Agile IT

Role Description This is the white-glove role for our most important accounts. When a named customer calls, you drop everything, pick up the phone, and solve it. Your job is to become the licensing partner they cannot imagine working without, the person who knows their environment, anticipates their needs, and makes Microsoft licensing feel effortless on their end. The second half of the role is internal. You are the licensing authority who levels up the rest of the team. You coach Account Executives, sit in on sales calls, and make sure we recommend the right Microsoft solution every time, not just the easiest one to quote. Expect to get pulled into deals and handed tickets with almost no context. Part detective, part workhorse, you chase down the answer no matter how buried it is, and you do it with patience, warmth, and authority. If you love being the person everyone turns to for the hard licensing question, and you genuinely enjoy taking care of people, this role was built for you. What You'll Own - Named Account Concierge: Serve as the dedicated licensing point of contact for our highest-value accounts. Build deep relationships, respond with urgency, and roll out the red carpet every single time. - Licensing Solution Advisor: Advise customers on the right Microsoft 365 and Azure licensing structure for their needs, balancing cost, compliance, and growth. - Sales Enablement Authority: Partner with Account Executives on active deals, joining sales calls to scope and validate licensing. - Internal Licensing Coach: Train and mentor internal teams on Microsoft licensing programs, products, and best practices. - Ticket Detective: Own and resolve licensing tickets and customer requests, often starting from incomplete information. What This Role Does Not Include - Technical troubleshooting, system configuration, or hands-on IT work - Azure architecture, deployment, or consumption optimization - Microsoft 365 administration or technical support Qualifications - A 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 Preferred Qualifications - 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 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 - Compensation: USD 60000 - USD 75000 yearly

• Serve as the dedicated licensing point of contact for our highest-value accounts • Advise customers on the right Microsoft 365 and Azure licensing structure for their needs • Partner with Account Executives on active deals, joining sales calls to scope and validate licensing • Train and mentor internal teams on Microsoft licensing programs, products, and best practices • Own and resolve licensing tickets and customer requests

• Prospect into target accounts through outbound calls and emails to book qualified Seller meetings • Follow up on cold, warm, and Marketing-sourced leads • Call down licensing renewals to identify renewal timing, risks, and expansion signals • Prepare Sellers with clear context and meeting notes • Own the Sales Accepted Lead (SAL) feedback loop and provide actionable input to Marketing • Identify customer wins, objections, and trends to support case studies and go-to-market collateral • Maintain accurate CRM data to support pipeline and renewals visibility • Represent Agile IT with professionalism, energy, and strong written communication

• Prospect, qualify, and close new business for CMMC readiness, remediation, and Microsoft 365 GCC/GCC High and Azure implementation projects. • Sell and expand managed services (MSP/MSSP) contracts and Microsoft licensing, including recurring services aligned to CMMC and ongoing compliance requirements. • Focus on regulated segments including government contractors, Healthcare, Manufacturing, AEC, and Financial services. • Own the full sales cycle from discovery and scoping through proposal, negotiation, and close. • Leverage and grow a network of Microsoft field sellers and partner teams to generate pipeline. • Maintain an accurate, well-structured pipeline and forecast using Autotask (or similar PSA/CRM).

• Lead and execute CMMC Level 2 gap assessments against all 110 NIST SP 800-171 Rev 2 practices across the 14 control domains. • Conduct readiness reviews and deliver findings with prioritized remediation roadmaps. • Author and maintain SSPs, POA&Ms, policies, procedures, and implementation narratives using the NIST SP 800-171A examine, test, and interview methodology. • Build CMMC-scoped network diagrams, data flow diagrams, and CUI boundary documentation. • Evaluate client environments scoped to CUI systems, including Microsoft 365 GCC and GCC High, Intune and Microsoft Defender for Endpoint, and specialized platforms such as PreVeil. • Serve as the primary technical point of contact for assigned DIB accounts across the compliance lifecycle. • Facilitate interviews with client staff to validate controls and gather evidence, and present status and executive readouts with clarity. • Own data integrity in the GRC platform (e.g., IntelliGRC) for SSP management, POA&M tracking, and evidence management. • Improve internal CMMC methodologies, templates, and tooling. Mentor junior consultants, and track CMMC Program rule changes (32 CFR Part 170, DFARS 252.204-7021) and Cyber AB guidance updates so the practice stays current.

• Own AutoTask as the source of truth for service delivery. Configuration, workflows, ticket categories, time entry hygiene, billing accuracy, and reporting. • Partner with the CEO, Compliance Lead, and Delivery leadership to design the operating model for a compliance-oriented MSP. • Validate scope, resourcing requirements, dependencies, and customer readiness. Schedule kickoffs. Confirm the right people are assigned with the right hours allocated. • Maintain a clear, current view of engineer and architect capacity across the delivery team. Forecast capacity against the sales pipeline. • Own Moovila as the project execution platform. Ensure projects are set up correctly, tasks are sequenced, dependencies are mapped. • Build and maintain the operational scorecard for the delivery and managed services organizations. Publish weekly. Investigate variances. • Document how delivery and managed services actually work at Agile IT. Build SOPs for project intake, kickoff, status reporting, change orders, project close, MSP onboarding, recurring service delivery, and customer handoff between project and managed services. • Partner with Sales on pipeline-to-capacity visibility. Partner with the Client Success Program on customer transitions from project delivery into managed services.

