Microsoft 365 & Azure Licensing Specialist | CSP/GCC High | Advisory and Bu at Agile IT

San Diego, California, United States -

Full Time

Start Date

Immediate

Expiry Date

18 Jun, 26

Salary

95000.0

Posted On

20 Mar, 26

Experience

5 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

Microsoft 365 Licensing, Azure Licensing, CSP, GCC High, Advisory, Business Operations, Licensing Operations, Partner Center, CMMC Compliance, Licensing Interpretation, SOP Creation, Autotask PSA, Volume Licensing Center, Azure EA, MOLP, MCA

Industry

IT Services and IT Consulting

Description

Company Description NOTE: This is a business operations and product advisory role, not a technical engineering position. 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. Job Description 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 is a business operations and product advisory role, not a technical engineering position. You will not configure systems, troubleshoot technical issues, or perform hands-on IT work. Success in this role requires business acumen and attention to detail, along with the ability to investigate and interpret complex licensing terms, agreements, and program rules. This role requires deep familiarity with Microsoft 365 product licensing and features and an advanced ability to research and interpret Microsoft documentation including licensing documents, product comparisons, pricelists, 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 and client-facing 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 SOPs Document 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 EA Provision 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) Send and confirm license activation communications to customers Instruct and follow up with customers about their procurement obligations (accepting Microsoft agreements) Resolve routine licensing requests such as license provisioning issues, access problems, and document re-sends Escalate technical issues to internal engineering resources or open support tickets with Microsoft on customers' behalf Monitor and manage the licensing ticket queue in Autotask PSA (chiefly inbound customer inquiries and license related support requests) How Success is Measured: Advisory Effectiveness Sales team and client satisfaction with licensing support Accuracy of licensing recommendations and program knowledge Timeliness and quality of Microsoft program change communications Knowledge base & SOP contributions and documentation quality Operational Excellence Order and provisioning accuracy Ticket response time First-contact resolution rate Qualifications Required Qualifications 5+ years of experience with common Microsoft licensing programs (MOLP, MCA, EA, CSP, NCE, AOS-G, etc.) Working knowledge of Microsoft Partner Center Understanding of Microsoft 365 and Azure licensing models, SKUs, and subscription types Ability to research and interpret Microsoft licensing documentation Strong attention to detail and accuracy Strong discernment and reasoning skills Excellent written and verbal communication skills Experience with ticketing systems and customer support workflows Comfortable working in a remote environment Preferred Qualifications Experience with Microsoft Tier-1 direct-sell partner programs AOS-G (Agreement for Online Services for Government) experience GCC and GCC High licensing experience Experience with Volume Licensing Center (VLC) Experience with Azure Enterprise Agreement (EA) programs Familiarity with CMMC compliance requirements is a significant advantage, and further education will be provided on the job. Experience with Autotask PSA Experience working at a Microsoft partner Additional Information Compensation & Benefits Competitive salary Comprehensive benefits (medical, dental, vision, retirement, PTO, professional development) Fully remote work environment with flexibility and autonomy Mission-driven work that directly strengthens our national security posture Compensation: USD 75000 - USD 95000 - yearly

Responsibilities

This role serves as the Subject Matter Expert on Microsoft licensing, guiding internal sales teams and clients on appropriate licensing, processing orders, provisioning tenants, and maintaining accurate documentation. Key duties involve licensing advisory, sales support, operational execution across CSP/GCC/GCC High channels, and responding to complex licensing inquiries.