30‑Nov‑2009 | Salzburg CH | Hard | R32 | 207 | 100 | (7)Michael Berrer [GER] d. Oswald | 6-4 6-4 | | | | | | | | | |
23‑Nov‑2009 | Toyota CH | Carpet | QF | 214 | 261 | Simon Stadler [GER] d. (6)Oswald | 6-4 3-6 6-3 | | | | | | | | | |
23‑Nov‑2009 | Toyota CH | Carpet | R16 | 214 | 325 | (6)Oswald d. Goran Tosic [MNE] | 6-7(7) 6-4 6-4 | | | | | | | | | |
23‑Nov‑2009 | Toyota CH | Carpet | R32 | 214 | 820 | (6)Oswald d. (WC)Arata Onozawa [JPN] | 6-2 7-6(5) | | | | | | | | | |
16‑Nov‑2009 | Yokohama CH | Hard | SF | 235 | 339 | Takao Suzuki [JPN] d. (5)Oswald | 7-5 6-1 | | | | | | | | | |
16‑Nov‑2009 | Yokohama CH | Hard | QF | 235 | 181 | (5)Oswald d. (3)Dieter Kindlmann [GER] | 6-4 6-4 | | | | | | | | | |
16‑Nov‑2009 | Yokohama CH | Hard | R16 | 235 | 447 | (5)Oswald d. Hiroki Moriya [JPN] | 6-3 6-4 | | | | | | | | | |
16‑Nov‑2009 | Yokohama CH | Hard | R32 | 235 | 230 | (5)Oswald d. (Q)Alexander Kudryavtsev [RUS] | 6-3 RET | | | | | | | | | |
9‑Nov‑2009 | Jersey2 CH | Carpet | R32 | 235 | 194 | (5)Stephane Bohli [SUI] d. Oswald | 6-4 7-6(6) | | | | | | | | | |
2‑Nov‑2009 | Eckental CH | Carpet | R16 | 242 | 481 | (WC)Peter Gojowczyk [GER] d. Oswald | 6-2 3-6 7-5 | | | | | | | | | |
2‑Nov‑2009 | Eckental CH | Carpet | R32 | 242 | 259 | Oswald d. Martin Fischer [AUT] | 6-1 6-2 | | | | | | | | | |
12‑Oct‑2009 | Kolding CH | Hard | R32 | 249 | 218 | Niels Desein [BEL] d. Oswald | 4-6 7-6(5) 6-3 | | | | | | | | | |
5‑Oct‑2009 | Tarragona CH | Clay | R32 | 251 | 208 | Antonio Veic [CRO] d. (LL)Oswald | 6-2 6-4 | | | | | | | | | |
21‑Sep‑2009 | Palermo CH | Clay | R32 | 255 | 438 | (Q)Reda El Amrani [MAR] d. Oswald | 4-6 6-4 6-2 | | | | | | | | | |
14‑Sep‑2009 | Todi CH | Clay | R16 | 267 | 195 | David Marrero [ESP] d. Oswald | 7-5 6-4 | | | | | | | | | |
14‑Sep‑2009 | Todi CH | Clay | R32 | 267 | 166 | Oswald d. (2)Flavio Cipolla [ITA] | 7-6(8) 6-2 | | | | | | | | | |
31‑Aug‑2009 | Freudenstadt CH | Clay | R16 | 284 | 502 | (WC)Nils Langer [GER] d. Oswald | 6-2 6-4 | | | | | | | | | |
31‑Aug‑2009 | Freudenstadt CH | Clay | R32 | 284 | 589 | Oswald d. (WC)Cedrik Marcel Stebe [GER] | 6-3 6-2 | | | | | | | | | |
24‑Aug‑2009 | Manerbio CH | Clay | R32 | 277 | 166 | (5)Eduardo Schwank [ARG] d. Oswald | 6-2 3-6 6-3 | | | | | | | | | |
17‑Aug‑2009 | Geneva CH | Clay | SF | 302 | 318 | Benjamin Balleret [MON] d. Oswald | 7-5 6-2 | | | | | | | | | |
17‑Aug‑2009 | Geneva CH | Clay | QF | 302 | 440 | Oswald d. (WC)Evgeny Donskoy [RUS] | 7-6(3) 4-6 7-6(10) | | | | | | | | | |
17‑Aug‑2009 | Geneva CH | Clay | R16 | 302 | 225 | Oswald d. Matthias Bachinger [GER] | 7-6(1) 6-7(3) 6-3 | | | | | | | | | |
17‑Aug‑2009 | Geneva CH | Clay | R32 | 302 | 166 | Oswald d. (3)Jiri Vanek [CZE] | 6-3 6-1 | | | | | | | | | |
10‑Aug‑2009 | Italy F23 | Clay | F | 308 | 326 | (4)Martin Klizan [SVK] d. (2)Oswald | 6-3 6-4 | | | | | | | | | |
