Experienced, shrewd (7)
I believe the answer is:
knowing
I believe this clue is a double definition.
'experienced' is the first definition.
(thesaurus)
'shrewd' is the second definition.
(I've seen this in another clue)
(Other definitions for knowing that I've seen before include "Cunning" , "Fly" , "Being aware of" , "Experienced; intelligent" , "State of awareness" .)