Senior Account Executive – CMMC & Microsoft Cloud Services

Agile IT is seeking a seasoned Senior Account Executive to drive net-new and expansion revenue across Professional Services, Microsoft licensing, and MSP recurring services focused on CMMC, NIST 800-171, and Microsoft 365 GCC/GCC High customers in DIB and commercial regulated industries. The role is approximately 70% hunter and 30% account manager, targeting government contractors and commercial regulated accounts in Healthcare, Manufacturing, AEC, and Financial services while leveraging strong Microsoft field relationships and MSP tools like Autotask to close complex cloud and compliance deals and grow long-term managed services agreements.

Role responsibilities

• 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, tailoring solutions to industry-specific security and compliance needs.
• Own the full sales cycle from discovery and scoping through proposal, negotiation, and close, in partnership with solution architects and delivery leaders.
• Leverage and grow a network of Microsoft field sellers and partner teams to generate pipeline, co-sell opportunities, and marketplace-driven engagements.
• Maintain an accurate, well-structured pipeline and forecast using Autotask (or similar PSA/CRM) and follow a disciplined sales process.
• Manage a defined book of business for expansion, renewals, and cross-sell, ensuring seamless handoff to delivery and customer success teams.
• Present Agile IT’s value proposition to executive, compliance, and technical stakeholders, clearly articulating business outcomes, risk reduction, and compliance posture improvements.

Requirements

• 5–7+ years of quota-carrying B2B technology sales experience, with a mix of Professional Services, Microsoft licensing, and MSP recurring services.
• Proven hunter profile with a track record of generating and closing new-logo business; comfortable in a 70% hunting / 30% account management model.
• Experience selling into government contractors and commercial regulated customers (Healthcare, Manufacturing, AEC, Financial services) with security and compliance–driven initiatives.
• Familiarity with CMMC, NIST 800-171, DFARS, and Microsoft 365 GCC/GCC High, with the ability to translate these requirements into projects and managed services.
• Experience working for or with an MSP/MSSP and using platforms such as Autotask or similar PSAs/CRMs.
• Established or developable relationships with Microsoft field sellers, PDMs, or CSAs, and experience participating in co-sell motions.
• Strong consultative selling, discovery, and scoping skills; able to collaborate effectively with technical and delivery teams.
• Excellent written and verbal communication, presentation, and negotiation skills, comfortable presenting to C-level and technical audiences.
• Ability to work independently in a fast-paced, high-expectation environment and consistently meet or exceed quota.

Preferred qualifications

• Microsoft Security, Compliance, and Identity Fundamentals (SC-900) certification.
• Cybersecurity Maturity Model Certification (CMMC) Certified Professional (CCP) or equivalent compliance/security credential.
• Prior experience specifically selling Microsoft 365 GCC or GCC High solutions and managed services.

Additional requirements

• Must successfully pass a cognitive assessment as part of the hiring process.
• Must successfully complete a typing test to validate typing speed and accuracy.
• Recommendations required

Compensation & Benefits:

• Competitive executive compensation (base salary + commission):

• Base Salary: $135,000 - $150,000 (Depending on expertise and domain expertise). On-Target Earnings (OTE): $300,000+

• Comprehensive benefits package (medical, retirement plan, PTO, professional development).

• Mission-driven work that directly strengthens the national security supply chain.