I'm leaning towards using Ellarrah here, considering it would be interesting to see her interacting with the two.
Had a few ideas to get things started so I'll list them below to see what you guys think before I type up a starter post.
1.) We go with the thief route but it's nothing personal. Maybe she gets tipped off a certain noble ain't home and decides to sneak in to get some jewelry or what not to get some quick cash. What easier way to start a new life than with some extra cushy money? There's a number of ways this could go since Ellarrah is more of a pick pocket over breaking into a home type thief, but easy money isn't something to ignore!
2.) The good old start in a tavern approach! What could go wrong?
She could try to pick pocket one or the other....
Someone could try to pick pocket her...
She starts a bar fight...
The list could go on!
3.) A stroke of bad luck
Maybe things have been far too easy for Ellarrah when she travels to Serendipity from Connlaoth when she herself, runs into unexpected trouble. Maybe slavers scoop her up? She's out numbered by a band of thieves she mistakenly steals from? A person she tries to steal from ends up catching her off guard and they have a tussle, a lamp is knocked over and the place is set on fire and they trap her inside...
You know, bad luck sorta things.
Or I'm up for other ideas! These are just a few that popped into my head.