Ange Postecoglou's Tottenham side fell to a 3-2 defeat against rivals West Ham in the Australian's first game in charge at the club.
Postecoglou watched on Spurs were narrowly beaten by their London rivals in a closely contested match at the Optus Stadium in Perth, Australia.
Gianluca Scamacca, Danny Ings and Divin Mubamba were all on target for David Moyes' side, as they cruised to a third-successive pre-season victory.
Spurs, meanwhile, nearly rescued a draw through second-half strikes from Giovanni Lo Celso and Destiny Udogie but it was too little, too late for the north London side.