All right, I guess I should be less vague. The problem I really want to discuss, which does allow me to make this nice pivot, began with events from childhood. I hear childhood/pre-college problems shouldn't be mentioned. While this event happened when I was a kid, it did impact me significantly into my adult years on a mental level. My pivot would be how I really addressed this problem as a high schooler and college student.
I'm basically deciding between this long-term, complex problem and a "roommate" type challenge. I think the former will help me stand out, but I thought I shouldn't do it since the problems are from childhood. I can discuss more in a PM.