Left one with money in last casino game? Chip lost (9,9)
I believe the answer is:
champagne socialist
'left one with money' is the definition.
'last casino game? chip lost' is the wordplay.
'lost' indicates anagramming the letters.
'last'+'casino'+'game'+'chip'='lastcasinogamechip'
'lastcasinogamechip' anagrammed gives 'CHAMPAGNE SOCIALIST'.
'in' is the link.
(Other definitions for champagne socialist that I've seen before include "Someone whose life style belies their professed radical politics" , "One following party pejoratively described" .)