In the course of helping students succeed throughout the classroom-to-career journey, many of us confront a recurring irony. While worrisome, it serves as a good catalyst for thinking proactively about student success. By far, the biggest reason students cite for dropping out of college is difficulty with their personal finances. Regardless of the specific reason for leaving, most are in good academic standing when they leave school. In other words, a nonacademic factor – financial stress – is heavily influencing academic outcomes. What better time is there to be proactive about one of the biggest risks to college completion than early in the college experience (or even before it begins)? At Student Connections, helping schools and students do just that is one way we are helping improve postsecondary outcomes.