Olive was a bit of a surprise to her family. Born when her mother was forty-five and had stopped trying to extend the bloodline. Her eldest sibling, Rotger, was already twenty-five and had left Galveston for Lake Charles. Thus, they have very little in common and really didn't have a lot of interaction as she was growing up, particularly given his insular tendencies. Instead, she grew up alongside her cousins Simos and Amada in the decadent hotel her parents ran in the resort town. The family managed to weather the Depression well, its amoral commitment to survival making it easy to stay viable while their competitors struggled and went out of business.
It was during these years, when times were lean and the family had to be wily to retain their extravagent lifestyle, that she learned how to make people do what she wanted and get things from them. From blackmail to prostitution, she learned every means to motivate and manipulate. Her parents encouraged her experimentation and rewarded her for her successes. As her skills blossomed, an opportunity presented itself. The former Sabbat spy in Baton Rouge was growing less effective and the Lasombra in New Orleans wanted him replaced. However, as the main branch of the revenant family was too recognizable, they were looking for a loyal member of one of the other branchs.
The Galveston branch had always been on good terms with the Lasombra, keeping an eye on Lafitte and his operations in return for money and blood. Hoping to earn a boon from the clan, and possibly the Embrace, Olive's parents offered her up for the position, citing her skills at manipulation. Delacroix agreed and the young woman was sent with a list of contacts after having been Blood Bound to the Bishop. True to expectations, she insinuated herself into the herd of Annalisa Degas and, after a few years of loyal service, became her ghoul. The Blood Bond to Delacroix held, however, keeping her loyal to the Lasombra and her family.
It did not take long for her skills as a socialite and her experience helping to run the family's hotel to make her invaluable to the Toreador and privy to many of her schemes. Now, she skims secrets from her mistress and funnels them back to her Lasombra master as well as her family in Galveston, with whom she keeps in close contact. She thoroughly enjoys her new life, taking genuine joy in helping to run the Elysium and assisting her mistress in her schemes. This is part of the key to her effectiveness. She doesn't even particularly see herself as an enemy to Annalisa, who has as much enmity for the kindred of the city as her true master.
Olive is a born schemer, duplicitous to the core and a natural at manipulation. So adept is she that it is difficult to recognize her conniving nature, unlike Martin LaSalle. Outwardly, she is friendly, if a bit flighty, and is a spectacular hostess. She will always flirt back, always seem interested in whatever the person who is talking chooses to discuss, and remain attentive and diligent in her duties. She has no compunction about giving guests personal attention, if circumstance requires, having no moral qualms to hold her back.
Olive has little opinion of Orlando, since he doesn't tend to frequent the Elysium and she generally isn't allowed to remain when he is present, but she has a vague dislike of his childe, Esteve, probably because the vigilant sheriff seems the one most likely to notice her ruse. Thus, she tends to avoid him, a rare lapse in her duties.
She rather likes Ben, though she is a bit baffled by what motivates him. She feels as if she should have more in common with him, but knows that she doesn't, and this confuses her. In truth, she just fails to grasp the spiritual nature of his appreciation for beauty, mistaking it for lust, avarice, or one of the other vices with which she is so well accustomed.
One whom she does feel a deep abiding kinship with is the Malkavian Horace Macy and the two have had an odd relationship, like on again, off again lovers except for the platonic nature of it. They both enjoy watching people and playing little games with them, and have shared their observations on this at length. She is probably the closest to understanding the nature of Horace's insanity, but doesn't fully realize the significance of it, and would be unlikely to mention it anyway, given her own position.
She enjoys Sheila's company as well, but doesn't allow herself to get too close to her, unless she is intentionally trying to stoke her mistress' jealousy. The rest of the time, she toys with the Ventrue, pushing her buttons to amuse herself and Horace. Of course, she does the same with her mistress at times, but tries to remain somewhat professional about her duties to Delacroix, as she is addicted to his blood, being her first taste. Annalisa's blood suffices, but it doesn't satisfy her the way her regnant's does. He puts it off as an odd peculiarity of the Zantosa blood.
Learning from this, she has been attempting to encourage her mistress to take more pleasure in her feeding, arranging for particularly interesting vessels and experimenting with taking various drugs before her mistress feeds. This has been difficult because of Annalisa's attitude towards her condition, but she's been slowly gaining ground, offering rationalizations and justifications, from the need to keep the Beast in check to spite at being able to wring some pleasure from the curse that was forced upon her. In this way, she gets closer to her mistress and gains more means to manipulate her.
She has grown a little closer to her brother Rotger over the years, though they still don't see each other very often. She is in much closer contact with her cousins in Galveston, however, and visits them fairly regularly, sharing the secrets she gleans from the Camarilla with them. As with the rest of her family, she is on less friendly terms with the Lafayette branch, who see her devotion to the Lasombra as a betrayel to the family. She doesn't particularly care, however, never much liking their rural lifestyle and considering them backwoods hicks.