| SECRETARY OF THE YEAR RECORD | ||
| [ Shield + plaque ] | ||
| 1977/78 | Ian Stirk | Speedbird |
| 1978/79 | Maureen Giddings | Nestles |
| 1979/80 | John Lane | Sudbury Hill |
| 1980/81 | Maurice Lane | Met Police – Hendon |
| 1981/82 | Carol Modi | North Kensington |
| 1982/83 | Roger Burridge | Coolhurst |
| 1983/84 | Not awarded | |
| 1984/85 | Judy Finan | British Airways |
| 1985/86 | Peter Elsey & Jeff Morgan | Heathrow (PE) / Lambton (JM) |
| 1986/87 | Phillip Newnham | West Herts |
| 1987/88 | Anne Sangster | Osterley |
| 1988/89 | Martin Croucher | ICX |
| 1989/90 | Tom Hannon | West Cross |
| 1980/91 | Brendan Timlin | Herga |
| 1991/92 | Giancarlo Campion | BACS |
| 1992/93 | Cathy Pilborough | Wembley & Sudbury |
| 1993/94 | Peter Huber | Ealing |
| 1994/95 | Cliff Boyall | Uxbridge |
| 1995/96 | John Nicholson | Eastcote |
| 1996/97 | Liz Phillips | Coolhurst |
| 1997/98 | Berge Kay | Kensington / Dolphin Leisure |
| 1998/99 | Tony Cunnew | Coolhurst |
| 1999/00 | Jo Omar | New Grampians |
| 2000/01 | Peter Hughes | Finchley Manor |
| 2001/02 | Gary Chambers | Oakleigh Park |
| 2002/03 | Vaughan Young | Mill Hill |
| 2003/04 | Barry Skelding | Broxbourne |
| 2004/05 | Tom Griffin | Hazelwood |
| 2005/06 | Tony Taylor | Cheshunt |
| 2006/07 | Barry Lester | Oakleigh Park |
| 2007/08 | Mervyn Nelson | Oakleigh Park |
| 2008/09 | Derick Bass | Temple Fortune |
| 2009/10 | Vince O’Shea | Northwood |
| 2010/11 | Clive Dodman | West Herts |
| 2011/12 | David Longley | Uxbridge |
| 2012/13 | Alistair Troup | Berkhamsted |
| 2013/14 | Kevin Fagg | Hazelwood |
| MIDDLESEX SQUASH LEAGUE | |
| CLUB OF THE YEAR RECORD | |
| [ Sword ] | |
| 1980/81 | Harefield |
| 1981/82 | Cloisters Wood |
| 1982/83 | Twickenham |
| 1983/94 | Western Avenue |
| 1984/85 | Eastcote |
| 1985/86 | Heathrow |
| 1986/87 | Stripes |
| 1987/88 | Eastcote |
| 1988/89 | British Airways |
| 1989/90 | Mill Hill |
| 1990/91 | Metropolitan |
| 1991/92 | Princes |
| 1992/93 | Western Avenue |
| 1993/94 | Finsbury Leisure |
| 1994/95 | Mill Hill |
| 1995/96 | Gallaher & Glaxo |
| 1996/97 | Uxbridge |
| 1997/98 | West Herts |
| 1998/99 | Hazelwood |
| 1999/00 | Finchley Manor |
| 2000/01 | Princes |
| 2001/02 | Ealing |
| 2002/03 | Coolhurst |
| 2003/04 | Cumberland |
| 2004/05 | Uxbridge |
| 2005/06 | Harrow Leisure |
| 2006/07 | Old Actonians |
| 2007/08 | Oakleigh Park |
| 2008/09 | Paddington |
| 2009/10 | Charing Cross |
| 2010/11 | Hazelwood |
| 2011/12 | West Herts |
| 2012/13 | Coolhurst |
| 2013/14 | West Herts |
| MIDDLESEX SQUASH LEAGUE | ||
| SPECIAL MERIT AWARD | ||
| [ Cup and memento] | ||
| 1992/93 | Old Actonians | Hospitality |
| 1993/94 | Robin Waters | Southgate – Service to Juniors |
| 1994/95 | Not awarded | |
| 1995/96 | Finchley Manor | Hospitality |
| 1996/97 | Andy Milner | Eastcote – Service to Juniors |
| 1997/98 | Temple Fortune | Hospitality |
| 1998/99 | Osterley | Hospitality |
| 1999/00 | Temple Fortune | Hospitality |
| 2000/01 | Kevin Stirrup | Web site |
| 2001/02 | Uxbridge | Consistency |
| 2002/03 | Not awarded | |
| 2003/04 | Robin Waters | Southgate – Service to Juniors |
| 2004/05 | Beverly Thomas-Daniels | Vale Farm – Service to Juniors |
| 2005/06 | Roger Bolden | Junior League on retirement |
| 2006/07 | Not awarded | |
| NORMAN WILBY SPECIAL MERIT AWARD | ||
| [Cup and memento] | ||
| 2007/08 | Gordon Kerr | Services to squash |
| 2008/09 | Craig Randall | Services to the Middlesex Squash League |
| 2009/10 | Jack Harris | Long service to Middlesex Squash |
| 2010/11 | Coolhurst | Hospitality |
| 2011/12 | Tim Taylor | Services to Middlesex Junior Squash |
| 2012/13 | Not awarded | |
| 2013/14 | Jo Brown | Services to Middlesex County Ladies Squash |
