results | | Connor Leoffler (360 Sprints - Winged) | 6th | 4th | 3rd | 14th |
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| 7/11/2020 | Dixie Speedway - Woodstock, GA 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class | Results | | Connor Leoffler (360 Sprints - Winged) | 5th | 2nd | - | 2nd |
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| 7/17/2020 | Carolina Speedway - Gastonia, NC USCS Fast Friday Sprint Speed Spectacular and Stock Car Racing 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 2nd | 2nd | 5th | 5th |
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| 7/18/2020 | East Lincoln Motor Speedway - Stanley, NC Kids Bike Race 360 Sprints - Winged: USCS United Sprint Car Series DIRTcar Sport Compact, Stock Cars, Sportsmans, Vintage Full Body Stock Cars, Asphalt 4-Cylinders, Pony Stock, Pure Stock | Results | | Connor Leoffler (360 Sprints - Winged) | 4th | - | - | 9th |
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| 8/7/2020 | Hattiesburg Speedway - Hattiesburg, MS 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class | Results | | Connor Leoffler (360 Sprints - Winged) | 3rd | 2nd | - | 2nd |
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| 8/8/2020 | Southern Raceway - Milton, FL USCS Saturday of Speed at the Beach 360 Sprints - Winged: USCS United Sprint Car Series B Modifieds, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Connor Leoffler (360 Sprints - Winged) | 1st | 2nd | - | 3rd |
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| 8/22/2020 | Riverside International Speedway - West Memphis, AR USCS RACE SPECIAL 360 Sprints - Winged: USCS United Sprint Car Series Stock Cars, A Modifieds, Winged A-Class | Results | | Connor Leoffler (360 Sprints - Winged) | 3rd | 3rd | - | 20th (DNF) |
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| 8/28/2020 | Dothan Race Land - Cottonwood, AL USCS Fast Friday Speed Spectacular (Make-Up Race #2) 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 4th | 4th | - | 1st |
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| 8/29/2020 | Senoia Raceway - Senoia, GA USCS Senoia Summer Nationals XI 360 Sprints - Winged: USCS United Sprint Car Series Dirt Limited Late Models | Results | | Connor Leoffler (360 Sprints - Winged) | 3rd | 3rd | - | 1st |
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| 9/4/2020 | I-75 Raceway - Sweetwater, TN USCS Fast Friday Sprint Car Speed Spectacular 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class | Results | | Connor Leoffler (360 Sprints - Winged) | 3rd | - | - | 8th |
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| 9/5/2020 | ECM Speedway - Bremen, AL USCS Saturday Night Shootout - Labor Day Weekend Special Event 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class | Results | | Connor Leoffler (360 Sprints - Winged) | 4th | 5th | - | 7th |
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| 9/6/2020 | Talladega Short Track - Eastaboga, AL USCS Sunday of Speed at the Hornet's Nest 360 Sprints - Winged: USCS United Sprint Car Series Dirt Super Late Models, Winged A-Class, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Connor Leoffler (360 Sprints - Winged) | 6th | - | - | 8th |
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| 9/17/2020 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Connor Leoffler (360 Sprints - Winged) | 9th | - | 16th | - |
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| 9/18/2020 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Connor Leoffler (360 Sprints - Winged) | 8th | - | 8th | - |
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| 9/19/2020 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Connor Leoffler (360 Sprints - Winged) | 7th | - | 11th | - |
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| 9/26/2020 | Cherokee Speedway - Gaffney, SC USCS Saturday of Speed 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 6th (DNF) | 6th | - | 5th |
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| 10/2/2020 | I-30 Speedway - Little Rock, AR 360 Sprints - Winged: ASCS National with ASCS Mid-South Region | Results | | Connor Leoffler (360 Sprints - Winged) | 2nd | 7th | 4th | - |
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| 10/3/2020 | I-30 Speedway - Little Rock, AR 360 Sprints - Winged: ASCS National with ASCS Mid-South Region | Results | | Connor Leoffler (360 Sprints - Winged) | 4th | - | 7th | - |
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| 10/16/2020 | Super Bee Speedway - Chatham, LA 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Connor Leoffler (360 Sprints - Winged) | 1st | 5th | - | 21st (DNF) |
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| 10/17/2020 | Super Bee Speedway - Chatham, LA 360 Sprints - Winged: USCS United Sprint Car Series Dirt Super Late Models, Winged A-Class | Results | | Connor Leoffler (360 Sprints - Winged) | 3rd | - | - | 1st |
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| 10/23/2020 | Thunderhill Raceway - Summertown, TN 360 Sprints - Winged: USCS United Sprint Car Series CRUSA Street Stocks, CRUSA Dirt Late Models, Outlaw Hobby Stocks, CRUSA Modified Sportsman | Rain Out |
| 11/6/2020 | Riverside International Speedway - West Memphis, AR USCS Flip Flop 50 and USCS Fall Nationals Pole Night & More 360 Sprints - Winged: USCS United Sprint Car Series 305 Sprints - Winged, Stock Cars, A Modifieds, Winged A-Class, Dirt Late Models, CRUSA Modified Sportsman | Results | | Connor Leoffler (360 Sprints - Winged) | 6th | - | - | - |
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| 11/7/2020 | Riverside International Speedway - West Memphis, AR USCS Flip Flop 50 and USCS Fall Nationals Finales 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class | Results | | Connor Leoffler (360 Sprints - Winged) | - | - | 11th | 11th |
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| 11/13/2020 | Southern Raceway - Milton, FL USCS "Battle at the Beach" World Finals 2020 Night #1 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class, B Modifieds, Vintage Full Body Stock Cars, Hornets, Junior Slingshots | Results | | Connor Leoffler (360 Sprints - Winged) | 2nd | 3rd | - | 5th |
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| 11/14/2020 | Southern Raceway - Milton, FL USCS "Battle at the Beach" World Finals Night #2 360 Sprints - Winged: USCS United Sprint Car Series DIRTcar UMP Modifieds, Winged A-Class, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Connor Leoffler (360 Sprints - Winged) | 3rd | 4th | - | 6th |
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