Microsoft 365 Licensing Advisor | Customer-Facing SME | GCC High, Azure, CSP | 100% Remote

Agile IT • San Diego, CA

11d • $75,000 - $95,000 • Remote

About The Position

This is a customer-facing role focused on providing expert Microsoft 365 and Azure licensing guidance, particularly for GCC High environments. The role involves serving as a dedicated licensing point of contact for high-value accounts, advising on optimal licensing structures, and enabling sales teams. Internally, the position acts as a licensing authority, coaching colleagues and raising the overall licensing knowledge within the organization. The role requires strong problem-solving skills, attention to detail, and the ability to translate complex licensing information into clear advice. It is a fully remote position with a focus on building strong customer relationships and ensuring the right Microsoft solutions are recommended.

Requirements

• Relationship-first mindset and a genuine drive to take care of customers.
• 3+ years of experience with Microsoft 365 and/or Azure licensing, GCC and GCC High licensing.
• Deep knowledge of Microsoft 365 products, features, and licensing models.
• Strong attention to detail and accuracy.
• Ability to research and interpret Microsoft licensing documentation.
• Experience advising customers or internal stakeholders on licensing decisions.
• Excellent written and verbal communication skills.
• Experience with ticketing systems and managing customer requests.
• Comfortable working in a remote environment.
• Self-motivated.

Nice To Haves

• Experience with Microsoft CSP, EA, or AOS-G programs.
• Working knowledge of Microsoft Partner Center.
• Familiarity with CMMC compliance requirements.
• Experience with Autotask PSA or similar ticketing systems.

Responsibilities

• Serve as the dedicated licensing point of contact for high-value accounts, building deep relationships and responding with urgency.
• Advise customers on the right Microsoft 365 and Azure licensing structure for their needs, balancing cost, compliance, and growth.
• Translate complex licensing documentation into clear, confident guidance.
• Partner with Account Executives on active deals, joining sales calls to scope and validate licensing.
• Act as the escalation path for licensing questions that Account Executives cannot answer.
• Train and mentor internal teams on Microsoft licensing programs, products, and best practices.
• Own and resolve licensing tickets and customer requests, often starting from incomplete information.
• Find the question behind the question, chase the answer, and close the loop with the customer.

Benefits

• Competitive salary
• Comprehensive benefits (medical, dental, vision, retirement, PTO, 12 paid holidays, professional development)
• Fully remote work environment with flexibility and autonomy
• Mission-driven work that directly strengthens our national security posture

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed