Moneymaking ability criminal admits with pained expression (5,5)
I believe the answer is:
midas touch
'moneymaking ability' is the definition.
'midas touch' can be an answer for 'ability' (I have seen 'Lucrative ability ' mean 'midas touch' so perhaps 'ability' could also mean 'midas touch'). I'm not certain of the 'moneymaking' bit.
'criminal admits with pained expression' is the wordplay.
'criminal' indicates anagramming the letters.
'with' means one lot of letters go next to another.
'pained expression' becomes 'ouch' (I've seen this in other clues).
'admits' is an anagram of 'midast'.
'midast'+'ouch'='MIDAS TOUCH'
Can you help me to learn more?
(Other definitions for midas touch that I've seen before include "Financial aptitude" , "Lucrative ability" , "financial talent" .)