Since 2015, DC Public Schools (DCPS) has grown college enrollment by 13 percentage points, but still sees many students stopping short of college graduation. DCPS Persists, a new alumni support program, addresses that gap with a goal to raise the graduation rate 10% by 2025. We work across the higher ed/K-12 divide with five partner colleges to build feedback loops that will improve readiness at the K-12 level. We will discuss tackling the readiness gap from many angles to best serve students.