| VIALLI | Gianluca ...... , 1998-2000 Chelsea boss (6) |
| GOLDBAEK | Bjarne, 1998-2000 Chelsea and 2000-23 Fulham midfielder (8) |
| JENSEN | 2000-2007 Denmark, 1998-2000 Bolton and 2000-2004 Charlton midfielder (5,6) |
| NOADES | Ron ___, 1998-2000 Brentford boss (6) |
| NYARKO | Alex ...... , 1998-2000 Ghana and 2000-04 Everton midfielder (6) |
| NGONGE | Cyril ___, Belgium and Napoli winger, Espanyol loanee in 2025-2026; son of 1995-2001 DR Congo, 1998-2000 Watford, 2000-2001 QPR and 2001-2002 Kilmarnock attacker Felix-Michel ___ (6) |
| MOUSSA | 1989-2001 Algeria and 1998-2000 Tottenham Hotspur midfielder (6) |
| VLAHOV | 1998-2000 Boomers Olympian, Andrew ... (6) |
| SNODIN | Ian ___, 1998-2000 Doncaster Rovers player-manager (6) |
| CASPER | Chris ___, 1998-2000 Reading defender; 2005-2008 Bury manager (6) |
| DELRIO | Walter ... ... , 1998-2000 Crystal Palace and 2000-02 Dundee defender (3,3) |
| WENHAM | Australian actor in Sea Change (1998-2000) |
| ROMANNOSE | Prominent feature Chelsea boss understands in conversation |
| SCOLARI | Luiz Felipe ....... , 2008-09 Chelsea boss (7) |
| FRANKLAMPARD | 2018-19 Derby and 2019-21 Chelsea boss (5,7) |
| TEDDRAKE | 1952-61 Chelsea boss (3,5) |
| KNIGHT | Which TV writer and producer's work includes SeaChange (1998-2000) |
| PAGLIUCA | Gianluca ___, 1991-1998 Italy and 1994-1999 Inter Milan goalkeeper (8) |
| FESTA | Gianluca ___, Middlesbrough 1997 League Cup and FA Cup finalist (5) |
| CLAUS | 2000-2007 Denmark, 1998-2000 Bolton and 2000-2004 Charlton midfielder (5,6) |