This document provides 9 questions that organizations should ask when evaluating new vendors and solutions. The questions focus on determining how well a solution fits the organization's long-term vision, whether the vendor can provide proactive insights and deliver on promises, how well the vendor understands the organization, whether a test drive of the solution is possible, references from other customers using the solution, who the primary contact would be, whether additional licenses are needed, and the overall cost. Asking these questions helps an organization thoroughly vet vendors and choose the right solution for their specific needs.