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There are 11 clues with the answer 'WENTBUST'
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CLUE
1.
Lost at the blackjack table, perhaps
2.
Lost all of one's chips
3.
Crashed having left by public transport (train to begin with) (4,4)
4.
Failed totally
5.
Lost it all
6.
Became bankrupt
7.
Became bankrupt (4,4)
8.
Contemporary, retired coach, time after time, failed (4,4)
9.
New, upstanding coach, time after time, failed (4,4)
10.
Ran out of cash
11.
Lost fortune and, given time, travelled by public transport