| Winner | Loser | Tournament | Date | Prob | Odds1 | Odds2 | Warning1 | Warning2 | Sets | $Bet1 | $Bet2 | Profit |
| Novak Djokovic | Nikolay Davydenko | Tennis Masters Cup Shanghai - Shanghai | 16/11/2008 | 48% | $ 2.10 | $ 1.83 | 2-0 | $ - | $ - | $ - | ||
| Novak Djokovic | Gilles Simon | Tennis Masters Cup Shanghai - Shanghai | 15/11/2008 | 53% | $ 1.44 | $ 3.05 | 2-1 | $ - | $214.60 | -$214.60 | ||
| Nikolay Davydenko | Andy Murray | Tennis Masters Cup Shanghai - Shanghai | 15/11/2008 | 37% | $ 3.00 | $ 1.46 | 2-0 | $ - | $ - | $ - | ||
| Andy Murray | Roger Federer | Tennis Masters Cup Shanghai - Shanghai | 14/11/2008 | 63% | $ 2.28 | $ 1.73 | 2-1 | $342.69 | $ - | $438.64 | ||
| Gilles Simon | Radek Stepanek | Tennis Masters Cup Shanghai - Shanghai | 14/11/2008 | 45% | $ 1.43 | $ 3.15 | 2-0 | $ - | $345.86 | -$345.86 | ||
| Jo-Wilfried Tsonga | Novak Djokovic | Tennis Masters Cup Shanghai - Shanghai | 13/11/2008 | 46% | $ 2.94 | $ 1.47 | 2-1 | $182.80 | $ - | $354.63 | ||
| Nikolay Davydenko | Juan-Martin Del Potro | Tennis Masters Cup Shanghai - Shanghai | 13/11/2008 | 51% | $ 1.68 | $ 2.37 | 2-0 | $ - | $ - | $ - | ||
| Andy Murray | Gilles Simon | Tennis Masters Cup Shanghai - Shanghai | 12/11/2008 | 72% | $ 1.32 | $ 3.80 | 2-0 | $ - | $ - | $ - | ||
| Novak Djokovic | Nikolay Davydenko | Tennis Masters Cup Shanghai - Shanghai | 11/11/2008 | 57% | $ 1.47 | $ 2.92 | 2-1 | $ - | $ - | $ - | ||
| Juan-Martin Del Potro | Jo-Wilfried Tsonga | Tennis Masters Cup Shanghai - Shanghai | 11/11/2008 | 53% | $ 2.41 | $ 1.66 | 2-0 | $202.12 | $ - | $284.99 | ||
| Gilles Simon | Roger Federer | Tennis Masters Cup Shanghai - Shanghai | 10/11/2008 | 25% | $ 7.20 | $ 1.15 | 2-1 | $ - | $ - | $ - | ||
| Andy Murray | Andy Roddick | Tennis Masters Cup Shanghai - Shanghai | 10/11/2008 | 71% | $ 1.42 | $ 3.20 | 2-1 | $ - | $ - | $ - | ||
| $ - | $ - | $ - |