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| 1/25/2019 | Hendry County Motorsports Park - Clewiston, FL Winter Heat 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class: Florida Mini Sprint Action Series | Results | | Terry Gray (360 Sprints - Winged) | 3rd | - | - | 6th |
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| 2/8/2019 | Ocala Speedway - Ocala, FL Winter Heat 360 Sprints - Winged: USCS United Sprint Car Series Midgets: USAC National Midgets | Results | | Terry Gray (360 Sprints - Winged) | 5th | 4th | 5th | 17th |
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| 2/9/2019 | Ocala Speedway - Ocala, FL Winter Heat 360 Sprints - Winged: USCS United Sprint Car Series Midgets: USAC National Midgets | Results | | Terry Gray (360 Sprints - Winged) | 1st | - | - | 24th |
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| 2/14/2019 | East Bay Raceway Park - Tampa, FL Winternationals Winged A-Class: Florida Mini Sprint Action Series 360 Sprints - Winged | Results | | Terry Gray (360 Sprints - Winged) | - | - | - | 16th |
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| 2/15/2019 | East Bay Raceway Park - Tampa, FL Winternationals Winged A-Class: Florida Mini Sprint Action Series 360 Sprints - Winged | Results | | Terry Gray (360 Sprints - Winged) | 5th | - | 7th | - |
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| 2/22/2019 | Southern Raceway - Milton, FL Winter Heat Series - Battle at The Beach 360 Sprints - Winged: USCS United Sprint Car Series Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks | Results | | Terry Gray (360 Sprints - Winged) | 7th | - | - | 9th |
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| 2/23/2019 | Southern Raceway - Milton, FL Winter Heat Series - Battle at The Beach 360 Sprints - Winged: USCS United Sprint Car Series DIRTcar UMP Modifieds, Vintage Full Body Stock Cars, CRUSA Street Stocks, Pure Stock | Results | | Terry Gray (360 Sprints - Winged) | 4th | - | - | 17th |
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| 3/8/2019 | Chatam Raceway - Chatam, LA Winter Heat - Bayou Sprint Car Nationals 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 3rd | - | - | 4th |
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| 3/9/2019 | Chatam Raceway - Chatam, LA Winter Heat - Bayou Sprint Car Nationals 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 3rd | 2nd | - | 8th |
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| 3/16/2019 | Hattiesburg Speedway - Hattiesburg, MS Winter Heat 360 Sprints - Winged: United Sprint Car Series (Mid-South) | Results | | Terry Gray (360 Sprints - Winged) | 2nd | 1st | - | 21st |
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| 3/17/2019 | Magnolia Motor Speedway - Columbus, MS Winter Heat 360 Sprints - Winged: USCS United Sprint Car Series with United Sprint Car Series (Mid-South) Dirt Crate Late Models | Results | | Terry Gray (360 Sprints - Winged) | 4th | - | - | 12th |
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| 3/23/2019 | North Alabama Speedway - Tuscumbia, AL 360 Sprints - Winged: USCS United Sprint Car Series with United Sprint Car Series (Mid-South) | Results | | Terry Gray (360 Sprints - Winged) | 1st | 2nd | - | 2nd |
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| 3/29/2019 | Lexington 104 Speedway - Lexington, TN 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 2nd | - | 5th |
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| 4/6/2019 | Cherokee Speedway - Gaffney, SC 360 Sprints - Winged: USCS United Sprint Car Series Dirt Late Models | Results | | Terry Gray (360 Sprints - Winged) | 3rd | 3rd | - | 8th |
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| 4/12/2019 | Ocala Speedway - Ocala, FL 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class: Florida Mini Sprint Action Series Stock Cars, Dwarf, Pure Stock | Results | | Terry Gray (360 Sprints - Winged) | 1st | 1st | - | 5th |
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| 4/13/2019 | Ocala Speedway - Ocala, FL 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class: Florida Mini Sprint Action Series Hobby Stocks, Winged Outlaw, Street Stocks, Dwarf, Pony Stock | Results | | Terry Gray (360 Sprints - Winged) | 2nd | 1st | - | 9th |
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| 4/20/2019 | Thunder Valley Speedway (LA) - Glenmora, LA 360 Sprints - Winged: ASCS Gulf South Region | Results | | Terry Gray (360 Sprints - Winged) | 3rd | - | - | 5th |
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| 4/26/2019 | I-75 Raceway - Sweetwater, TN 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 3rd | 3rd | - | 3rd |
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| 4/27/2019 | Smokey Harris Speedway - Haleburg, AL 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 2nd | 1st | - | 5th |
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| 5/17/2019 | Deep South Speedway - Loxley, AL 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 4th | - | 7th |
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| 5/18/2019 | Southern Raceway - Milton, FL 360 Sprints - Winged: USCS United Sprint Car Series DIRTcar UMP Modifieds, Vintage Full Body Stock Cars, 1200cc Outlaws Winged Minis, CRUSA Street Stocks, Pure Stock | Results | | Terry Gray (360 Sprints - Winged) | 7th | 1st | - | 3rd |
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| 5/24/2019 | Greenville Speedway - Greenville, MS USCS Speedweek Round 1 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 3rd | - | 5th |
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| 5/25/2019 | Riverside International Speedway - West Memphis, AR USCS Speedweek Round 2 360 Sprints - Winged: USCS United Sprint Car Series 305 Sprints - Winged, Stock Cars, Dirt Late Models | Results | | Terry Gray (360 Sprints - Winged) | 4th | 1st | 4th | 13th |
