| Rank | Score | Team | Week | Owner(s) |
| 1. | 414 | Did You Winker At Me? | Week 11, 2019 | Brian Engel |
| 2. | 362 | Did You Winker At Me? | Week 14, 2019 | Brian Engel |
| 3. | 360 | Did You Winker At Me? | Week 10, 2019 | Brian Engel |
| 4. | 349 | Did You Winker At Me? | Week 2, 2019 | Brian Engel |
| 4. | 349 | Did You Winker At Me? | Week 17, 2019 | Brian Engel |
| 6. | 338 | Did You Winker At Me? | Week 8, 2019 | Brian Engel |
| 7. | 335 | Did You Winker At Me? | Week 3, 2019 | Brian Engel |
| 8. | 330 | Did You Winker At Me? | Week 7, 2019 | Brian Engel |
| 9. | 315 | Did You Winker At Me? | Week 12, 2019 | Brian Engel |
| 10. | 307 | Did You Winker At Me? | Week 13, 2019 | Brian Engel |
| 11. | 301 | Did You Winker At Me? | Week 6, 2019 | Brian Engel |
| 12. | 297 | Did You Winker At Me? | Week 19, 2019 | Brian Engel |
| 13. | 285 | Did You Winker At Me? | Week 5, 2019 | Brian Engel |
| 14. | 278 | Did You Winker At Me? | Week 15, 2019 | Brian Engel |
| 15. | 275 | Did You Winker At Me? | Week 18, 2019 | Brian Engel |