Oakleigh was a 15-year-old who was known to be a runaway. To put it more simply, she was in the foster program going from one family to another to another to an orphanage to then another family, only to be taken back to the orphanage after getting caught for the fifth time. Oakleigh was getting tired of it, hence why she always ran away, up until she came across her favourite theatre in New York, the Richard Rogers, where her favourite ever musical was being held, Hamilton. Oakleigh really admired Lin, it was like Oakleigh and Lin were the same people, Oakleigh being Puerto Rican, exactly like Lin, having gone through the same thing he went through, she could relate. Due to Oakleigh being able to relate, she decided to run away from the orphanage one last time, to see if she could finally meet her idols, the cast of Hamilton and, then, that would be the last time she'd run away. All she wanted to do was to run away one last time to meet the cast and then come back until she could be trusted to be put up for a family.