29‑Nov‑1999 | Nuembrecht CH | Carpet | R16 | 109 | 198 | Stefano Pescosolido [ITA] d. (7)Pretzsch | 6-3 7-6(3) | | | | | | | | | |
29‑Nov‑1999 | Nuembrecht CH | Carpet | R32 | 109 | 218 | (7)Pretzsch d. Diego Nargiso [ITA] | 7-5 4-6 6-1 | | | | | | | | | |
1‑Nov‑1999 | Aachen CH | Carpet | R32 | 107 | 99 | (6)Gianluca Pozzi [ITA] d. Pretzsch | 7-5 6-1 | | | | | | | | | |
25‑Oct‑1999 | Brest CH | Hard | R16 | 111 | 143 | Jean Rene Lisnard [MON] d. Pretzsch | 6-4 3-6 6-1 | | | | | | | | | |
25‑Oct‑1999 | Brest CH | Hard | R32 | 111 | 98 | Pretzsch d. (7)George Bastl [SUI] | 7-5 6-2 | | | | | | | | | |
18‑Oct‑1999 | Eckental CH | Carpet | R32 | 114 | 261 | Andy Fahlke [GER] d. (4)Pretzsch | 6-2 7-5 | | | | | | | | | |
13‑Sep‑1999 | Tashkent | Hard | QF | 114 | 92 | Peter Wessels [NED] d. Pretzsch | 7-6(8) 6-0 | | 0.65 | 3.7% | 9.9% | 53.1% | 58.1% | 44.7% | 10/14 | 1:19 |
13‑Sep‑1999 | Tashkent | Hard | R16 | 114 | 60 | Pretzsch d. Sargis Sargsian [ARM] | 6-3 5-7 7-5 | | 1.09 | 3.2% | 2.1% | 47.4% | 68.9% | 54.0% | 2/6 | 2:20 |
13‑Sep‑1999 | Tashkent | Hard | R32 | 114 | 147 | Pretzsch d. Mose Navarra [ITA] | 3-6 7-6(5) 6-4 | | 1.06 | 5.9% | 5.9% | 46.2% | 80.0% | 46.9% | 9/12 | 2:31 |
30‑Aug‑1999 | US Open | Hard | R64 | 124 | 2 | (2)Andre Agassi [USA] d. (Q)Pretzsch | 6-3 6-2 6-1 | | 0.67 | 7.9% | 9.2% | 71.1% | 61.1% | 22.7% | 4/10 | 1:34 |
30‑Aug‑1999 | US Open | Hard | R128 | 124 | 235 | (Q)Pretzsch d. (Q)Cyril Saulnier [FRA] | 7-5 6-2 6-3 | | 1.58 | 9.9% | 2.5% | 66.7% | 75.9% | 63.0% | 2/2 | 1:40 |
16‑Aug‑1999 | Indianapolis | Hard | R32 | 121 | 34 | Vincent Spadea [USA] d. Pretzsch | 6-3 6-4 | | 0.64 | 3.6% | 6.0% | 51.8% | 69.8% | 37.5% | 10/13 | 1:19 |
16‑Aug‑1999 | Indianapolis | Hard | R64 | 121 | 356 | Pretzsch d. (WC)David Wheaton [USA] | 6-2 6-2 | | 2.35 | 9.3% | 2.3% | 51.2% | 90.9% | 66.7% | 1/1 | 0:58 |
9‑Aug‑1999 | Cincinnati Masters | Hard | R64 | 124 | 42 | Jiri Novak [CZE] d. (Q)Pretzsch | 6-7(3) 7-5 6-3 | | 0.91 | 2.7% | 9.7% | 54.9% | 77.4% | 45.1% | 6/9 | 2:05 |
2‑Aug‑1999 | Canada Masters | Hard | R32 | 123 | 43 | Fabrice Santoro [FRA] d. (LL)Pretzsch | 6-4 6-4 | | 0.88 | 3.4% | 5.6% | 59.6% | 54.7% | 38.9% | 12/18 | 1:26 |
