lead 3–2 and win the set 6–4. The Swiss continued his domination early in the second set, breaking to 2–1, before Simon broke back to even the score. Both players held their serve until the last game, when the Frenchman, taking advantage of Federer's repeated forehand errors, broke to a 6–4 victory. Federer's errors kept on going, as Simon tightened his game, breaking the Swiss one more time, and clinching a 4–6, 6–4, 6–3 comeback victory, repeat of his first Toronto Masters win over Federer. The loss was Federer's fourth in his seven-year, thirty-matches Masters Cup history, and marked the second time he started the tournament with a round robin loss, after his defeat by Fernando González in 2007. The second match was set to be the first complete encounter of Andy Murray and Andy Roddick since a Memphis semifinal (won by Roddick), after a Miami Masters quarterfinal (Roddick retired) and a Queen's Club quarterfinal (Murray withdrew). In Shanghai, Murray converted his first break opportunities to win the first set 6–4. Roddick struck back in the second set, dominating the game to a 5–0 lead, closing on the set 6–1. The final set followed exactly the same pattern, with Murray taking the lead this time, to claim victory on the score of 6–4, 1–6, 6–1. Day 3 In the doubles' Red Group matches, on November 11, Pablo Cuevas and Luis Horna recorded their first Masters Cup win, and their second hard court win together, against South Africans Jeff Coetzee and Wesley Moodie, in the two teams' first ever meeting. Despite being broken once, the South American French Open champions dominated the first set, breaking three times themselves to win it 6–2. Both pairs held their serve in the second set, with Coetzee and Moodie taking the tie-break 7–2. The eighth seeds eventually claimed victory after clinching a close match tie-break, on the final score of 6–2, 6–7, [11–9], eliminating Coetzee and Moodie from the tournament. In the other encounter of the day, Bob and Mike Bryan scored their second victory in the round robin, defeating Mahesh Bhupathi and Mark Knowles for the third straight time in four meetings in 2008. The Americans snatched the first set 7–5 with a late break, before their opponents took the second set, breaking the Bryans twice to a 6–3 victory. As they did in their first round robin match, Bob and Mike Bryan edged