As institutions pursue stronger engagement and retention, a new wave of Agentic AI tools promises personalized outreach, predictive support, and 24/7 responsiveness. The potential is transformative—scalable connection, early risk detection, and enhanced student experience—but the reality is still unfolding. Should student voices be the key KPI? Can these systems truly lower costs, empower staff, and increase persistence? This session explores the promises, trade-offs, and human considerations—privacy, authenticity, and agency—as higher education navigates the line between automation and co-intelligence.