| Winner | Loser | Tournament | Date | Prob | Odds1 | Odds2 | Warning1 | Warning2 | Sets | $Bet1 | $Bet2 | Profit |
| Gilles Simon | Rafael Nadal | Mutua Madrilena Masters Madrid - Madrid | 18/10/2008 | 24% | $ 8.30 | $ 1.12 | 2-1 | $ - | $ - | $ - | ||
| Andy Murray | Roger Federer | Mutua Madrilena Masters Madrid - Madrid | 18/10/2008 | 56% | $ 3.56 | $ 1.36 | 2-1 | $393.37 | $ - | $1,007.04 | ||
| Roger Federer | Juan-Martin Del Potro | Mutua Madrilena Masters Madrid - Madrid | 17/10/2008 | 67% | $ 1.31 | $ 3.95 | 2-0 | $ - | $108.07 | -$ 108.07 | ||
| Andy Murray | Gael Monfils | Mutua Madrilena Masters Madrid - Madrid | 17/10/2008 | 75% | $ 1.38 | $ 3.43 | 2-0 | $ - | $ - | $ - | ||
| Rafael Nadal | Feliciano Lopez | Mutua Madrilena Masters Madrid - Madrid | 17/10/2008 | 73% | $ 1.10 | $ 9.00 | 2-0 | $ - | $ - | $ - | ||
| Gael Monfils | Andy Roddick | Mutua Madrilena Masters Madrid - Madrid | 16/10/2008 | 47% | $ 2.72 | $ 1.55 | 2-1 | $156.14 | $ - | $ 268.56 | ||
| Roger Federer | Jo-Wilfried Tsonga | Mutua Madrilena Masters Madrid - Madrid | 16/10/2008 | 76% | $ 1.18 | $ 6.05 | 2-0 | $ - | $ - | $ - | ||
| Rafael Nadal | Richard Gasquet | Mutua Madrilena Masters Madrid - Madrid | 16/10/2008 | 70% | $ 1.22 | $ 5.10 | 2-0 | $ - | $ - | $ - | ||
| Gilles Simon | Robby Ginepri | Mutua Madrilena Masters Madrid - Madrid | 16/10/2008 | 52% | $ 1.60 | $ 2.57 | 2-1 | $ - | $ - | $ - | ||
| Feliciano Lopez | Stanislas Wawrinka | Mutua Madrilena Masters Madrid - Madrid | 16/10/2008 | 43% | $ 2.34 | $ 1.69 | 2-0 | $ - | $ - | $ - | ||
| Juan-Martin Del Potro | David Nalbandian | Mutua Madrilena Masters Madrid - Madrid | 16/10/2008 | 35% | $ 2.46 | $ 1.64 | 2-0 | $ - | $ 92.96 | -$ 92.96 | ||
| Andy Murray | Marin Cilic | Mutua Madrilena Masters Madrid - Madrid | 16/10/2008 | 66% | $ 1.37 | $ 3.53 | 2-0 | $ - | $ - | $ - | ||
| Ivo Karlovic | Novak Djokovic | Mutua Madrilena Masters Madrid - Madrid | 16/10/2008 | 31% | $ 4.45 | $ 1.27 | 2-0 | $105.21 | $ - | $ 362.97 | ||
| Robby Ginepri | Nikolay Davydenko | Mutua Madrilena Masters Madrid - Madrid | 15/10/2008 | 45% | $ 2.90 | $ 1.48 | 2-1 | $166.79 | $ - | $ 316.91 | ||
| Feliciano Lopez | David Ferrer | Mutua Madrilena Masters Madrid - Madrid | 15/10/2008 | 58% | $ 2.06 | $ 1.86 | 2-0 | $190.08 | $ - | $ 201.48 | ||
| David Nalbandian | Tomas Berdych | Mutua Madrilena Masters Madrid - Madrid | 15/10/2008 | 67% | $ 1.72 | $ 2.28 | 2-1 | $204.22 | $ - | $ 147.04 | ||
| Juan-Martin Del Potro | Jarkko Nieminen | Mutua Madrilena Masters Madrid - Madrid | 15/10/2008 | 72% | $ 1.23 | $ 5.00 | Void | $ - | $ - | $ - | ||
| Andy Roddick | Tommy Robredo | Mutua Madrilena Masters Madrid - Madrid | 15/10/2008 | 59% | $ 1.28 | $ 4.31 | 2-0 | $ - | $228.49 | -$ 228.49 | ||
| Jo-Wilfried Tsonga | Marcel Granollers-Pujol | Mutua Madrilena Masters Madrid - Madrid | 15/10/2008 | 80% | $ 1.19 | $ 5.80 | NOBET | 2-1 | $ - | $ - | $ - | |
| Stanislas Wawrinka | Philipp Kohlschreiber | Mutua Madrilena Masters Madrid - Madrid | 15/10/2008 | 57% | $ 2.25 | $ 1.74 | 2-1 | $228.53 | $ - | $ 285.66 | ||
