Chris Bailey has found grass courts difficult, recording 9–19 across 28 matches (32.1%). The numbers point to a surface that has not consistently suited the game — a key area of opportunity on the calendar.

At Grand Slam level (Wimbledon): Chris Bailey has struggled at Grand Slam level on grass: 3–7 (30.0%) in 10 matches. The best-of-five format and elite fields make this the toughest benchmark on this surface.

By format on grass — best-of-five: 3–9 (25.0%); best-of-three: 6–10 (37.5%). Markedly stronger in three-set formats; the win rate drops noticeably in five-setters, which has direct implications for Grand Slam performance on grass.

Best season: 1989 — 4–5 (44.4%) from 9 matches. The best single-season display to date — a useful reference point as the grass record continues to develop.