Roger Federer has lost 251 matches throughout his professional career (he has won 1,149), and 19 of these losses, including his defeat in Indian Wells on Sunday, have come after him having match points. 1) Tim Henman d. Roger Federer 2-6, 7-6, 6-3, 2000 Vienna semi-finals (two match points) The 18-year-old Swiss was coming from his wins over Magnus Norman and Richard Krajicek.
He was confident, but faced an experienced player like Henman. On 6-2, 6-5, with Henman serving, Federer wasted two consecutive match points. He was seeking his second career final ever. 2) Patrick Rafter d. Roger Federer 4-6, 7-6, 7-6, 2001 Halle quarter-finals (one match point) Down 6-4, 6-5, Rafter hit a great first serve to save match point.
In the third set tie-break, he was in control and reached the semi-finals where he lost to Fabrice Santoro.