Justin Gimelstob has found grass courts difficult, recording 24–35 across 59 matches (40.7%). The numbers point to a surface that has not consistently suited the game — a key area of opportunity on the calendar. Justin Gimelstob has reached 1 final without yet claiming a title on grass — one of the finest margins in tennis.

At Grand Slam level (Wimbledon): Justin Gimelstob is 9–8 (52.9%) across 17 Grand Slam matches — below .500, though the elite draw depth at the Slams makes that a notoriously difficult barrier to crack.

One final reached on grass, without converting it into a title. That final-round experience is valuable groundwork for going one step further next time. 1 semifinal. 4 quarterfinals.

vs. Top 10 on grass: 1–6 (14.3%, 7 matches). Top 10 opponents have represented a clear ceiling on grass; addressing that deficit is the single biggest lever for improving the overall record here.

By format on grass — best-of-five: 9–8 (52.9%); best-of-three: 15–27 (35.7%). Significantly better in five-set matches — a strong physical profile on grass that tends to tell as matches and tournaments progress.

Best season: 2006 — 6–4 (60.0%) from 10 matches. The best single-season display to date — a useful reference point as the grass record continues to develop.