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This white paper explores why Open Enrollment, despite its strategic importance, continues to fall short in delivering true benefits value. While employers invest heavily in competitive benefits, employees often remain confused, disengaged, or overwhelmed during the enrollment process. Drawing on recent statistics and real-world insights, the paper identifies key reasons both employees and HR teams dread OE season. It then outlines clear, actionable strategies to turn Open Enrollment into a moment of connection, not compliance. Ideal for HR leaders and benefits professionals, this guide offers practical ways to close the communication gap and boost participation.