30‑Nov‑2009 | Salzburg CH | Hard | R16 | 146 | 76 | (3)Daniel Koellerer [AUT] d. Brown | 7-6(3) 0-6 6-4 | | | | | | | | | |
30‑Nov‑2009 | Salzburg CH | Hard | R32 | 146 | 148 | Brown d. Lukas Rosol [CZE] | 6-2 6-3 | | | | | | | | | |
23‑Nov‑2009 | Helsinki CH | Carpet | R16 | 153 | 225 | Niels Desein [BEL] d. Brown | 6-4 6-2 | | | | | | | | | |
23‑Nov‑2009 | Helsinki CH | Carpet | R32 | 153 | 111 | Brown d. (4)Kevin Kim [USA] | 6-2 6-2 | | | | | | | | | |
16‑Nov‑2009 | Bratislava CH | Hard | R16 | 157 | 443 | (Q)Rameez Junaid [AUS] d. Brown | 6-7(5) 7-6(5) 6-2 | | | | | | | | | |
16‑Nov‑2009 | Bratislava CH | Hard | R32 | 157 | 150 | Brown d. Lukas Rosol [CZE] | 6-2 7-5 | | | | | | | | | |
9‑Nov‑2009 | Aachen CH | Carpet | F | 180 | 97 | (1)Rajeev Ram [USA] d. Brown | 7-6(2) 6-7(5) 7-6(2) | | | | | | | | | |
9‑Nov‑2009 | Aachen CH | Carpet | SF | 180 | 220 | Brown d. Ruben Bemelmans [BEL] | 7-5 6-7(4) 7-5 | | | | | | | | | |
9‑Nov‑2009 | Aachen CH | Carpet | QF | 180 | 285 | Brown d. Simon Stadler [GER] | 6-4 7-6(3) | | | | | | | | | |
9‑Nov‑2009 | Aachen CH | Carpet | R16 | 180 | 315 | Brown d. Boris Pashanski [SRB] | 7-5 6-3 | | | | | | | | | |
9‑Nov‑2009 | Aachen CH | Carpet | R32 | 180 | 119 | Brown d. (2)Stefan Koubek [AUT] | 6-7(3) 6-4 6-2 | | | | | | | | | |
2‑Nov‑2009 | Eckental CH | Carpet | F | 203 | 123 | (2)Daniel Brands [GER] d. Brown | 6-4 6-4 | | | | | | | | | |
2‑Nov‑2009 | Eckental CH | Carpet | SF | 203 | 190 | Brown d. Dieter Kindlmann [GER] | 3-6 7-6(4) 7-6(5) | | | | | | | | | |
2‑Nov‑2009 | Eckental CH | Carpet | QF | 203 | 481 | Brown d. (WC)Peter Gojowczyk [GER] | 6-3 3-6 6-3 | | | | | | | | | |
2‑Nov‑2009 | Eckental CH | Carpet | R16 | 203 | 206 | Brown d. Andrea Arnaboldi [ITA] | 6-2 6-4 | | | | | | | | | |
2‑Nov‑2009 | Eckental CH | Carpet | R32 | 203 | 115 | Brown d. (1)Stefan Koubek [AUT] | 3-6 6-4 6-1 | | | | | | | | | |
19‑Oct‑2009 | Stockholm | Hard | Q1 | 208 | 388 | Bjorn Rehnquist [SWE] d. (5)Brown | 7-6(4) 3-6 6-4 | | | | | | | | | |
12‑Oct‑2009 | Kolding CH | Hard | R32 | 210 | 175 | (8)Ruben Bemelmans [BEL] d. Brown | 7-5 6-3 | | | | | | | | | |
5‑Oct‑2009 | Tarragona CH | Clay | R32 | 212 | 142 | (8)Lamine Ouahab [ALG] d. Brown | 6-3 2-6 6-4 | | | | | | | | | |
21‑Sep‑2009 | Ljubljana CH | Clay | R16 | 217 | 472 | Enrico Burzi [ITA] d. Brown | 6-0 6-4 | | | | | | | | | |
21‑Sep‑2009 | Ljubljana CH | Clay | R32 | 217 | 366 | Brown d. Marcin Gawron [POL] | 6-3 5-7 6-4 | | | | | | | | | |
14‑Sep‑2009 | Banja Luka CH | Clay | R32 | 219 | 138 | (2)Ivan Navarro [ESP] d. Brown | 6-4 6-3 | | | | | | | | | |
31‑Aug‑2009 | Freudenstadt CH | Clay | R16 | 236 | 113 | (1)Florian Mayer [GER] d. Brown | 6-0 6-3 | | | | | | | | | |
31‑Aug‑2009 | Freudenstadt CH | Clay | R32 | 236 | 1220 | Brown d. Jerome Haehnel [FRA] | 7-6(4) 7-5 | | | | | | | | | |
