I've only ever gotten her on one playthrough, and I think it was on day 14 or so. Barely even had my guards set up
Most of my other games are multiple years in and no sign of her
Really wish it was less RNG, it's kind of silly like this
I've met and enslaved Kelly about half a dozen times. Always wasted several days, perhaps a week or so, seeking trough a rubbish heap. Got one bleeding wound, suffered one mediocre surprise detonation, got one point of strenght, another of endurance and a pitiful few Wega canisters I valued a tad more than the waste of time and the legendary Red River Circlet, "RRC".
I always gave the circlet (stupidly?) to Kelly and - IIRC - never got a proper idea whether the girl really went and gave it to a priest in her home village or not.
First time - years back - Kelly just vanished with her precious thing and never returned. I suspected she just needed an explanation for escaping from my house (and sell the armor & weapon I had given her). Next several times I think she didn't go anywhere and never offered any explanations I could see (or remember) about the course of her grand task.
Times change, the game gets new features. Perhaps - just perhaps - there is a very good reason to keep Kelly in house and happy. Maybe I should've given her to the Mad Preacher instead of 70 grand for that very suspicious crown the Catholic church so desires this time.