| Winner | Loser | Tournament | Date | Prob | Odds1 | Odds2 | Warning1 | Warning2 | Sets | $Bet1 | $Bet2 | Profit |
| Roger Federer | Rafael Nadal | Mutua Madrilena Masters Madrid - Madrid | 17/05/2009 | 16% | $ 3.54 | $ 1.36 | 2-0 | $ - | $396.99 | -$396.99 | ||
| Martin Vassallo Arguello | Christophe Rochus | Interwetten Austrian Open - Kitzbuhel | 17/05/2009 | 55% | $ 1.01 | $ 1.01 | NOBET1 | NOBET1 | 2-0 | $ - | $ - | $ - |
| Guillermo Garcia-Lopez | Bjorn Phau | Interwetten Austrian Open - Kitzbuhel | 17/05/2009 | 45% | $ 1.01 | $ 1.01 | NOBET3 | 2-0 | $ - | $ - | $ - | |
| Robin Vik | Julien Benneteau | Interwetten Austrian Open - Kitzbuhel | 17/05/2009 | 38% | $ 1.01 | $ 1.01 | 2-0 | $ - | $ - | $ - | ||
| Nicolas Lapentti | Paul Capdeville | Interwetten Austrian Open - Kitzbuhel | 17/05/2009 | 56% | $ 1.01 | $ 1.01 | Void | $ - | $ - | $ - | ||
| Ruben Ramirez-Hidalgo | Louk Sorensen | Interwetten Austrian Open - Kitzbuhel | 17/05/2009 | 56% | $ 1.01 | $ 1.01 | 2-0 | $ - | $ - | $ - | ||
| Juan Ignacio Chela | Denys Molchanov | Interwetten Austrian Open - Kitzbuhel | 17/05/2009 | 92% | $ 1.01 | $ 1.01 | 2-0 | $ - | $ - | $ - | ||
| Alexander Peya | Jan Hajek | Interwetten Austrian Open - Kitzbuhel | 17/05/2009 | 54% | $ 1.01 | $ 1.01 | 2-0 | $ - | $ - | $ - | ||
| Mario Ancic | Evgeny Donskoy | Interwetten Austrian Open - Kitzbuhel | 17/05/2009 | 89% | $ 1.01 | $ 1.01 | 2-0 | $ - | $ - | $ - | ||
| Roger Federer | Juan Martin Del Potro | Mutua Madrilena Masters Madrid - Madrid | 16/05/2009 | 64% | $ 1.41 | $ 3.25 | 2-0 | $ - | $ - | $ - | ||
| Rafael Nadal | Novak Djokovic | Mutua Madrilena Masters Madrid - Madrid | 16/05/2009 | 76% | $ 1.16 | $ 6.80 | 2-1 | $ - | $ - | $ - | ||
| Novak Djokovic | Ivan Ljubicic | Mutua Madrilena Masters Madrid - Madrid | 15/05/2009 | 82% | $ 1.10 | $ 9.00 | 2-0 | $ - | $ - | $ - | ||
| Roger Federer | Andy Roddick | Mutua Madrilena Masters Madrid - Madrid | 15/05/2009 | 84% | $ 1.10 | $ 9.00 | 2-1 | $ - | $ - | $ - | ||
| Juan Martin Del Potro | Stanislas Wawrinka | Mutua Madrilena Masters Madrid - Madrid | 14/05/2009 | 59% | $ 1.55 | $ 2.73 | 2-1 | $ - | $ - | $ - | ||
| Novak Djokovic | Andreas Seppi | Mutua Madrilena Masters Madrid - Madrid | 14/05/2009 | 81% | $ 1.07 | $13.00 | 2-0 | $ - | $ - | $ - | ||
| Roger Federer | James Blake | Mutua Madrilena Masters Madrid - Madrid | 14/05/2009 | 85% | $ 1.11 | $ 8.75 | 2-0 | $ - | $ - | $ - | ||
| Andy Murray | Tommy Robredo | Mutua Madrilena Masters Madrid - Madrid | 14/05/2009 | 54% | $ 1.29 | $ 4.13 | 2-0 | $ - | $283.32 | -$283.32 | ||
