Olive serves drinks and "entertains" patrons of Sam's shady back-alley bar. It pays a lot but the rough, decadent work screws up her moral views, makes her lose faith, and affects her emotional stability.
Stay far away from this job. It severely cuts through your Morality and Faith, which not only puts you in risk of bad endings but also raises her chances of being delinquent. The Charisma raise is simply not worth the stat losses you'll take, and you shouldn't be needing the money from here. At best it can only be recommended in small doses for if you want a quick Charisma raise for something and aren't at age 16 yet.