Demonic under-boss by Norman Rockwell VERY Good

Sinister character depiction: white skin, black hair, red eyes, dark suit.
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More about Demonic under-boss by Norman Rockwell VERY Good

Ambitious son of a Duke of Hell Not To Be Named, named Under-boss after less than three years through a campaign of money and murder. i.e., buying in with an infinitesimal sliver of his father's unfathomable wealth, then showing how much money he could get out of his territories - only after that did he carve a bloody path (sometimes literally) through all five boroughs, so he could take other guys' territories.

Prompt: The young-adult male Demonic Entity appearing as a young man elegantly and simply dressed, painted in a head-and-shoulders portrait in the style of Norman Rockwell, no framing or borders,

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