| Year | Player | Place | Year | Player | Place | Year | Player | Place | ||||||
| 22-23 | Ed Cook | 1st | 21-22 | Bubba #28 | 1st | 20-21 | Lucky Lins | Tied 1st | ||||||
| Mayor McCheese | 2nd | Fly A Mile High | 2nd | Mike Wood | Tied 1st | |||||||||
| Rocky G | Tied 3rd-5th | Brittainy Davenport | 3rd | Brofessor | 3rd | |||||||||
| Mr Fix IT | Tied 3rd-5th | Lucky Bunz | 4th | Lucky Bunz | Tied 4th | |||||||||
| Mike Wood | Tied 3rd-5th | Racer X | 5th | Al Koholic | Tied 4th | |||||||||
| Mike Wood | Tied Monday | Dumb and Dumber | Tied Monday | Brittainy Davenport | Monday | |||||||||
| Cathy Chiapparine | Tied Monday | Tami Gavin | Tied Monday | |||||||||||
| Chong | Tied Monday | |||||||||||||
| 19-20 | Lindbrook Front Desk | Tied 1st | 18-19 | Mr. Wonderful | 1st | 17-18 | Joyce Semlow | 1st | ||||||
| Ed D | Tied 1st | Rocky G. | 2nd | Bronco Maniac | 2nd | |||||||||
| Phil Cook | Tied 1st | DB | 3rd | Rudy Argaza | Tied 3rd | |||||||||
| Bubba #28 | 4th | Brent Supple | Tied 4th | Bixby Bros. | Tied 3rd | |||||||||
| Mr. Wonderful | Tied 5th | Cruising Mama | Tied 4th | Slomotion | Tied 5th | |||||||||
| M & L | Tied 5th | Mr Fix It | Tied 4th | Ryan Argaza | Tied 5th | |||||||||
| Shay Byrd | Monday | Shay Byrd | Tied Monday | Carie Frisby | Monday | |||||||||
| Gma Linda | Tied Monday | |||||||||||||
| Racer X | Tied Monday | |||||||||||||
| 16-17 | Mayor McCheese | 1st | 15-16 | Lucky Bunz | 1st | 14-15 | Cruising Mama | 1st | ||||||
| Hubbub | 2nd | Ed D. | 2nd | Rudy Argaza | 2nd | |||||||||
| DB | Tied 3rd | Bubba #28 - SDSM | Tied 3rd | Cathy Chiapparine | 3rd | |||||||||
| R & S Ski | Tied 3rd | Racer X | Tied 3rd | Mr. Wonderful | Tied 4th | |||||||||
| Dr. Z | Tied 3rd | Grandma Linda | Tied 3rd | Mike Jacons | Tied 4th | |||||||||
| Mike J | Tied 3rd | Mayhem | Monday | Italiano | Tied 4th | |||||||||
| Shay Byrd | Tied 3rd | Randy Vander Ploeg | Monday | |||||||||||
| Dboy | Monday | |||||||||||||
| 13-14 | Mr. Wonderful | 1st | 12-13 | Shay Byrd | 1st | 11-12 | Papa Bear | 1st | ||||||
| Mr. DJ | 2nd | Firehead | 2nd | Twinkie Bitch | Tied 2nd | |||||||||
| Racer X | 3rd | SJSKI | Tied 3rd | Orange Crush | Tied 2nd | |||||||||
| Ed Cook | Tied 4th | Kim Dermit | Tied 3rd | Racer X | Tied 4th | |||||||||
| Lucky Lins | Tied 4th | Lucky Bunz | Tied 5th | Frito Bandito | Tied 4th | |||||||||
| Bolt Speedman | Tied 4th | Tweeticat | Tied 5th | JJ | Tied 4th | |||||||||
| Sped Demon Muzz | Tied Monday | Tummy | Monday | Jason Pierce | Monday | |||||||||
| Jason Pierce | Tied Monday | |||||||||||||
| Lucky Lins | Tied Monday | |||||||||||||
| Mike J. | Tied Monday | |||||||||||||
| Frito Bandito | Tied Monday | |||||||||||||
| 10-11 | Thee Weav | Tied 1st | 09-10 | Dama aka Linda | 1st | 08-09 | Lucky Bunz | 1st | ||||||
| Adam Weisbacker | Tied 1st | Dan Duarte | 2nd | Joe Mama | 2nd | |||||||||
| Lucky Bunz | Tied 1st | Ed D. | Tied 3rd | Under Dog | Tied 3rd | |||||||||
| Phil Cook | 4th | JJ | Tied 3rd | Mr Fix It | Tied 3rd | |||||||||
| Absent Minded Prof | Tied 5th | Mayor McCheese | 5th | Dennis MVP | Tied 5th | |||||||||
| JJ | Tied 5th | C & S | Tied Monday | C-Moore | Tied 5th | |||||||||
| Ironin' Man | Tied 5th | Lucky Bunz | Tied Monday | Moonstirmash | Tied 5th | |||||||||
| Bixby Bros. | Monday | Kwiatkowski | tied 5th | |||||||||||
| Super Bolts | Monday | |||||||||||||
| 07-08 | Tummy | 1st | ||||||||||||
| Get Smart | 2nd | |||||||||||||
| Gotcha | 3rd | |||||||||||||
| TPN1 | 4th | |||||||||||||
| Havoc | 5th | |||||||||||||
| Mayhem | Tied Monday | |||||||||||||
| TPN1 | Tied Monday | |||||||||||||
| Moonstirmash | Tied Monday | |||||||||||||
| Charles Aragon | Tied Monday | |||||||||||||
| 2 Willys | Tied Monday | |||||||||||||
| Go Dolphins | Tied Monday |