2000 Amy Heckerling romantic comedy film starring Jason Biggs, Mena Suvari and Greg Kinnear (5)

I believe the answer is:

loser

(Other definitions for loser that I've seen before include "Non-achiever" , "Opposite of winner" , "One who is habitually unsuccessful" , "One who frequently fails (colloq.)" , "One who is (always) unsuccessful" .)

I've seen this clue in The Independent.

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