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Vatta's War series by Elizabeth Moon, five books, complete. Central theme is (the fight against) piracy.
Deathstalker by Simon R. Green, five books plus an additional three, complete. Mostly a rebels vs evil empire story, but one of the main characters is/was a smuggler.
The rest are more espionage than piracy or smuggling.
The Rampart Worlds series by Julian May, three books, complete.
The Stainless Steel Rat series by Harry Harrison. A series of stand-alone novels, although it is best to read them in order due to developments in the title character's personal life.
This Alien Shore by C.S. Friedman.
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