High Five 2008 History
| Week # | Winners |
| 1 | Arvind, Let it Ride, Primester (split $200) |
| 2 | No winners |
| 3 | Go Cowboys! ($460) |
| 4 | No winners |
| 5 | Patriots ($460) |
| 6 | Tuffy ($230) |
| 7 | No winners |
| 8 | No winners |
| 9 | Kash$ ($690) |
| 10 | ME2, Jai Kara (split $230) |
| 11 | Stugotz ($230) |
| 12 | Arvind, Patriots, The King (split $230) |
| 13 | AGDSCM ($230) |
| 14 | No winners |
| 15 | No winners |
| 16 | No winners |
| 17 | Bobby Q, Es Lo Que Hay, Jai Kara, KCK, Let it Ride, Lilsmokey, ME2, Patriots, Tuffy, Victorvaz ($920) |