26‑Jul‑1999 | Los Angeles | Hard | R16 | 125 | 33 | (7)Lleyton Hewitt [AUS] d. Pretzsch | 6-3 6-1 | | 0.57 | 4.9% | 7.3% | 48.8% | 60.0% | 28.6% | 2/7 | 0:57 |
26‑Jul‑1999 | Los Angeles | Hard | R32 | 125 | 65 | Pretzsch d. Daniel Nestor [CAN] | 7-6(5) 6-3 | | 1.21 | 6.8% | 9.6% | 56.2% | 75.6% | 50.0% | 6/8 | 1:16 |
12‑Jul‑1999 | Aptos CH | Hard | QF | 125 | 241 | Harel Levy [ISR] d. (5)Pretzsch | 6-1 2-6 6-2 | | | | | | | | | |
12‑Jul‑1999 | Aptos CH | Hard | R16 | 125 | 268 | (5)Pretzsch d. (Q)Giorgio Galimberti [ITA] | 6-4 6-2 | | | | | | | | | |
12‑Jul‑1999 | Aptos CH | Hard | R32 | 125 | 1198 | (5)Pretzsch d. (WC)Ryan Wolters [USA] | 6-2 3-6 6-2 | | | | | | | | | |
5‑Jul‑1999 | Newport | Grass | R32 | 126 | 64 | (5)Sargis Sargsian [ARM] d. Pretzsch | 7-6(5) 2-6 6-4 | | 1.02 | 7.8% | 5.9% | 61.8% | 76.2% | 59.0% | 6/7 | 1:56 |
7‑Jun‑1999 | Queen's Club | Grass | R64 | 124 | 81 | Cecil Mamiit [PHI] d. Pretzsch | 6-3 6-4 | | 0.74 | 1.7% | 11.9% | 55.9% | 63.6% | 38.5% | 6/10 | 1:00 |
31‑May‑1999 | Furth CH | Clay | R32 | 127 | 150 | Christian Vinck [GER] d. (5)Pretzsch | 6-2 6-1 | | | | | | | | | |
24‑May‑1999 | Roland Garros | Clay | R128 | 127 | 9 | (9)Marcelo Rios [CHI] d. (Q)Pretzsch | 6-3 6-2 7-5 | | 0.77 | 1.9% | 8.3% | 57.4% | 62.9% | 32.6% | 15/23 | 1:52 |
10‑May‑1999 | Jerusalem CH | Hard | QF | 135 | 185 | Christophe Rochus [BEL] d. (1)Pretzsch | 6-1 2-6 6-2 | | | | | | | | | |
10‑May‑1999 | Jerusalem CH | Hard | R16 | 135 | 213 | (1)Pretzsch d. Eyal Ran [ISR] | 6-3 6-1 | | | | | | | | | |
10‑May‑1999 | Jerusalem CH | Hard | R32 | 135 | 202 | (1)Pretzsch d. Daniele Bracciali [ITA] | 6-2 7-5 | | | | | | | | | |
1‑Mar‑1999 | Magdeburg CH | Carpet | F | 138 | 153 | (4)Markus Hantschk [GER] d. (3)Pretzsch | 3-6 7-6 6-4 | | | | | | | | | |
1‑Mar‑1999 | Magdeburg CH | Carpet | SF | 138 | 440 | (3)Pretzsch d. (Q)Franz Stauder [GER] | 6-4 6-3 | | | | | | | | | |
1‑Mar‑1999 | Magdeburg CH | Carpet | QF | 138 | 181 | (3)Pretzsch d. (6)Dirk Dier [GER] | 1-6 6-3 6-2 | | | | | | | | | |
1‑Mar‑1999 | Magdeburg CH | Carpet | R16 | 138 | 334 | (3)Pretzsch d. Nuno Marques [POR] | 1-6 6-3 6-4 | | | | | | | | | |
