License Management Lead

Sprezzatura Management Consulting • Arlington, VA

4d • Hybrid

About The Position

We are seeking a License Management Lead to join our team supporting the OMEGA Product Lifecycle team. In this role, you will lead the end-to-end management of enterprise software licensing in direct support of the Department of Veterans Affairs mission to serve Veterans. You will drive cost optimization, compliance, and strategic alignment across SaaS and PaaS platforms, ensuring licensing decisions enable secure, scalable, and mission-aligned technology delivery.

This is an excellent opportunity for someone who is passionate about government modernization, financial stewardship, and operational excellence within a complex federal environment.

Operating at the intersection of contract management, financial planning, and technical architecture, this role ensures enterprise licensing is managed as a strategic capability rather than an administrative function. You will align licensing models to system design and usage, eliminate waste, and enable data-driven decisions that improve budget forecasting, audit readiness, and platform scalability. You will also serve as a key integrator across product, engineering, contracting, and finance teams to ensure licensing strategies are proactive, compliant, and optimized.

Requirements

• Bachelor’s degree in Business, Information Technology, Contract Management, or a related field
• 5+ years of experience managing enterprise software licenses and Enterprise License Agreements (ELAs)
• 3+ years of experience supporting federal clients; Department of Veterans Affairs (VA) experience strongly preferred
• Demonstrated experience in contract management, contract modifications, and financial planning/budgeting
• Deep understanding of software licensing models (e.g., user-based, consumption-based, core-based, SaaS, hybrid)
• Strong experience managing license lifecycle activities including procurement, compliance, and optimization
• Ability to interpret technical architecture and translate system design into licensing requirements
• Experience aligning contract terms with operational and technical implementation
• Strong financial acumen, including budget forecasting, cost modeling, and spend optimization
• Experience working with federal acquisition frameworks (FAR) and compliance requirements
• Strong executive communication, stakeholder alignment, and briefing skills
• Ability to operate independently in complex, cross-functional environments
• Familiarity with Microsoft PowerBI

Nice To Haves

• Experience with license management tools (e.g., Flexera, ServiceNow SAM Pro, or similar)
• Experience with Microsoft Excel, SharePoint, and financial tracking/reporting tools
• Familiarity with SaaS and PaaS intake and governance models
• Experience supporting VA-specific processes, systems, and financial cycles
• Certification in Contract Management (NCMA), IT Asset Management (ITIL, ISO/IEC 19770), or similar
• Experience in cloud-first or hybrid IT environments
• Prior team leadership or people management experience

Responsibilities

• Informing and collaborating with programmatic financial and operational reporting initiatives
• Managing the full lifecycle of enterprise software licenses (procurement, renewal, compliance, optimization)
• Leading Enterprise License Agreement (ELA) strategy, execution, and modification in coordination with VA contracting
• Developing and managing licensing budgets, forecasts, and spend plans aligned to fiscal year cycles
• Analyzing license utilization and recommending cost optimization and right-sizing strategies
• Interpreting contract language and aligning entitlements with technical and operational requirements
• Reviewing system architectures and deployment models to determine appropriate licensing structures
• Establishing license management governance, standards, and audit readiness practices
• Maintaining accurate license inventories, entitlement records, and usage tracking mechanisms
• Partnering with engineering and product teams to ensure licensing efficiency is embedded in solution design
• Preparing and delivering executive briefings on licensing posture, risks, and cost drivers
• Serving as the primary point of contact for licensing strategy across internal stakeholders and external vendors

Benefits

• Medical, Dental, and Vision
• Health Saving Account (when enrolled in eligible plan) with Company contribution
• Company paid Life, Accidental Death, Short-term & Long-term Disability
• Voluntary Accident, Hospital Indemnity, & Critical Care Insurance
• Voluntary Medical & Dependent Care Flexible Spending Accounts
• Accrued Paid Time Off & Company Paid Holidays
• 401(k) Retirement Plan with Company match

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Number of Employees: 11-50 employees