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middleman has 4 distinct synonyms spread across 3 of its 3 senses. Each sense below keeps its own list, because a synonym belongs to a meaning and not to a word: swapping one sense's substitute into another sense's sentence is how a thesaurus makes writing worse. WordNet records no antonym for it — antonymy is a relation between word forms rather than concepts, so it is deliberately sparse.
Counts are distinct word forms across every sense. A synonym that appears under three senses is counted once here and shown three times below, under each sense it belongs to.
someone who buys large quantities of goods and resells to merchants rather than to the ultimate customers
the performer in the middle of a minstrel line who engages the others in talk
Synonyms, antonyms and the broader and narrower relations for middleman come from Princeton University’s WordNet. Full sources and licences.
a person who is in a position to give you special assistance
“he used his business contacts to get an introduction to the governor”