24‑Nov‑2008 | Toyota CH | Carpet | R16 | 449 | 183 | (5)Brendan Evans [USA] d. (Q)Okun | 6-4 6-7(5) 6-3 | | | | | | | | | |
24‑Nov‑2008 | Toyota CH | Carpet | R32 | 449 | 272 | (Q)Okun d. Gary Lugassy [FRA] | 1-6 6-2 3-0 RET | | | | | | | | | |
13‑Oct‑2008 | Tashkent CH | Hard | R32 | 466 | 186 | Yuri Schukin [KAZ] d. (Q)Okun | 3-6 6-4 6-4 | | | | | | | | | |
6‑Oct‑2008 | Moscow | Hard | R32 | 521 | 40 | (7)Marat Safin [RUS] d. (Q)Okun | 7-6(5) 3-6 6-4 | | 1.04 | 6.6% | 1.9% | 64.2% | 70.6% | 63.2% | 8/10 | 2:06 |
19‑Sep‑2008 | Davis Cup WG PO: ISR vs PER | Hard | RR | 512 | 219 | Okun d. Ivan Miranda [PER] | 6-4 5-7 6-3 | | | | | | | | | |
8‑Sep‑2008 | Donetsk CH | Hard | R16 | 563 | 254 | (Q)Alex Bogomolov Jr [RUS] d. (Q)Okun | 4-6 7-5 7-5 | | | | | | | | | |
8‑Sep‑2008 | Donetsk CH | Hard | R32 | 563 | 316 | (Q)Okun d. Guillermo Alcaide [ESP] | 6-3 7-5 | | | | | | | | | |
17‑Aug‑2008 | New Haven Q | Hard | Q1 | 562 | 680 | Tigran Martirosyan [ARM] d. Okun | 6-2 2-6 6-2 | | | | | | | | | |
28‑Jul‑2008 | Vancouver CH | Hard | R16 | 415 | 92 | (2)Bobby Reynolds [USA] d. (Q)Okun | 6-2 6-4 | | | | | | | | | |
28‑Jul‑2008 | Vancouver CH | Hard | R32 | 415 | 662 | (Q)Okun d. (Q)Phillip Simmonds [USA] | 3-6 6-4 6-2 | | | | | | | | | |
21‑Jul‑2008 | Lexington CH | Hard | R16 | 436 | 98 | (1)Dudi Sela [ISR] d. Okun | 6-2 6-3 | | | | | | | | | |
21‑Jul‑2008 | Lexington CH | Hard | R32 | 436 | 248 | Okun d. Nick Lindahl [AUS] | 7-5 6-3 | | | | | | | | | |
14‑Jul‑2008 | Aptos CH | Hard | R16 | 406 | 153 | (2)Simon Stadler [GER] d. Okun | 7-5 3-6 6-1 | | | | | | | | | |
14‑Jul‑2008 | Aptos CH | Hard | R32 | 406 | 325 | Okun d. Lester Cook [USA] | 7-6(4) 7-5 | | | | | | | | | |
7‑Jul‑2008 | Ramat Hasharon CH | Hard | R32 | 408 | 474 | (Q)James Ward [GBR] d. (8)Okun | 6-2 6-4 | | | | | | | | | |
30‑Jun‑2008 | Cordoba CH | Hard | R32 | 289 | 133 | (3)Ivan Navarro [ESP] d. Okun | 4-6 6-1 7-6(4) | | | | | | | | | |
23‑Jun‑2008 | Wimbledon Q | Grass | Q2 | 289 | 110 | (3)Frederico Gil [POR] d. Okun | 6-1 6-3 | | | | | | | | | |
23‑Jun‑2008 | Wimbledon Q | Grass | Q1 | 289 | 527 | Okun d. (WC)Ken Skupski [GBR] | 6-4 6-2 | | | | | | | | | |
2‑Jun‑2008 | Surbiton CH | Grass | R32 | 271 | 334 | (WC)Alexander Slabinsky [GBR] d. (Q)Okun | 4-6 6-4 6-4 | | | | | | | | | |
26‑May‑2008 | Izmir CH | Hard | R32 | 271 | 127 | (3)Kristian Pless [DEN] d. Okun | 6-2 7-6(4) | | | | | | | | | |
28‑Apr‑2008 | Lanzarote CH | Hard | R32 | 252 | 163 | (8)Stephane Bohli [SUI] d. Okun | 6-1 2-0 RET | | | | | | | | | |
21‑Apr‑2008 | Bermuda CH | Clay | R32 | 256 | 105 | Wayne Odesnik [USA] d. (Q)Okun | 6-2 7-6(4) | | | | | | | | | |
14‑Apr‑2008 | Tallahassee CH | Hard | R16 | 263 | 100 | (1)Benjamin Becker [GER] d. (Q)Okun | 6-3 6-4 | | | | | | | | | |
14‑Apr‑2008 | Tallahassee CH | Hard | R32 | 263 | 198 | (Q)Okun d. Alex Bogomolov Jr [RUS] | 7-5 3-1 RET | | | | | | | | | |
7‑Apr‑2008 | Humacao CH | Hard | R32 | 266 | 142 | (7)Gilles Muller [LUX] d. Okun | 7-6(3) 4-0 RET | | | | | | | | | |
17‑Mar‑2008 | Sarajevo CH | Hard | R32 | 280 | 283 | Marko Tkalec [SLO] d. Okun | 4-6 7-6(5) 6-4 | | | | | | | | | |
3‑Mar‑2008 | USA F6 | Hard | R16 | 279 | 360 | Lester Cook [USA] d. (2)Okun | 3-6 7-6(3) 6-3 | | | | | | | | | |
3‑Mar‑2008 | USA F6 | Hard | R32 | 279 | 416 | (2)Okun d. Marco Crugnola [ITA] | 6-4 4-1 RET | | | | | | | | | |
25‑Feb‑2008 | USA F5 | Hard | R32 | 278 | 344 | Nicholas Monroe [USA] d. (2)Okun | 7-6(9) 6-1 | | | | | | | | | |
18‑Feb‑2008 | San Jose Q | Hard | Q1 | 277 | 87 | (1)Chris Guccione [AUS] d. Okun | 6-4 3-6 7-6(7) | | | | | | | | | |
11‑Feb‑2008 | Delray Beach Q | Hard | Q1 | 277 | 214 | (6)Max Mirnyi [BLR] d. Okun | 6-7(4) 7-6(6) 6-4 | | | | | | | | | |
14‑Jan‑2008 | Australian Open Q | Hard | Q2 | 287 | 160 | (30)Harel Levy [ISR] d. Okun | 6-3 6-4 | | | | | | | | | |
14‑Jan‑2008 | Australian Open Q | Hard | Q1 | 287 | 252 | Okun d. Andis Juska [LAT] | 5-7 5-0 RET | | | | | | | | | |
31‑Dec‑2007 | Noumea CH | Hard | R32 | 246 | 142 | (2)Flavio Cipolla [ITA] d. Okun | 6-2 6-4 | | | | | | | | | |