| Gael Monfils | Fernando Gonzalez | Mutua Madrilena Masters Madrid - Madrid | 15/10/2008 | 55% | $ 1.73 | $ 2.27 | 2-0 | $ - | $ - | $ - | ||
| Novak Djokovic | Victor Hanescu | Mutua Madrilena Masters Madrid - Madrid | 15/10/2008 | 77% | $ 1.07 | $12.00 | Void | $ - | $ - | $ - | ||
| Ivo Karlovic | Robin Soderling | Mutua Madrilena Masters Madrid - Madrid | 15/10/2008 | 29% | $ 3.13 | $ 1.43 | 2-0 | $ - | $ - | $ - | ||
| Roger Federer | Radek Stepanek | Mutua Madrilena Masters Madrid - Madrid | 15/10/2008 | 73% | $ 1.10 | $ 9.30 | 2-0 | $ - | $ - | $ - | ||
| Rafael Nadal | Ernests Gulbis | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 76% | $ 1.14 | $ 7.63 | 2-1 | $ - | $ - | $ - | ||
| Marin Cilic | Fernando Verdasco | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 45% | $ 2.15 | $ 1.80 | 2-0 | $ - | $ - | $ - | ||
| Andy Murray | Simone Bolelli | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 81% | $ 1.16 | $ 6.75 | Void | $ - | $ - | $ - | ||
| Gilles Simon | James Blake | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 40% | $ 2.20 | $ 1.77 | 2-1 | $ - | $ 86.22 | -$ 86.22 | ||
| Richard Gasquet | Mardy Fish | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 65% | $ 1.61 | $ 2.53 | 2-1 | $ - | $ - | $ - | ||
| Feliciano Lopez | Albert Montanes | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 59% | $ 1.24 | $ 4.77 | 2-0 | $ - | $250.37 | -$ 250.37 | ||
| Jarkko Nieminen | Mikhail Youzhny | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 35% | $ 2.65 | $ 1.57 | 2-1 | $ - | $ - | $ - | ||
| Gael Monfils | Fabio Fognini | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 84% | $ 1.19 | $ 5.81 | NOBET | 2-0 | $ - | $ - | $ - | |
| Robby Ginepri | Michael Llodra | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 52% | $ 1.73 | $ 2.27 | 2-0 | $ - | $ - | $ - | ||
| Robin Soderling | Florent Serra | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 78% | $ 1.21 | $ 5.46 | 2-0 | $ - | $ - | $ - | ||
| Philipp Kohlschreiber | Carlos Moya | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 51% | $ 1.56 | $ 2.69 | 2-0 | $ - | $190.51 | -$ 190.51 | ||
| Victor Hanescu | Dmitry Tursunov | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 28% | $ 3.80 | $ 1.32 | 2-1 | $ - | $ - | $ - | ||
| Marcel Granollers-Pujol | Paul-Henri Mathieu | Mutua Madrilena Masters Madrid - Madrid | 14/10/2008 | 23% | $ 4.46 | $ 1.27 | NOBET | 2-0 | $ - | $ - | $ - | |
| Simone Bolelli | Nicolas Almagro | Mutua Madrilena Masters Madrid - Madrid | 13/10/2008 | 55% | $ 2.24 | $ 1.75 | 2-0 | $179.28 | $ - | $ 222.31 | ||
| Tommy Robredo | Andreas Seppi | Mutua Madrilena Masters Madrid - Madrid | 13/10/2008 | 69% | $ 1.44 | $ 3.08 | 2-1 | $ - | $ - | $ - | ||
| Gilles Simon | Igor Andreev | Mutua Madrilena Masters Madrid - Madrid | 13/10/2008 | 64% | $ 1.83 | $ 2.10 | 2-1 | $209.78 | $ - | $ 174.12 | ||
| Mardy Fish | Steve Darcis | Mutua Madrilena Masters Madrid - Madrid | 13/10/2008 | 58% | $ 1.65 | $ 2.43 | NOBET | 2-0 | $ - | $ - | $ - | |
| Marin Cilic | Olivier Rochus | Mutua Madrilena Masters Madrid - Madrid | 13/10/2008 | 64% | $ 1.42 | $ 3.18 | 2-0 | $ - | $ - | $ - | ||
| $ - | $ - | $ - |