Rob Holding expects Ipswich to start with speediest wingers (5)
I believe the answer is:
heist
'rob' is the definition.
(thesaurus)
'holding expects ipswich to start with speediest wingers' is the wordplay.
'to start with' indicates taking the first letters.
'wingers' suggests removing the centre (letters on the edges or wings of the word).
'speediest' with its centre taken out is 'st'.
The initial letters of 'holding expects ipswich' is 'hei'.
'hei'+'st'='HEIST'
(Other definitions for heist that I've seen before include "Bank robbery" , "Audacious robbery" , "crime?" , "bank job in America?" , "Armed robbery" .)