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Winner-Start Results
| Feature Start | 2 |
| Year | 2021 |
| Series | WoO |
Count: 19
| Date | Series | Track | Race | Car Count | Winner | Story |
| Saturday, March 6, 2021 | WoO | East Bay,FL | | 25 | Aaron Reutzel | GET AFTER IT: REUTZEL RIDES THE TIDE TO THRILLING EAST BAY WIN |
| Friday, March 12, 2021 | WoO | Magnolia,MS | | 34 | Sheldon Haudenschild | MAG-NIFICENT: HAUDENSCHILD HUSTLES SCHUCHART FOR LATE-RACE WIN IN MISSISSIPPI |
| Saturday, March 13, 2021 | WoO | Revolution Park,LA | | 27 | David Gravel | REVVED UP: DAVID GRAVEL BEATS BRAD SWEET IN ELECTRIFYING DEBUT AT THE REV |
| Saturday, March 20, 2021 | WoO | Cotton Bowl,TX | | 25 | Brad Sweet | TWO-STEPPIN’: BRAD SWEET SCORES SECOND WIN OF SEASON AT COTTON BOWL |
| Saturday, March 27, 2021 | WoO | Lake Ozark,MO | Jason Johnson Classic | 31 | Brad Sweet | CAJUN STYLE: BRAD SWEET TAMES TRICKY TRACK TO WIN JASON JOHNSON CLASSIC |
| Friday, April 9, 2021 | WoO | Kokomo,IN | | 36 | James McFadden | 1-2 PUNCH: KKR’S JAMES MCFADDEN BEATS TEAMMATE BRAD SWEET AT KOKOMO |
| Sunday, April 25, 2021 | WoO | Bristol,TN | Bristol Throwdown | 27 | David Gravel | THE ULTIMATE GLADIATOR: DAVID GRAVEL GETS $25,000 FOR SWEEPING OUTLAWS AT BRISTOL |
| Wednesday, May 12, 2021 | WoO | Lincoln,PA | Gettysburg Clash | 48 | Brad Sweet | ON THE BOARD: SWEET FINALLY TAMES LINCOLN FOR OUTLAWS TRIUMPH VS. PA POSSE |
| Monday, May 31, 2021 | WoO | Lawrenceburg,IN | | 25 | Kyle Larson | BACK-TO-BACK: KYLE LARSON FOLLOWS COCA-COLA 600 TITLE WITH WORLD OF OUTLAWS WIN |
| Friday, July 2, 2021 | WoO | Cedar Lake,WI | | 29 | Brad Sweet | CAT LIKE REFLEXES: SWEET ACES RESTART TO STEAL FOURTH-STRAIGHT CEDAR LAKE WIN |
| Saturday, July 10, 2021 | WoO | Wilmot,WI | Badger 40 | 26 | Brad Sweet | BRAD THE BADGER: SWEET CONTINUES WISCONSIN DOMINANCE WITH WILMOT WIN |
| Saturday, July 17, 2021 | WoO | Eldora,OH | Kings Royal | 61 | Tyler Courtney | SHINE OF A KING: Tyler ‘Sunshine’ Courtney claims 38th Kings Royal in first appearance |
| Sunday, July 18, 2021 | WoO | Eldora,OH | Knight Before the Kings Royal | 30 | Carson Macedo | CURTAIN CALL: Macedo Bookends Kings Royal with Opening & Closing Victory |
| Friday, July 30, 2021 | WoO | Ransomville,NY | The Big "R" Outlaw Shootout | 26 | Aaron Reutzel | DAVID VS. GOLIATH: REUTZEL SURVIVES COLAGIOVANNI’S CHALLENGE AT RANSOMVILLE |
| Saturday, July 31, 2021 | WoO | Weedsport,NY | Empire State Challenge | 27 | David Gravel | RIGHT PLACE, RIGHT TIME: DAVID GRAVEL CAPITALIZES FOR WEEDSPORT WIN |
| Sunday, August 29, 2021 | WoO | Black Hills,SD | Rushmore Outlaw Showdown | 20 | Sheldon Haudenschild | SECOND NO MORE: HAUDENSCHILD ROCKETS TO RUSHMORE OUTLAW SHOWDOWN WIN |
| Friday, September 3, 2021 | WoO | Skagit,WA | Skagit Nationals Prelim | 23 | James McFadden | REDEMPTION RUN: JAMES MCFADDEN OVERCOMES ALL TO WIN SKAGIT DEBUT |
| Saturday, September 11, 2021 | WoO | Silver Dollar,CA | Gold Cup Race of Champions | 31 | Logan Schuchart | CHOMPIN’ IN CHICO: LOGAN SCHUCHART SAVORS PRESTIGIOUS GOLD CUP TITLE |
| Friday, October 8, 2021 | WoO | Port Royal,PA | Nittany Showdown | 38 | Kerry Madsen | NITTANY NAIL-BITER: MADSEN EDGES DEWEASE BY 0.081 SECONDS AT PORT ROYAL |
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