• Lead discovery calls with AEs across GCC High migrations, CMMC enclaves, managed compliance, and Microsoft stack engagements. • Surface real requirements (tenant structure, data boundaries, identity posture, compliance obligations) and translate them into a defensible approach. • Walk away from deals that don't fit, and tell us why. • Partner with AEs to build and refine SOWs across our service lines (Jumpstart, Accelerator, Enclave, Managed Compliance, Gap Assessment, Mock Assessment, migrations). • Scope accurately, price with discipline, and protect gross profit at or above 50 percent on professional services. • Architect solutions that blend M365 (including GCC High), Azure, Microsoft Security (Defender, Purview, Sentinel, Entra), and CMMC control implementation. • Maintain the Work Breakdown Structure as our service lines evolve. Tasks, hours, dependencies, and assumptions stay current so AEs quote accurately and delivery executes against a clean plan. • Own SalesBuildr as the source of truth for sellable offerings. Add new services, retire old ones, and update Microsoft licensing pricing and SKUs monthly. • Keep opportunities, quotes, and contract structures clean and current in Autotask. • Brief the delivery team on scope, assumptions, customer context, and risk areas so engineers walk into projects with full situational awareness, not a scavenger hunt. • Contribute to battlecards, one-pagers, and technical content.

• Own end-to-end delivery of client engagements across our professional services and managed services portfolio • Manage onboarding projects for new managed service clients and professional services projects • Keep complex engagements on track and communicate clearly with clients and internal teams • Take ownership of delivery outcomes from kickoff through closeout • Coordinate internal resources across engineering and compliance delivery teams • Facilitate structured, RCA-style reviews at project close to identify process improvements • Keep project documentation current, including project plans, RAID logs, and status reports

Company Description NOTE: This is a customer-facing Microsoft licensing 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 Microsoft Licensing Advisor is our customer-facing Subject Matter Expert on Microsoft 365 and Azure licensing. You will consult with customers and internal colleagues on the right licensing for detailed, real-world scenarios—translating complex Microsoft product options into clear recommendations that align with business needs, compliance requirements, and budget. This is a customer-facing licensing advisory role, not a technical engineering position. Your focus is on understanding customer needs, researching licensing options, and providing expert recommendations. You will manage customer requests through our ticketing system—updating tickets, responding to customers, and tracking conversations through resolution. Success requires deep knowledge of Microsoft 365 and Azure products, features, and licensing models—and the ability to research and interpret Microsoft documentation to answer questions that don't have obvious answers. You must be comfortable engaging directly with customers and colleagues to understand their requirements and explain licensing options in plain terms. Key Responsibilities Customer and Internal Advisory (Primary Focus) • Serve as the go-to expert for Microsoft licensing questions from customers and internal colleagues • Consult with customers on the right licensing for their specific scenarios-- considering business requirements, compliance needs, budget, and technical constraints • Guide the sales team on appropriate licensing for customer opportunities, including complex or high-value deals • Advise on licensing options, optimization opportunities, and compliance alignment (especially CMMC) • Interpret Microsoft licensing terms, product capabilities, and program rules for customers and colleagues • Translate complex licensing information into clear, actionable recommendations • Escalate technical implementation questions to engineering; this role advises on licensing, not technical configuration Customer Communication via Tickets • Monitor and manage tickets received from customers on licensing topics (Autotask PSA) • Respond to customer licensing inquiries through the ticketing system • Update ticket notes with research findings, recommendations, and next steps • Manage ticket status to reflect the current stage of each conversation • Track tickets through resolution; follow up with customers as needed • Escalate complex or unresolved issues to the Licensing Program Manager or an internal Engineering resource • Maintain response time SLAs and ensure customers receive timely, accurate information Research and Knowledge Management • Research and interpret Microsoft documentation (MS Learn, License Agreements, Modern Work comparisons, partner portals, CMMC compliance placemat, etc) to answer licensing questions • Stay current on Microsoft product changes, new SKUs, and licensing program updates • Document common Q&A and build internal FAQ resources • Maintain and create internal licensing knowledge base articles and SOPs • Track recurring questions to identify training gaps and documentation needs Licensing Operations (Backup) • Process license orders and renewals across CSP Commercial, GCC, GCC High (VLC), and Azure programs as needed • Coordinate with Billing & Accounting on invoice timing for orders processed; create invoices or quotes as needed What This Role Does Not Include • Technical troubleshooting, system configuration, or hands-on IT work • Azure architecture, deployment, or consumption optimization • Microsoft 365 administration or technical support Qualifications Required Qualifications • 3+ years of experience with Microsoft 365 and/or Azure 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 Preferred Qualifications • Experience with GCC and GCC High licensing • 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 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

• 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 • Research and interpret Microsoft documentation (MS Learn, License Agreements, Modern Work comparison resources, partner portals)