| Date | Prize | Winner name | Location | Campaign |
|---|---|---|---|---|
| 25/06/2026 | $10,000.00 Cash | J MANNING | VIC | Will & Woody's Trial by Fire |
| 01/06/2026 | $2,000.00 Cash | L CONDELLO | NSW | Will & Woody Push Up Australia |
| 21/05/2026 | $2,000.00 Cash | S GRAHAM | VIC | Will & Woody Push Up Australia |
| 19/05/2026 | $1,000.00 Cash | K THOMPSON | VIC | Will & Woody's Australia's Easiest Quiz - S4 2026 |