Stock market investor and Olive perhaps prosper eventually (4,5)
I believe the answer is:
bear fruit
'prosper eventually' is the definition.
'stock market investor and olive perhaps' is the wordplay.
'stock market investor' becomes 'bear' (financial term).
'and' means one lot of letters go next to another.
'olive perhaps' becomes 'fruit'.
'bear'+'fruit'='BEAR FRUIT'
I've seen this clue in The Times.
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