A span of roguishness (4)
I believe the answer is:
arch
'a span' is the definition.
(I've seen this before)
I can't explain the rest of the clue.
Can you help me to learn more?
(Other definitions for arch that I've seen before include "Cunning; span" , "(archaic)" , "Curved form" , "Mischievous - shrewd" , "Way though - on foot!" .)