10‑Aug‑2009 | Italy F23 | Clay | SF | 308 | 357 | (2)Oswald d. (7)Leonardo Tavares [POR] | 4-6 6-1 7-5 | | | | | | | | | |
10‑Aug‑2009 | Italy F23 | Clay | QF | 308 | 1204 | (2)Oswald d. (WC)Alessandro Giannessi [ITA] | 6-3 7-6(4) | | | | | | | | | |
10‑Aug‑2009 | Italy F23 | Clay | R16 | 308 | 378 | (2)Oswald d. Kristijan Mesaros [CRO] | 6-1 6-7(3) 7-6(3) | | | | | | | | | |
10‑Aug‑2009 | Italy F23 | Clay | R32 | 308 | 1443 | (2)Oswald d. (Q)Cristian Rodriguez [COL] | 6-1 7-5 | | | | | | | | | |
27‑Jul‑2009 | Tampere CH | Clay | R16 | 319 | 256 | Thiemo De Bakker [NED] d. Oswald | 3-6 6-2 7-6(1) | | | | | | | | | |
27‑Jul‑2009 | Tampere CH | Clay | R32 | 319 | 171 | Oswald d. (4)Stephane Robert [FRA] | 6-7(3) 7-6(3) 6-3 | | | | | | | | | |
13‑Jul‑2009 | Austria F5 | Clay | R16 | 302 | 1865 | (Q)Nicola Ghedin [ITA] d. (1)Oswald | 6-4 2-6 6-4 | | | | | | | | | |
13‑Jul‑2009 | Austria F5 | Clay | R32 | 302 | 619 | (1)Oswald d. Marc Andre Stratling [GER] | 7-5 6-3 | | | | | | | | | |
15‑Jun‑2009 | Italy F15 | Clay | F | 368 | 654 | (4)Oswald d. Antonio Comporto [ITA] | 6-3 6-3 | | | | | | | | | |
15‑Jun‑2009 | Italy F15 | Clay | SF | 368 | 359 | (4)Oswald d. (2)Dusan Lojda [CZE] | 7-6(2) 6-2 | | | | | | | | | |
15‑Jun‑2009 | Italy F15 | Clay | QF | 368 | 848 | (4)Oswald d. (Q)Michal Pazicky [SVK] | 7-6(6) 7-5 | | | | | | | | | |
15‑Jun‑2009 | Italy F15 | Clay | R16 | 368 | 1457 | (4)Oswald d. (LL)Alessandro Giannessi [ITA] | 6-1 6-3 | | | | | | | | | |
15‑Jun‑2009 | Italy F15 | Clay | R32 | 368 | 794 | (4)Oswald d. Giulio Torroni [ITA] | 6-2 6-0 | | | | | | | | | |
8‑Jun‑2009 | Italy F14 | Clay | SF | 399 | 633 | Andrey Kuznetsov [RUS] d. (5)Oswald | 3-6 6-3 6-2 | | | | | | | | | |
8‑Jun‑2009 | Italy F14 | Clay | QF | 399 | 574 | (5)Oswald d. Cesar Ferrer Victoria [ESP] | 7-6(4) 6-1 | | | | | | | | | |
8‑Jun‑2009 | Italy F14 | Clay | R16 | 399 | 735 | (5)Oswald d. Oscar Sabate Bretos [ESP] | 3-6 6-4 6-3 | | | | | | | | | |
8‑Jun‑2009 | Italy F14 | Clay | R32 | 399 | 870 | (5)Oswald d. (Q)Juho Paukku [FIN] | 6-3 6-7(6) 6-2 | | | | | | | | | |
1‑Jun‑2009 | Italy F13 | Clay | F | 405 | 382 | (6)Oswald d. (5)Juan Sebastian Cabal [COL] | 6-3 1-6 6-2 | | | | | | | | | |
1‑Jun‑2009 | Italy F13 | Clay | SF | 405 | 528 | (6)Oswald d. (8)Tim Goransson [SWE] | 7-6(5) 2-6 6-3 | | | | | | | | | |
1‑Jun‑2009 | Italy F13 | Clay | QF | 405 | 262 | (6)Oswald d. (1)Diego Alvarez [ARG] | 7-6(3) 6-4 | | | | | | | | | |
1‑Jun‑2009 | Italy F13 | Clay | R16 | 405 | 755 | (6)Oswald d. Alberto Giraudo [ITA] | 6-3 6-0 | | | | | | | | | |
1‑Jun‑2009 | Italy F13 | Clay | R32 | 405 | | (6)Oswald d. (Q)Lorenzo Di Giovanni [ITA] | 6-3 6-2 | | | | | | | | | |
17‑May‑2009 | Kitzbuhel | Clay | Q1 | 404 | 45 | (2)Julien Benneteau [FRA] d. Oswald | 6-4 3-6 6-3 | | | | | | | | | |
