| First Team Matches | League Debut | Associated with both clubs | Transfers |
| Seasons | Competition | Date | Venue | Results | Wolves Manager | Southend Manager | Referee | |
| 1968/69 | FL Cup | 4 September 1968 | Molineux | W | 1-0 | Ronnie Allen | Ernie Shepherd | I Jones (Treharris) |
| 1980/81 | Friendly | 8 May 1981 | Roots Hall | L | 0-1 | John Barnwell | Dave Smith | x |
| 1986/87 | Football League (4) | 20 December 1986 | Molineux | L | 1-2 | Graham Turner | David Webb | H King (Merthyr Tydfil) |
| 1986/87 | Football League (4) | 24 April 1987 | Roots Hall | L | 0-1 | Graham Turner | Paul Clark © | A Gunn (Burgess Hill, Sussex) |
| 1988/89 | Football League (3) | 5 November 1988 | Molineux | W | 3-0 | Graham Turner | Paul Clark | A Buksh (Dollis Hill) |
| 1988/89 | Football League (3) | 10 March 1989 | Roots Hall | L | 1-3 | Graham Turner | David Webb | D Hutchinson (Harrogate) |
| 1991/92 | Football League (2) | 28 September 1991 | Roots Hall | W | 2-0 | Graham Turner | David Webb | G Pooley (Bishop Stortford) |
| 1991/92 | Football League (2) | 20 April 1992 | Molineux | W | 3-1 | Graham Turner | David Webb | P Taylor (Waltham Cross) |
| 1992/93 | Football League (N1) | 10 October 1992 | Roots Hall | D | 1-1 | Graham Turner | Colin Murphy | P Don (Hanworth Park) |
| 1992/93 | Football League (N1) | 27 February 1993 | Molineux | D | 1-1 | Graham Turner | Colin Murphy | D Allison (Lancaster) |
| 1993/94 | Football League (N1) | 30 October 1993 | Roots Hall | D | 1-1 | Graham Turner | Peter Taylor | P Jones (Loughborough) |
| 1993/94 | Football League (N1) | 12 February 1994 | Molineux | L | 0-1 | Graham Turner | Peter Taylor | P Alcock (Redhill, Surrey) |
| 1994/95 | Football League (N1) | 13 September 1994 | Molineux | W | 5-0 | Graham Taylor | Peter Taylor | R Poulain (Huddersfield) |
| 1994/95 | Football League (N1) | 1 April 1995 | Roots Hall | W | 1-0 | Graham Taylor | Steve Thompson | M Pierce (Portsmouth) |
| 1995/96 | Football League (N1) | 16 September 1995 | Roots Hall | L | 1-2 | Graham Taylor | Ronnie Whelan | M Bailey (Impington) |
| 1995/96 | Football League (N1) | 24 February 1996 | Molineux | W | 2-0 | Mark McGhee | Ronnie Whelan | M Riley (Leeds) |
| 1996/97 | Football League (N1) | 13 October 1996 | Roots Hall | D | 1-1 | Mark McGhee | Ronnie Whelan | T West (Hull) |
| 1996/97 | Football League (N1) | 19 April 1997 | Molineux | W | 4-1 | Mark McGhee | Ronnie Whelan | E Wolstenholme (Blackburn) |
| 2006/07 | Football League (C) | 4 November 2006 | Molineux | W | 3-1 | Mick McCarthy | Steve Tilson | S Tanner (Somerset) |
| 2006/07 | Football League (C) | 2 December 2006 | Roots Hall | W | 1-0 | Mick McCarthy | Steve Tilson | P Armstrong (Thatcham) |
| 2010/11 | FL Cup | 24 August 2010 | Molineux | W | 2-1 | Mick McCarthy | Paul Sturrock | C Webster (Gateshead) |
