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Message: <blockquote data-quote="plutocracy" data-source="post: 6385877" data-attributes="member: 67996">Could be a warlock, pact with the elder beholder "Xanathar", the one that controls the thieves guild in Skullport!  It would be cool to make him the master of the Skullport thieves guild, the emissary to Xanathar.Since he's a big bad, you could give him ALL the class features of both warlock and rogue.  If you want that whole wizardry thing, make him a tomelock with ALL ritual spells that he could cast (since he could get his guild to pretty much steal most arcane scrolls for him to scribe).  Having the head of a beholder led thieves guild as an enemy would make for a lot of cool encounters.  From Wikipedia:"Beholders are especially prominent in the <a href="http://en.wikipedia.org/wiki/Forgotten_Realms" target="_blank">Forgotten Realms</a> <a href="http://en.wikipedia.org/wiki/Campaign_setting" target="_blank">campaign setting</a>, where they infiltrate and seek to control many sectors of society—many beholders are allied to the <a href="http://en.wikipedia.org/wiki/Zhentarim" target="_blank">Zhentarim</a>, some work with the <a href="http://en.wikipedia.org/wiki/Red_Wizards_of_Thay" target="_blank">Red Wizards of Thay</a>, and a particularly powerful beholder, known as "The Eye" or "Xanathar" controls <a href="http://en.wikipedia.org/wiki/Skullport" target="_blank">Skullport</a>'s influential Xanathar's Thieves Guild. Beholders also compete to control the <a href="http://en.wikipedia.org/wiki/Underdark" target="_blank">Underdark</a> from where most of them originate, with their base of power in the City of the Eye Tyrants, <a href="http://en.wikipedia.org/w/index.php?title=Ootul&action=edit&redlink=1" target="_blank">Ootul</a>."</blockquote>

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