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There are 14 clues with the answer 'SMUGGER'
# CLUE
1.
Illegal trader avoiding jail finally becomes more complacent
2.
Runner losing pounds becomes more complacent (7)
3.
Rather complacent runner left out
4.
More complacent runner left out
5.
More confident, in a way
6.
Sloppier
7.
Patchier
8.
More likely to smirk
9.
Dirtier
10.
Darker
11.
Blacker
12.
More pleased with number one runner losing pound (7)
13.
More cocksure
14.
More complacent when assailants' squadron leader rises to the top (7)