Originally Posted by
Chai
Ridd ick, Entreri et al - started as the villians early on. They were both "the classic bad guy" that "the good guys" were fighting against or trying to hunt down, before they carried their own stories as protagonists due to being well developed enough to do so. The "good guys" then manipulate each into fighting other "greater" evil to bennefit them. The Paladin King sends Entreri and Jarlaxle out to fight the undead dragon's minions - pitting two evils against eachother. Ridd ick goes AWOL from the millitary, kills people to escape, then kills everyone who is looking for him, and is basically being hunted down. I understand that the lines are blurred here where he isnt the classic black and white plotting villian, which is what I like about the character.
You can use the word "anti-hero" or whatever you like to describe them afterward, but in the beginning they are both "the bad guy" (villians)- Entreri went through several series of books as the assassin who hunts regis down and confronts Drizzt, savagely beats Regis in order to manipulate Drizzt into fighting him one on one. (Drizzt won't normally fight him because there is no reason to fight and he has no ego problems to satisfy).
Jarlaxle just manipulates everyone around him for profit. He is ironically the least sinister of the three examples I illustrated, at least overtly. Covertly, he is trying to use everyone else as his pawns to move him and his allies into the best possible position to make profit. There are novels with him as both the villian the protagonist has to confront, AND novels where he is the protagonist of sorts who himself is being manipulated to confront other forms of evil - by a paladin and his allies no less.