1997/98: Under Christian Gross, Spurs struggled for consistency, finishing 14th in the Premier League. Attacking players like Teddy Sheringham and Les Ferdinand showed flashes of quality, but defensive frailties and managerial instability limited progress. Cup runs were short-lived, reflecting a transitional period for the club.
1998/99: Under new manager George Graham, Tottenham improved slightly, finishing 11th. Graham brought defensive discipline and organization, but the team still lacked cutting edge in attack despite contributions from Sheringham and Ferdinand. Spurs had limited success in domestic cups, highlighting ongoing challenges in building a squad capable of competing consistently at the top of English football.