Crossword Genius

Unlikely to be outwitted or feel pain (5)

Ross

I believe the answer is:

smart

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'feel pain' is the definition.
(thesaurus)

I don't understand the rest of the clue.

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(Other definitions for smart that I've seen before include "Well-dressed" , "Trams (anag.)" , "Quick - trim" , "Posh" , "Intelligent; sting" .)

I've seen this clue in The Globe and Mail.
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