A win, not for the first time (5)
I believe the answer is:
again
'not for the first time' is the definition.
(another time)
'a win' is the wordplay.
'win' becomes 'gain' (synonyms).
'a'+'gain'='AGAIN'
(Other definitions for again that I've seen before include "Here we go ___" , "On the other hand" , "Next time" , "Anew" , "'Another time, once more (5)'" .)