Unhappy skinflint with considerable skill (9)
I believe the answer is:
miserable
'unhappy' is the definition.
(similar in meaning)
'skinflint with considerable skill' is the wordplay.
'skinflint' becomes 'miser' (synonyms).
'with considerable skill' becomes 'able' (I can't explain this - if you can you should give a lot more credence to this answer).
'miser'+'able'='MISERABLE'
Can you help me to learn more?
(Other definitions for miserable that I've seen before include "Dreary - pathetic" , "Wretched, low" , "Wretched, doleful" , "Being sad" , "sorrowful" .)