| Nikolay Davydenko | Florent Serra | Mutua Madrilena Masters Madrid - Madrid | 13/05/2009 | 66% | $ 1.27 | $ 4.35 | 2-0 | $ - | $143.28 | -$143.28 | ||
| Andy Roddick | Tommy Haas | Mutua Madrilena Masters Madrid - Madrid | 13/05/2009 | 71% | $ 1.66 | $ 2.51 | 2-1 | $266.05 | $ - | $175.59 | ||
| Stanislas Wawrinka | Jeremy Chardy | Mutua Madrilena Masters Madrid - Madrid | 13/05/2009 | 68% | $ 1.43 | $ 3.14 | 2-0 | $ - | $ - | $ - | ||
| Juan Martin Del Potro | Tomas Berdych | Mutua Madrilena Masters Madrid - Madrid | 13/05/2009 | 65% | $ 1.54 | $ 2.75 | Void | $ - | $ - | $ - | ||
| Gilles Simon | Fabio Fognini | Mutua Madrilena Masters Madrid - Madrid | 13/05/2009 | 70% | $ 1.35 | $ 3.66 | 2-0 | $ - | $ - | $ - | ||
| Andreas Seppi | Sam Querrey | Mutua Madrilena Masters Madrid - Madrid | 13/05/2009 | 57% | $ 1.66 | $ 2.41 | 2-1 | $ - | $ - | $ - | ||
| Novak Djokovic | Oscar Hernandez | Mutua Madrilena Masters Madrid - Madrid | 13/05/2009 | 83% | $ 1.06 | $14.00 | 2-0 | $ - | $ - | $ - | ||
| Juan Monaco | David Ferrer | Mutua Madrilena Masters Madrid - Madrid | 13/05/2009 | 55% | $ 2.61 | $ 1.59 | 2-0 | $262.40 | $ - | $422.47 | ||
| Philipp Kohlschreiber | Marin Cilic | Mutua Madrilena Masters Madrid - Madrid | 13/05/2009 | 38% | $ 2.34 | $ 1.69 | 2-1 | $ - | $ - | $ - | ||
| Rafael Nadal | Jurgen Melzer | Mutua Madrilena Masters Madrid - Madrid | 13/05/2009 | 95% | $ 1.01 | $56.00 | 2-0 | $ - | $ - | $ - | ||
| James Blake | Ivo Karlovic | Mutua Madrilena Masters Madrid - Madrid | 13/05/2009 | 52% | $ 1.65 | $ 2.35 | 2-1 | $ - | $ - | $ - | ||
| Fernando Verdasco | Juan Carlos Ferrero | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 65% | $ 1.27 | $ 4.37 | 2-0 | $ - | $161.96 | -$161.96 | ||
| Andy Murray | Simone Bolelli | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 78% | $ 1.17 | $ 6.40 | 2-0 | $ - | $ - | $ - | ||
| Ivan Ljubicic | Jo-Wilfried Tsonga | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 42% | $ 2.71 | $ 1.55 | 2-0 | $ - | $ - | $ - | ||
| Tommy Robredo | Mardy Fish | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 68% | $ 1.42 | $ 3.16 | 2-1 | $ - | $ - | $ - | ||
| Roger Federer | Robin Soderling | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 75% | $ 1.14 | $ 7.35 | 2-0 | $ - | $ - | $ - | ||
| James Blake | Victor Hanescu | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 52% | $ 1.61 | $ 2.54 | NOBET3 | 2-0 | $ - | $ - | $ - | |
| Ivo Karlovic | Julien Benneteau | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 58% | $ 1.64 | $ 2.46 | 2-1 | $ - | $ - | $ - | ||
| Nikolay Davydenko | Viktor Troicki | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 64% | $ 1.27 | $ 4.40 | 2-0 | $ - | $171.29 | -$171.29 | ||