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| 5/31/2019 | Lavonia Speedway - Lavonia, GA USCS Speedweek Round 3 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 1st | - | 2nd |
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| 6/1/2019 | Blue Ridge Motorsports Park - Blue Ridge, GA USCS Speedweek Round 4 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 5th | 3rd | - | 7th |
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| 6/15/2019 | East Alabama Motor Speedway - Phenix City, AL 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 4th | - | 2nd |
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| 6/21/2019 | Hattiesburg Speedway - Hattiesburg, MS 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 3rd | - | 5th |
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| 6/22/2019 | Jackson Motor Speedway - Byram, MS 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 4th | 4th | - | 7th |
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| 6/29/2019 | North Alabama Speedway - Tuscumbia, AL USCS Summer Shootout Round #1 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 2nd | 4th | - | 4th |
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| 7/3/2019 | Riverside International Speedway - West Memphis, AR USCS Summer Shootout Round #2 360 Sprints - Winged: USCS United Sprint Car Series 305 Sprints - Winged: MSCA-Mid-South Sprint Car Association Stock Cars, Dirt Late Models | Results | | Terry Gray (360 Sprints - Winged) | 2nd | 3rd | - | 7th |
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| 7/5/2019 | Magnolia Motor Speedway - Columbus, MS USCS Summer Shootout Round #3 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 2nd | - | 5th |
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| 7/20/2019 | Travelers Rest Speedway - Travelers Rest, SC 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 3rd | - | - | 1st |
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| 7/26/2019 | Poplar Bluff Motorsports Park - Poplar Bluff, MO 360 Sprints - Winged: ASCS Mid-South Region A Modifieds | Results | | Terry Gray (360 Sprints - Winged) | 3rd | - | - | 6th |
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| 7/27/2019 | I-30 Speedway - Little Rock, AR 360 Sprints - Winged: ASCS Mid-South Region Winged Outlaw | Results | | Terry Gray (360 Sprints - Winged) | 6th | - | - | 7th |
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| 8/3/2019 | Dixie Speedway - Woodstock, GA Randy Helton Memorial 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 2nd | 1st | - | 1st |
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| 8/9/2019 | Hattiesburg Speedway - Hattiesburg, MS Mississippi State Championship 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 3rd | - | - | 2nd |
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| 8/10/2019 | Lexington 104 Speedway - Lexington, TN 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 2nd | - | 3rd |
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| 8/16/2019 | Lavonia Speedway - Lavonia, GA 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 1st | - | 3rd |
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| 8/17/2019 | Senoia Raceway - Senoia, GA USCS Senoia Summer Nationals X 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 2nd | - | 3rd |
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| 8/30/2019 | I-75 Raceway - Sweetwater, TN North vs. South FACE-OFF 360 Sprints - Winged: NRA Sprint Invaders with USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 3rd | - | - | 3rd |
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| 8/31/2019 | I-75 Raceway - Sweetwater, TN North vs. South FACE-OFF 360 Sprints - Winged: NRA Sprint Invaders with USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 3rd | - | - | 8th |
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| 9/1/2019 | Talladega Short Track - Eastaboga, AL 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 3rd | - | 7th |
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| 9/14/2019 | Cherokee Speedway - Gaffney, SC 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 1st | 2nd | - | 3rd |
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| 10/18/2019 | Super Bee Speedway - Chatham, LA 26th Annual Spooky 50 360 Sprints - Winged: USCS United Sprint Car Series Dirt Super Late Models, Factory Stocks, Hobby Stocks, B Modifieds, Street Stocks, Limited Sport Mod, Sport Compact | Results | | Terry Gray (360 Sprints - Winged) | 2nd | 2nd | - | 14th |
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| 10/19/2019 | Super Bee Speedway - Chatham, LA 26th Annual Spooky 50 360 Sprints - Winged: USCS United Sprint Car Series Dirt Super Late Models, Factory Stocks, Hobby Stocks, B Modifieds, Street Stocks, Limited Sport Mod, Sport Compact | Results | | Terry Gray (360 Sprints - Winged) | 4th | - | 1st | 23rd |
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| 11/1/2019 | Hendry County Motorsports Park - Clewiston, FL USCS Southern Most Nationals Night #1 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 3rd | 3rd | - | 6th |
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| 11/2/2019 | Hendry County Motorsports Park - Clewiston, FL USCS Southern Most Nationals Night #2 360 Sprints - Winged: USCS United Sprint Car Series | Results | | Terry Gray (360 Sprints - Winged) | 4th | 1st | - | 5th |
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| 11/9/2019 | Talladega Short Track - Eastaboga, AL Halloween Havoc 360 Sprints - Winged: USCS United Sprint Car Series A Modifieds | Results | | Terry Gray (360 Sprints - Winged) | 3rd | 1st | - | 2nd |
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| 11/10/2019 | Talladega Short Track - Eastaboga, AL USCS Fall Brawl 360 Sprints - Winged: USCS United Sprint Car Series A Modifieds | Results | | Terry Gray (360 Sprints - Winged) | 5th | 2nd | - | 10th |
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