Hmm... at the risk of sounding min-max-y, stuck between the Charlatan and Criminal Backgrounds...<br/><br/>The character (her concept is fairly established prior to this game) was raised/trained as an Assassin (yes, even though she is (now) NG), but she is a very well-rounded type, a combination of sneaking/stealth and seduction/poisoning/etc. After all, the only thing that matters is the result, not the path it takes to get there... though there is a bit of a higher skill level in the social aspect (charisma is her highest attribute)...<br/><br/>In terms of that, the Charlatan (or if I had the book, the Courtesan Background) seems to emphasize the social background and enhances the disguise-aspects of Assassin Archetype (or in the Courtesan thing, intimate familiarity with systems nobility utilize, possibly to explain how she's managed to get away with it), while the Criminal background would more 'accurately' depict her background per description as a professional killer in prior years, and  the contact-means it provides would help justify her familiarity with those useful to her in her previous job...<br/><br/>Opinions, tips, and/or suggestions?