| Jeremy Chardy | Jose Acasuso | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 48% | $ 1.65 | $ 2.45 | 2-0 | $ - | $192.60 | -$192.60 | ||
| Tomas Berdych | Guillermo Garcia-Lopez | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 65% | $ 1.33 | $ 3.72 | 2-0 | $ - | $117.11 | -$117.11 | ||
| Jurgen Melzer | Albert Montanes | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 39% | $ 1.92 | $ 1.99 | 2-1 | $ - | $222.95 | -$222.95 | ||
| Fabio Fognini | Paul-Henri Mathieu | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 41% | $ 2.58 | $ 1.60 | Void | $ - | $ - | $ - | ||
| Andreas Seppi | Eduardo Schwank | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 68% | $ 1.59 | $ 2.60 | 2-0 | $126.12 | $ - | $ 74.41 | ||
| Marin Cilic | Marcel Granollers | Mutua Madrilena Masters Madrid - Madrid | 12/05/2009 | 73% | $ 1.25 | $ 4.63 | 2-1 | $ - | $ - | $ - | ||
| Philipp Kohlschreiber | Nicolas Almagro | Mutua Madrilena Masters Madrid - Madrid | 11/05/2009 | 50% | $ 2.42 | $ 1.66 | 2-0 | $153.84 | $ - | $218.45 | ||
| David Ferrer | Guillermo Canas | Mutua Madrilena Masters Madrid - Madrid | 11/05/2009 | 84% | $ 1.19 | $ 5.75 | 2-0 | $ - | $ - | $ - | ||
| Oscar Hernandez | Martin Vassallo Arguello | Mutua Madrilena Masters Madrid - Madrid | 11/05/2009 | 49% | $ 1.59 | $ 2.60 | NOBET1 | 2-0 | $ - | $ - | $ - | |
| Jo-Wilfried Tsonga | Marat Safin | Mutua Madrilena Masters Madrid - Madrid | 11/05/2009 | 55% | $ 1.66 | $ 2.42 | 2-0 | $ - | $ - | $ - | ||
| Ivan Ljubicic | Teimuraz Gabashvili | Mutua Madrilena Masters Madrid - Madrid | 11/05/2009 | 65% | $ 1.50 | $ 2.85 | 2-0 | $ - | $ - | $ - | ||
| Mardy Fish | Janko Tipsarevic | Mutua Madrilena Masters Madrid - Madrid | 11/05/2009 | 32% | $ 2.31 | $ 1.71 | 2-0 | $ - | $221.92 | -$221.92 | ||
| Florent Serra | Rainer Schuettler | Mutua Madrilena Masters Madrid - Madrid | 11/05/2009 | 84% | $ 1.30 | $ 4.05 | 2-0 | $328.09 | $ - | $ 98.43 | ||
| Robin Soderling | Igor Andreev | Mutua Madrilena Masters Madrid - Madrid | 11/05/2009 | 63% | $ 1.71 | $ 2.30 | NOBET3 | 2-0 | $115.75 | $ - | $ 82.18 | |
| Tommy Haas | Ernests Gulbis | Mutua Madrilena Masters Madrid - Madrid | 11/05/2009 | 35% | $ 1.81 | $ 2.14 | 2-1 | $ - | $337.26 | -$337.26 | ||
| Simone Bolelli | Juan Ignacio Chela | Mutua Madrilena Masters Madrid - Madrid | 11/05/2009 | 54% | $ 2.02 | $ 1.89 | 2-0 | $ 85.07 | $ - | $ 86.77 | ||
| Stanislas Wawrinka | Marco Crugnola | Mutua Madrilena Masters Madrid - Madrid | 11/05/2009 | 89% | $ 1.09 | $10.00 | 2-0 | $ - | $ - | $ - | ||
| $ - | $ - | $ - |