1‑Mar‑1999 | Magdeburg CH | Carpet | R32 | 138 | 223 | (3)Pretzsch d. Radomir Vasek [CZE] | 7-6 6-4 | | | | | | | | | |
15‑Feb‑1999 | Lubeck CH | Carpet | F | 168 | 113 | Pretzsch d. (2)Michael Kohlmann [GER] | 7-6(2) 6-4 | | | | | | | | | |
15‑Feb‑1999 | Lubeck CH | Carpet | SF | 168 | 169 | Pretzsch d. Ville Liukko [FIN] | 6-4 6-3 | | | | | | | | | |
15‑Feb‑1999 | Lubeck CH | Carpet | QF | 168 | 146 | Pretzsch d. (8)Antony Dupuis [FRA] | 6-2 6-4 | | | | | | | | | |
15‑Feb‑1999 | Lubeck CH | Carpet | R16 | 168 | 481 | Pretzsch d. (Q)Franz Stauder [GER] | 6-2 6-1 | | | | | | | | | |
15‑Feb‑1999 | Lubeck CH | Carpet | R32 | 168 | 106 | Pretzsch d. (1)Jens Knippschild [GER] | 6-4 7-5 | | | | | | | | | |
8‑Feb‑1999 | Wolfsburg CH | Carpet | F | 210 | 126 | Pretzsch d. (2)Diego Nargiso [ITA] | W/O | | | | | | | | | |
8‑Feb‑1999 | Wolfsburg CH | Carpet | SF | 210 | 194 | Pretzsch d. George Bastl [SUI] | 6-1 6-3 | | | | | | | | | |
8‑Feb‑1999 | Wolfsburg CH | Carpet | QF | 210 | 442 | Pretzsch d. (WC)Andy Fahlke [GER] | 6-3 6-2 | | | | | | | | | |
8‑Feb‑1999 | Wolfsburg CH | Carpet | R16 | 210 | 171 | Pretzsch d. Ville Liukko [FIN] | 1-6 7-6 7-6 | | | | | | | | | |
8‑Feb‑1999 | Wolfsburg CH | Carpet | R32 | 210 | 122 | Pretzsch d. (1)Dennis Van Scheppingen [NED] | 7-5 5-7 6-4 | | | | | | | | | |
1‑Feb‑1999 | Hamburg CH | Carpet | F | 241 | 155 | Vladimir Voltchkov [BLR] d. (WC)Pretzsch | 4-6 6-3 7-6 | | | | | | | | | |
1‑Feb‑1999 | Hamburg CH | Carpet | SF | 241 | 280 | (WC)Pretzsch d. (WC)Karsten Braasch [GER] | 5-7 7-6 7-6 | | | | | | | | | |
1‑Feb‑1999 | Hamburg CH | Carpet | QF | 241 | 164 | (WC)Pretzsch d. Cristiano Caratti [ITA] | 6-3 6-4 | | | | | | | | | |
1‑Feb‑1999 | Hamburg CH | Carpet | R16 | 241 | 110 | (WC)Pretzsch d. (1)Michael Kohlmann [GER] | 6-7 6-3 7-5 | | | | | | | | | |
1‑Feb‑1999 | Hamburg CH | Carpet | R32 | 241 | 139 | (WC)Pretzsch d. Jan Frode Andersen [NOR] | 6-4 6-2 | | | | | | | | | |
25‑Jan‑1999 | Heilbronn CH | Carpet | R16 | 246 | 67 | (2)Rainer Schuettler [GER] d. (WC)Pretzsch | 6-3 6-4 | | | | | | | | | |
25‑Jan‑1999 | Heilbronn CH | Carpet | R32 | 246 | 122 | (WC)Pretzsch d. Orlin Stanoytchev [BUL] | 6-7 6-2 6-1 | | | | | | | | | |