| 4‑Nov‑1996 | Stockholm | Hard | R32 | 211 | 12 | (2)Todd Martin [USA] d. (Q)Grabb | 6-2 3-6 7-6(1) | | 0.68 | 12.4% | 7.2% | 63.9% | 74.2% | 28.6% | 5/9 | 1:57 |
| 26‑Aug‑1996 | US Open | Hard | R64 | 222 | 67 | Javier Sanchez [ESP] d. (WC)Grabb | 6-2 7-6(3) 2-6 6-3 | | 0.84 | 4.9% | 7.7% | 55.6% | 73.4% | 38.1% | 4/8 | 2:25 |
| 26‑Aug‑1996 | US Open | Hard | R128 | 222 | 68 | (WC)Grabb d. Sandon Stolle [AUS] | 6-3 7-5 7-6(4) | | 1.36 | 9.5% | 5.2% | 64.7% | 78.7% | 51.2% | 5/7 | 2:10 |
| 12‑Aug‑1996 | Indianapolis | Hard | R64 | 223 | 121 | Mauricio Hadad [COL] d. (WC)Grabb | 6-3 2-6 6-0 | | 0.72 | 4.9% | 11.0% | 69.5% | 59.6% | 28.0% | 8/13 | 1:37 |
| 5‑Aug‑1996 | Cincinnati Masters | Hard | R64 | 219 | 25 | (16)Jason Stoltenberg [AUS] d. (Q)Grabb | 6-4 7-6(2) | | 0.33 | 6.1% | 7.3% | 61.0% | 76.0% | 40.6% | 7/8 | 1:35 |
| 15‑Jul‑1996 | Washington | Hard | R64 | 209 | 61 | (15)Patrick Rafter [AUS] d. (Q)Grabb | 6-2 7-5 | | 0.77 | 8.9% | 7.1% | 67.9% | 63.2% | 44.4% | 3/7 | 1:22 |
| 24‑Jun‑1996 | Wimbledon | Grass | R64 | 241 | 18 | (13)Todd Martin [USA] d. (Q)Grabb | 6-2 6-4 7-6(5) | | 0.76 | 6.8% | 9.0% | 64.7% | 67.4% | 29.8% | 9/14 | 2:10 |
| 24‑Jun‑1996 | Wimbledon | Grass | R128 | 241 | 128 | (Q)Grabb d. Emilio Sanchez [ESP] | 6-1 6-3 6-3 | | 2.85 | 13.3% | 2.7% | 72.0% | 90.7% | 61.9% | 0/0 | 1:29 |
| 22‑Apr‑1996 | Seoul | Hard | R16 | 255 | 92 | Martin Damm [CZE] d. (LL)Grabb | 6-3 6-0 | | 0.49 | 2.6% | 10.5% | 52.6% | 55.0% | 16.7% | 1/6 | 0:53 |
| 22‑Apr‑1996 | Seoul | Hard | R32 | 255 | 130 | (LL)Grabb d. Chris Wilkinson [GBR] | 6-4 4-6 6-4 | | 1.12 | 6.5% | 4.3% | 58.7% | 70.4% | 57.9% | 4/6 | 2:01 |
| 1‑Apr‑1996 | West Bloomfield CH | Hard | R16 | 254 | 177 | (8)Grant Stafford [RSA] d. Grabb | 6-3 6-2 | | | | | | | | | |
| 1‑Apr‑1996 | West Bloomfield CH | Hard | R32 | 254 | 234 | Grabb d. Juan Albert Viloca Puig [ESP] | 7-6 7-6 | | | | | | | | | |
| 4‑Mar‑1996 | Indian Wells CH | Hard | R16 | 232 | 88 | (3)Hendrik Dreekmann [GER] d. (WC)Grabb | 6-2 6-3 | | | | | | | | | |
| 4‑Mar‑1996 | Indian Wells CH | Hard | R32 | 232 | 137 | (WC)Grabb d. Dinu Pescariu [ROU] | 6-1 3-6 6-2 | | | | | | | | | |
| 19‑Feb‑1996 | Memphis | Hard | R32 | 222 | 43 | (15)Jiri Novak [CZE] d. (Q)Grabb | 7-6(5) 4-6 6-1 | | 0.96 | 7.1% | 6.0% | 58.3% | 77.6% | 45.7% | 6/9 | 1:45 |
| 19‑Feb‑1996 | Memphis | Hard | R64 | 222 | 144 | (Q)Grabb d. Jonathan Stark [USA] | 6-4 3-6 7-6(2) | | 1.15 | 10.6% | 5.3% | 59.6% | 87.5% | 42.1% | 1/3 | 2:12 |
| 12‑Feb‑1996 | San Jose | Hard | R16 | 230 | 119 | Jan Kroslak [SVK] d. (WC)Grabb | 6-3 6-4 | | 0.80 | 10.5% | 8.8% | 61.4% | 65.7% | 40.9% | 4/8 | 1:06 |
| 12‑Feb‑1996 | San Jose | Hard | R32 | 230 | 58 | (WC)Grabb d. (Q)David Wheaton [USA] | 1-6 6-4 7-5 | | 0.97 | 14.0% | 4.7% | 62.8% | 74.1% | 37.5% | 3/7 | 1:53 |
| 29‑Jan‑1996 | Shanghai | Carpet | R16 | 203 | 84 | (2)Tim Henman [GBR] d. (WC)Grabb | 6-4 7-6(2) | | 0.69 | 11.4% | 4.3% | 71.4% | 70.0% | 50.0% | 4/6 | 1:26 |
| 29‑Jan‑1996 | Shanghai | Carpet | R32 | 203 | 277 | (WC)Grabb d. (WC)Bing Pan [CHN] | 6-2 6-3 | | 2.29 | 7.3% | 4.9% | 80.5% | 84.8% | 62.5% | 0/0 | 0:56 |