Crossword Genius

Resident often on the wing (spell initiated by judge)? (8)

Ross

I believe the answer is:

jailbird

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'judge?' is the definition.
The definition and answer can be both people as well as being singular nouns.
Perhaps they are linked in a way I don't understand?

I cannot understand how the rest of the clue works.

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(Other definitions for jailbird that I've seen before include "Habitual prisoner" , "Criminal who has been incarcerated repeatedly" , "Old lag" , "Convict" .)

I've seen this clue in The Times.
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