24‑Aug‑2009 | Almaty CH | Hard | F | 273 | 232 | (3)Ivan Sergeyev [UKR] d. (4)Brown | 6-3 5-7 6-4 | | | | | | | | | |
24‑Aug‑2009 | Almaty CH | Hard | SF | 273 | 326 | (4)Brown d. Ilya Belyaev [RUS] | 2-6 6-2 6-4 | | | | | | | | | |
24‑Aug‑2009 | Almaty CH | Hard | QF | 273 | 527 | (4)Brown d. (Q)Mikhail Ledovskikh [RUS] | 4-6 6-4 6-0 | | | | | | | | | |
24‑Aug‑2009 | Almaty CH | Hard | R16 | 273 | 336 | (4)Brown d. Guillermo Alcaide [ESP] | 6-3 6-2 | | | | | | | | | |
24‑Aug‑2009 | Almaty CH | Hard | R32 | 273 | 341 | (4)Brown d. David Goffin [BEL] | 5-7 6-2 7-6(2) | | | | | | | | | |
17‑Aug‑2009 | Karshi CH | Hard | QF | 274 | 526 | (Q)Ricardas Berankis [LTU] d. Brown | 7-6(5) 3-6 6-3 | | | | | | | | | |
17‑Aug‑2009 | Karshi CH | Hard | R16 | 274 | 344 | Brown d. David Goffin [BEL] | 7-5 6-3 | | | | | | | | | |
17‑Aug‑2009 | Karshi CH | Hard | R32 | 274 | 351 | Brown d. Ti Chen [TPE] | 7-6(3) 6-3 | | | | | | | | | |
10‑Aug‑2009 | Samarkand CH | Clay | F | 380 | 267 | Brown d. (5)Jonathan Dasnieres De Veigy [FRA] | 7-6(3) 6-3 | | | | | | | | | |
10‑Aug‑2009 | Samarkand CH | Clay | SF | 380 | 399 | Brown d. Evgeny Kirillov [RUS] | 6-4 6-2 | | | | | | | | | |
10‑Aug‑2009 | Samarkand CH | Clay | QF | 380 | 366 | Brown d. David Goffin [BEL] | 6-2 6-7(4) 7-5 | | | | | | | | | |
10‑Aug‑2009 | Samarkand CH | Clay | R16 | 380 | 508 | Brown d. (Q)Woong Sun Jun [KOR] | 6-4 7-5 | | | | | | | | | |
10‑Aug‑2009 | Samarkand CH | Clay | R32 | 380 | 518 | Brown d. (Q)Patrick Taubert [GER] | 6-4 6-4 | | | | | | | | | |
26‑Jul‑2009 | Gstaad | Clay | Q3 | 398 | 119 | (1)Thomaz Bellucci [BRA] d. (8)Brown | 6-4 3-1 RET | | | | | | | | | |
26‑Jul‑2009 | Gstaad | Clay | Q2 | 398 | 623 | (8)Brown d. Julio Peralta [CHI] | 7-6(3) 6-1 | | | | | | | | | |
6‑Jul‑2009 | Oberstaufen CH | Clay | R32 | 400 | 608 | (WC)Marcel Zimmermann [GER] d. (Q)Brown | 1-6 6-3 6-1 | | | | | | | | | |
22‑Jun‑2009 | Germany F7 | Clay | R16 | 372 | 687 | Marius Zay [GER] d. (2)Brown | 6-3 6-4 | | | | | | | | | |
22‑Jun‑2009 | Germany F7 | Clay | R32 | 372 | | (2)Brown d. (WC)Tobias Wernet [GER] | 6-4 3-6 6-2 | | | | | | | | | |
15‑Jun‑2009 | Germany F6 | Clay | R32 | 369 | 460 | (Q)Bastian Knittel [GER] d. (6)Brown | 6-3 6-7(4) 6-2 | | | | | | | | | |
1‑Jun‑2009 | Furth CH | Clay | R32 | 460 | 206 | (Q)Peter Luczak [AUS] d. Brown | 6-2 6-1 | | | | | | | | | |
25‑May‑2009 | Karlsruhe CH | Clay | F | 460 | 205 | Florian Mayer [GER] d. (Q)Brown | 6-2 6-4 | | | | | | | | | |
25‑May‑2009 | Karlsruhe CH | Clay | SF | 460 | 221 | (Q)Brown d. Dominik Meffert [GER] | 7-6(6) 6-3 | | | | | | | | | |
25‑May‑2009 | Karlsruhe CH | Clay | QF | 460 | 244 | (Q)Brown d. Niels Desein [BEL] | 2-6 7-6(7) 6-3 | | | | | | | | | |
25‑May‑2009 | Karlsruhe CH | Clay | R16 | 460 | 177 | (Q)Brown d. (6)Juan Pablo Brzezicki [ARG] | 6-4 2-6 6-3 | | | | | | | | | |
