Description

At CDW, we make it happen, together. Trust, connection, and commitment are at the heart of how we work together to deliver for our customers. It’s why we’re coworkers, not just employees. Coworkers who genuinely believe in supporting our customers and one another. We collectively forge our path forward with a level of commitment that speaks to who we are and where we’re headed. We’re proud to share our story and Make Amazing Happen at CDW.

The Supervisor of the Microsoft Licensing and Solution Specialist (MLSS) team will lead a high-performing group of licensing experts who support CDW’s Microsoft business across SMB and Enterprise segments. This role is responsible for team leadership, strategic alignment with sales and partner teams, and ensuring excellence in licensing execution, solution design, and customer engagement.

Key Responsibilities

Team Leadership & Development

• Lead, coach, and mentor a team of Licensing and Solution Specialists.
• Conduct regular performance reviews and support career development.
• Foster a collaborative and inclusive team culture.

Operational Excellence

• Oversee day-to-day operations including licensing quotes, pre-sales support, and customer calls.
• Ensure alignment with Microsoft’s go-to-market strategies and CDW’s revenue goals.
• Manage and report on pipeline to both internal stakeholders and Microsoft Stake holders
• Help manage co-sell engagement with Microsoft as well as Senior support on Sales calls
• Monitor KPIs such as CSP growth/Licensing Program Growth, Seller/MLSS engagement, and back-end fee optimization.

Strategic Collaboration

• Partner with Sales Managers, Microsoft stakeholders, and internal PPM contacts to drive solution adoption.
• Participate in monthly syncs and strategic planning sessions to align on priorities and opportunities.

Process Improvement

• Identify gaps in licensing execution and propose scalable solutions.
• Collaborate with Compensation and HR teams to refine role definitions and job codes as needed.

Training & Enablement

• Facilitate training sessions on Microsoft licensing programs, products, and services.
• Support onboarding of new team members and advance hires.

Required Qualifications

• Minimum 5 years of experience in Microsoft licensing, including volume licensing programs (EA, CSP, Open Value).
• Minimum 5 years of leadership experience, preferably in a supervisory or team lead capacity.
• Deep understanding of Microsoft’s licensing ecosystem, including SAM, LSP, and CSP frameworks.
• Proven ability to manage cross-functional teams and drive performance.
• Strong communication and stakeholder engagement skills.

Preferred Qualifications

• Bachelor’s degree in Business, IT, or related field.
• Microsoft certifications (e.g., MCP, MCSA, or equivalent).
• Experience with CDW systems and PM Tracker metrics.

We make technology work so people can do great things.

CDW is a leading multi-brand provider of information technology solutions to business, government, education and healthcare customers in the United States, the United Kingdom and Canada. A Fortune 500 company and member of the S&P 500 Index, CDW helps its customers to navigate an increasingly complex IT market and maximize return on their technology investments. Together, we unite. Together, we win. Together, we thrive.

CDW is an equal opportunity employer. All qualified applicants will receive consideration for employment without regards to race, color, religion, sex, sexual orientation, gender identity, national origin, disability status, protected veteran status or any other basis prohibited by state and local law.