3‑May‑2009 | Munich | Clay | Q2 | 410 | 159 | (6)Amer Delic [BIH] d. Oswald | 7-6(5) 7-5 | | | | | | | | | |
3‑May‑2009 | Munich | Clay | Q1 | 410 | | Oswald d. (WC)Philippe Schneider [GER] | 6-4 6-4 | | | | | | | | | |
16‑Mar‑2009 | Switzerland F3 | Carpet | SF | 415 | 442 | (3)Dustin Brown [GER] d. (2)Oswald | 6-4 7-6(6) | | | | | | | | | |
16‑Mar‑2009 | Switzerland F3 | Carpet | QF | 415 | 582 | (2)Oswald d. Pierrick Ysern [FRA] | 6-3 6-3 | | | | | | | | | |
16‑Mar‑2009 | Switzerland F3 | Carpet | R16 | 415 | 1392 | (2)Oswald d. (Q)Henri Laaksonen [SUI] | 6-2 6-4 | | | | | | | | | |
16‑Mar‑2009 | Switzerland F3 | Carpet | R32 | 415 | | (2)Oswald d. (Q)Pierre Hugues Herbert [FRA] | 6-3 6-2 | | | | | | | | | |
9‑Mar‑2009 | Switzerland F2 | Carpet | F | 415 | 602 | Jurgen Zopp [EST] d. (2)Oswald | 6-3 6-7(5) 6-3 | | | | | | | | | |
9‑Mar‑2009 | Switzerland F2 | Carpet | SF | 415 | 664 | (2)Oswald d. (WC)Alexander Sadecky [SUI] | 7-6(5) 6-3 | | | | | | | | | |
9‑Mar‑2009 | Switzerland F2 | Carpet | QF | 415 | 615 | (2)Oswald d. Marius Copil [ROU] | 6-4 7-6(4) | | | | | | | | | |
9‑Mar‑2009 | Switzerland F2 | Carpet | R16 | 415 | 571 | (2)Oswald d. Michal Tabara [CZE] | 6-3 6-2 | | | | | | | | | |
9‑Mar‑2009 | Switzerland F2 | Carpet | R32 | 415 | 798 | (2)Oswald d. (Q)Peter Torebko [GER] | 3-6 6-3 7-5 | | | | | | | | | |
2‑Mar‑2009 | Switzerland F1 | Carpet | SF | 421 | 877 | (LL)Nils Langer [GER] d. (1)Oswald | 6-4 3-6 6-3 | | | | | | | | | |
2‑Mar‑2009 | Switzerland F1 | Carpet | QF | 421 | 579 | (1)Oswald d. (8)Michal Tabara [CZE] | 6-4 6-2 | | | | | | | | | |
2‑Mar‑2009 | Switzerland F1 | Carpet | R16 | 421 | 800 | (1)Oswald d. (WC)Adrien Bossel [SUI] | 6-0 7-6(4) | | | | | | | | | |
2‑Mar‑2009 | Switzerland F1 | Carpet | R32 | 421 | | (1)Oswald d. (Q)Gerald Kamitz [AUT] | 6-4 6-4 | | | | | | | | | |
23‑Feb‑2009 | Besancon CH | Hard | R16 | 406 | 114 | (4)Kristof Vliegen [BEL] d. (Q)Oswald | 6-4 7-6(2) | | | | | | | | | |
23‑Feb‑2009 | Besancon CH | Hard | R32 | 406 | 156 | (Q)Oswald d. Benedikt Dorsch [GER] | 6-2 6-1 | | | | | | | | | |
16‑Feb‑2009 | Italy F2 | Hard | R32 | 405 | 285 | (3)James Ward [GBR] d. Oswald | 6-3 7-5 | | | | | | | | | |
2‑Feb‑2009 | Wroclaw CH | Hard | R32 | 408 | 185 | Lukas Dlouhy [CZE] d. (Q)Oswald | 6-2 6-4 | | | | | | | | | |
19‑Jan‑2009 | Austria F1 | Carpet | SF | 376 | 716 | Colin Obrien [IRL] d. (4)Oswald | W/O | | | | | | | | | |
19‑Jan‑2009 | Austria F1 | Carpet | QF | 376 | 558 | (4)Oswald d. (7)Johannes Ager [AUT] | 7-6(4) 6-4 | | | | | | | | | |
19‑Jan‑2009 | Austria F1 | Carpet | R16 | 376 | 586 | (4)Oswald d. Daniel Lustig [CZE] | 6-4 6-1 | | | | | | | | | |
19‑Jan‑2009 | Austria F1 | Carpet | R32 | 376 | 1206 | (4)Oswald d. (Q)Ilia Starkov [RUS] | 6-7(5) 7-6(3) 6-1 | | | | | | | | | |