25‑May‑2009 | Karlsruhe CH | Clay | R32 | 460 | 204 | (Q)Brown d. Dieter Kindlmann [GER] | 7-6(7) 6-7(4) 6-3 | | | | | | | | | |
16‑Mar‑2009 | Switzerland F3 | Carpet | F | 442 | 556 | (3)Brown d. (Q)Miloslav Mecir Jr [SVK] | 3-6 6-4 7-6(6) | | | | | | | | | |
16‑Mar‑2009 | Switzerland F3 | Carpet | SF | 442 | 415 | (3)Brown d. (2)Philipp Oswald [AUT] | 6-4 7-6(6) | | | | | | | | | |
16‑Mar‑2009 | Switzerland F3 | Carpet | QF | 442 | 652 | (3)Brown d. Pirmin Haenle [GER] | 7-6(3) 6-3 | | | | | | | | | |
16‑Mar‑2009 | Switzerland F3 | Carpet | R16 | 442 | 602 | (3)Brown d. Jurgen Zopp [EST] | 6-2 7-6(6) | | | | | | | | | |
16‑Mar‑2009 | Switzerland F3 | Carpet | R32 | 442 | 539 | (3)Brown d. Robin Roshardt [SUI] | 7-6(5) 6-3 | | | | | | | | | |
9‑Mar‑2009 | Switzerland F2 | Carpet | R32 | 442 | 711 | (WC)Nicolas Reissig [AUT] d. (3)Brown | 6-4 7-6(4) | | | | | | | | | |
2‑Mar‑2009 | Switzerland F1 | Carpet | R32 | 443 | 613 | Mathieu Guenat [SUI] d. (2)Brown | 6-3 3-6 6-2 | | | | | | | | | |
23‑Feb‑2009 | Wolfsburg CH | Carpet | R16 | 452 | 262 | Stefano Galvani [ITA] d. (Q)Brown | 6-4 3-6 6-3 | | | | | | | | | |
23‑Feb‑2009 | Wolfsburg CH | Carpet | R32 | 452 | 174 | (Q)Brown d. (4)Adrian Cruciat [ROU] | 6-4 6-4 | | | | | | | | | |
2‑Feb‑2009 | Spain F4 | Clay | QF | 465 | 151 | (1)Pere Riba [ESP] d. (8)Brown | 6-4 6-1 | | | | | | | | | |
2‑Feb‑2009 | Spain F4 | Clay | R16 | 465 | 652 | (8)Brown d. Marius Zay [GER] | 6-4 6-4 | | | | | | | | | |
2‑Feb‑2009 | Spain F4 | Clay | R32 | 465 | 838 | (8)Brown d. Javier Marti [ESP] | 6-3 6-2 | | | | | | | | | |
26‑Jan‑2009 | Spain F3 | Clay | F | 494 | 326 | (2)Javier Genaro Martinez [ESP] d. (8)Brown | 6-4 6-4 | | | | | | | | | |
26‑Jan‑2009 | Spain F3 | Clay | SF | 494 | 442 | (8)Brown d. (7)Sergio Gutierrez Ferrol [ESP] | 7-6(1) 6-2 | | | | | | | | | |
26‑Jan‑2009 | Spain F3 | Clay | QF | 494 | 1270 | (8)Brown d. (Q)David Estruch [ESP] | 6-4 7-6(4) | | | | | | | | | |
26‑Jan‑2009 | Spain F3 | Clay | R16 | 494 | 1333 | (8)Brown d. (Q)Jan Tavcar [SLO] | 6-4 7-5 | | | | | | | | | |
26‑Jan‑2009 | Spain F3 | Clay | R32 | 494 | 512 | (8)Brown d. Pablo Martin Adalia [ESP] | 3-6 6-3 6-4 | | | | | | | | | |
19‑Jan‑2009 | Spain F2 | Clay | F | 494 | 758 | (Q)Andoni Vivanco Guzman [ESP] d. Brown | 6-7(4) 7-5 7-6(4) | | | | | | | | | |
19‑Jan‑2009 | Spain F2 | Clay | SF | 494 | 347 | Brown d. (2)Inigo Cervantes Huegun [ESP] | 7-6(7) 4-6 6-4 | | | | | | | | | |
19‑Jan‑2009 | Spain F2 | Clay | QF | 494 | 900 | Brown d. (Q)Marcelo Palacios Siegenthale [ESP] | 4-6 7-6(2) 6-4 | | | | | | | | | |
19‑Jan‑2009 | Spain F2 | Clay | R16 | 494 | 448 | Brown d. (6)Albert Ramos [ESP] | 6-4 6-4 | | | | | | | | | |
19‑Jan‑2009 | Spain F2 | Clay | R32 | 494 | 987 | Brown d. (Q)Stephane Piro [FRA] | 7-5 6-2 | | | | | | | | | |
12‑Jan‑2009 | Spain F1 | Clay | R32 | 493 | 617 | Marius Zay [GER] d. (6)Brown | 6-3 6-4 | | | | | | | | | |