This is for all of my SWTOR toons on The Ebon Hawk, since I’ve acquired a lot more of them since the last time I posted one of these.
I’ll do my best to keep this updated as time goes on. You’ll find that the lower the level, the shorter the headcanon; half of the concept for a character, for me, is shaped by the class story. So some characters have elaborate headcanons; others have a beat or two, and two of the characters have nothing at all yet.
The Oboa legacy gets its name from the family at the centre of it; generations ago they were a somewhat reputable Imperial family of Force-users. There was a schism and several members defected to the Republic to become Jedi and work toward Republic ideals. Not all toons in the legacy, however, are Oboas.

Tiona, Mercenary
Former Imperial Intelligence. She’s got a hell of a spice problem and rampant paranoia thanks to them. Is also sufficiently screwed up to have very violent sexual tastes that Jorath the Inquisitor indulges way the hell too much. The two of them are in so much denial about the depth and breadth of their relationship that their feet are wet and they’re seeing pyramids. Torian Cadera is just the Guy Who’ll Do In A Pinch, in case you were wondering.
She’s a hedonist who loves sex, spicy noodles, and crossword puzzles. Her ultimate allegiance is to the credit, and she’s ruthless enough to get things done with a (mostly) clear conscience. Usually finds everything funny.
Tiona and Sha’nori (see below) are the children of Cyn’alat (see further below) and an unnamed Chiss operative. In order to maintain the fiction that they were just a pair of Chiss looking to capitalize on real estate and gambling profits, their parents established a house and had two kids who were essentially indoctrinated from birth to be spies. Tiona is the eldest; she twigged to what was going on (the details of which will firm up once I finish the IA story) and had her street-gang friends fake her death. At this point it’s unclear if II ever lost her trail, as her accomplishments as a mercenary have, thus far, seemed to suit whatever purpose they had cut out for her.
Was hired by Perkele one time; now the two of them are pretty good friends.
Sha’nori, Operative
AKA Cipher 21. She’s Tiona’s younger sister who stayed on with II and is now actively working for them. She does not believe that her sister is dead, and finding her just might be high on her list of priorities. Though whether that’s out of familial loyalty or just a reason to get Tiona (and the failed spice experiment that she represents) back into the hands of the right people remains to be seen.
More to come as the IA story progresses. She’s a straight-up kind of person who thinks that the work she does is the Right Thing To Do (TM). Though she does have a defiant streak which has led her down some Not So Good Roads during her work as an operative.

Perkele Kallig, Sorcerer
A kitchen-slave born and raised on Dromund Kaas, she passed hands a few times before it was found that she was Force-sensitive. She is outspoken, sarcastic, and a little bit very much irreverent; her ascent to power was a grab for freedom. Now faced with the realization that freedom is relative in the Empire, she quietly observes and maintains her cheeky manner in order to keep the rest of the Council from taking too much interest in her. In short, Perk is making it up as she goes along.
She’s not an innately kind or gentle person, though: she still harbours some misgivings about her upbringing, the way she was treated at the Academy, and if you call her a slave nowadays, you get a lightning bolt down your throat. She does, however, choose her friends and allies carefully and if you’re in her circle, she’ll go the extra mile for you — but expect to be called in for favours of all kinds in return.
Perk is (so far) the only one of my toons who actually wants and enjoys her long-term relationship/marriage. The closest she and Andronikos come to marital spats is arguing over who made the killing blow on that guy back there.
I invoked some timey-wimey stuff and she and Andronikos have two children, Hanneke and Lauritz.
Interesting fact: almost 20 years of peeling potatoes for sixteen hours a day has left the underlying structure of her hands absolutely wrecked; she’s got the beginnings of severe arthritis. To combat this, she uses a combination of the Force, kolto treatments, and hobbies that keep her fingers limber. Like knitting. Khem Val has a pair of mittens.

Sukhera Oboa, Juggernaut
Coming from a reasonably notable though not entirely influential Sith family, Sukhera is quite an honourable warrior. She devotes her time to the improvement of self and mastery of the Force.

Hanneke Revel, Mercenary
Perkele and Andronikos’ first child. Complete and utter daddy’s girl. She didn’t exactly do well on Korriban and, deciding that she was way better with blasters than with lightsabers, decided to enter into mercenary work. She’s a fairly positive individual who is really way too concerned with Imperial etiquette for her own good. Especially now that she’s dating a Sith.
She towers over everyone, is ridiculously muscular and is completely unaware of the fact that she just might scare people. Contrary to what most would expect given her looks and chosen profession, she’s rather feminine and slightly vain.
How she managed to not be found and killed after sneaking off of Korriban is still somewhat of a mystery; one day she sliced into the records and found that her name just wasn’t there anymore. Perkele didn’t do it.

Lauritz Revel, Sniper
Not much is known about him as of yet, save that he’s about four years younger than Hanneke, towards whom he is extremely protective. He doesn’t appear to be Force-sensitive (though he’s a near-genius) and as such, decided to serve the Empire by working for II.

Sadri, Sentinel
A highly Force-empathic Jedi Knight, Sadri Oboa is the reason the Legacy has its name. She is physically intimidating, but is really rather friendly. The Jedi Code is her life and she approaches whatever tasks lay before her with enthusiasm. She likes pie.

Kajam, Sentinel
Sadri’s aunt. Not much is known about her except that she served as a Jedi for a long time, but is now retired because of a reason I haven’t figured out yet.

Cyn’alat, Scoundrel
A.K.A. “Shoulders”. Tiona and Sha’nori’s father, who defected to the Republic shortly after the supposed death of his eldest daughter and deep-cover partner. He’s pretty broken up about the whole thing and doesn’t really like to talk much about it. Less of a jerk than you think he is, though he is prone to fits of machismo.