Microsoft 365 & Azure Licensing Specialist; CSP​/GCC

Position: Microsoft 365 & Azure Licensing Specialist (CSP/GCC High)
Agile IT is a Microsoft-centric cybersecurity consulting and managed services provider. We help customers migrate to, modernize, and secure Microsoft 365, Azure, Azure Government, and Microsoft GCC High environments—with a mission to make cybersecurity practical and sustainable through repeatable architectures, evidence automation, and managed operations. The majority of our clients are defense contractors preparing for or maintaining CMMC Level 2 certification.

Our Services Professional Services:
Scoped projects to deploy, configure, migrate-to, and secure Microsoft cloud environments.

Managed Services:
Ongoing management and security operations including CMMC compliance support for Microsoft cloud and on-premises systems.

GCC High Licensing & Onboarding:
License sales, secure tenant provisioning, and lifecycle operations.

Make sure to read the full description below, and please apply immediately if you are confident you meet all the requirements.

Role

Summary:

The M365 Licensing Specialist is our Subject Matter Expert on Microsoft licensing, responsible for both advisory guidance and operational execution across multiple channels and programs. You will guide our internal sales team and clients on the most appropriate licensing for given scenarios, process license orders and renewals, provision customer tenants, respond to licensing inquiries, and maintain accurate records and documentation. This role requires deep familiarity with the Microsoft Cloud Solution Provider (CSP) program and an advanced ability to research and interpret Microsoft documentation including licensing guides, licensing terms, and other materials.

Familiarity with meeting CMMC requirements with Microsoft GCC and GCC High licensing is a significant advantage. As a Tier-1 Microsoft Direct Bill partner, we do not have distributor support for licensing questions—this role is our primary licensing expertise and operates with significant autonomy.

Key Responsibilities:

Licensing Advisory and Sales Support Serve as the internal subject matter expert on Microsoft licensing programs, SKUs, and terms

Guide sales team on appropriate licensing for customer scenarios, including complex or high-value deals

Advise clients on licensing options, optimization opportunities, and compliance alignment

Interpret Microsoft licensing terms, agreements, and program rules

Stay current on Microsoft program changes and communicate implications to internal teams

Provide guidance on licensing/product feature strategies that support CMMC and other regulatory cybersecurity requirements Research and Knowledge Management Research and interpret Microsoft documentation (MS Learn, License Agreements, Modern Work comparison resources, partner portals)
Maintain and create internal licensing knowledge base and SOPsDocument common Q&A and build internal FAQ resources

Keep process documentation current as Microsoft programs evolve

Track recurring internal questions to identify training gaps and documentation needs

Contribute to process improvement initiatives Licensing Operations Process new license orders and renewals across multiple channels: CSP Commercial, GCC, GCC High (VLC), Azure Government, and Azure EAProvision licenses through Microsoft Partner Center, including new customer tenants, Azure subscriptions, and license count adjustments

Coordinate license renewal dates, service cutoffs, and cancellation windows

Maintain monthly Microsoft license pricing downloads to support the sales team Track Microsoft licensing program updates that affect product availability, pricing, or program participation

Communicate Microsoft policy changes and deadlines to internal teams

Ensure the accuracy of required Microsoft program forms

Maintain detailed records within ticket notes and emails

Suspend customer Azure Government subscriptions when required by management

Coordination and support on invoice generation and billing (with Billing & Accounting department)
Coordination and support on pricing strategy (with Sales) Customer Communication and Support Respond to client licensing inquiries

Respond to internal colleague licensing questions (sales, delivery, and finance related)
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