Overview The Microsoft Licensing & Cloud Billing Specialist is responsible for managing, optimizing, and governing Microsoft licensing and cloud billing across the organization. This role ensures licensing compliance, billing accuracy, cost optimization, and alignment between Microsoft agreements, cloud consumption, and business needs. The position serves as a critical liaison between IT, Finance, Procurement, and external Microsoft partners. Key Responsibilities Microsoft Licensing Management Own and manage Microsoft licensing programs (CSP, MCA, EA, NCE, SPLA as applicable) Interpret and apply Microsoft licensing rules, terms, and program changes Ensure license compliance and readiness for audits or true-ups Advise IT and leadership on licensing implications for new initiatives, migrations, and projects Cloud Billing & Financial Operations Oversee Microsoft cloud billing accuracy, reconciliation, and reporting Manage monthly CSP/NCE billing cycles, proration, credits, and adjustments Reconcile Microsoft invoices against reseller invoices and internal usage reports Track renewals, commitments, and term expirations to avoid financial risk Cost Optimization & Governance Identify opportunities to optimize licensing and reduce unnecessary spend Monitor license utilization and recommend right-sizing actions Support budgeting, forecasting, and chargeback/showback models Establish governance processes for license requests, changes, and approvals Cross-Functional Collaboration Partner with IT teams on Azure, Microsoft 365, AVD/VDI, and security licensing Work closely with Finance and Accounting on accruals, forecasting, and variance analysis Coordinate with Procurement and external Microsoft partners or resellers Support leadership with clear, executive-level reporting and insights Reporting & Documentation Maintain accurate license inventories and entitlement documentation Produce regular reports on license usage, spend, and compliance status Document processes, standards, and controls related to licensing and billing Required Qualifications Strong understanding of Microsoft licensing and cloud billing models Experience with Microsoft 365, Azure, and CSP/NCE billing structures Ability to interpret complex contracts, agreements, and licensing terms High attention to detail with strong analytical and reconciliation skills Experience working cross-functionally with IT and Finance teams Preferred Qualifications Experience in a Microsoft partner, MSP, VAR, or enterprise IT environment Familiarity with Software Asset Management (SAM) practices Experience supporting audits, true-ups, or compliance reviews Advanced Excel or financial reporting skills Key Skills & Competencies Microsoft Licensing Expertise Cloud Billing & Financial Analysis Contract Interpretation Cost Optimization & Governance Stakeholder Communication Process Improvement