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    Account Executive – CMMC & Microsoft Cloud Services

    Agile IT

    🇺🇸 United States
    Remote
    SaaS
    See your match score
    Posted 1 week ago
    $135k–$300kOTE
    Work Type

    Remote

    Vertical

    SaaS

    Source

    himalayas

    About this role

    Agile IT is seeking a seasoned 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

    Commission Structure

    Base Salary

    Not disclosed — ask in interview

    Commission

    Structure not specified

    OTE

    $300k (range: $135k–$300k)

    Ramp Period

    Not mentioned — clarify timeline

    Selling Motion

    Prospecting

    Channel / Partner

    Sell through partners, resellers, or alliances

    Buyer Persona

    C-Suite

    Selling to executive decision-makers

    Territory

    Greenfield

    Build territory from scratch — net-new logos

    Requirements at a Glance

    Prospecting·Required skill
    Negotiation·Required skill

    Typical Day — Account Executive

    Stakeholder meetings3–5/week
    Executive presentations2–3/week
    Business cases & RFPs1–2/week
    Forecast & pipeline2×/week
    Champion coachingDaily

    Estimates based on role type and selling motion — actual may vary by company.

    SaaS — Interview Intel

    Typical Sales Cycle

    30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)

    Common Buyer Objections

    • "We're locked into a contract with [competitor]"
    • "We built something in-house already"
    • "We don't have budget until next quarter"
    • "Our team won't adopt another tool"

    Key Industry Metrics

    ARR / MRRNet Revenue Retention (NRR)CAC Payback PeriodLogo Churn vs Revenue ChurnACV (Avg Contract Value)Magic Number

    Hot Topics to Reference

    • • AI-native product disruption
    • • PLG vs sales-led motion debate
    • • Vertical SaaS consolidation
    • • Usage-based pricing models

    Use these insights to speak the buyer's language in interviews.

    Tags

    Account-Executive
    B2B-Sales
    Cloud-Sales
    Security-Compliance-Sales
    Microsoft-Cloud-Sales
    —

    Walk me through your discovery process.

    Template question
    —

    How do you handle a prospect who goes silent mid-deal?

    Template question
    —

    Tell me about your largest closed deal and the sales cycle.

    Template question
    —

    How do you build business cases for stakeholders?

    Template question
    —

    Describe a deal you lost and what you learned.

    Template question
    Research Agile IT's product, recent news, and key competitors
    Prepare metrics: quota attainment %, average deal size, win rate
    Practice a 2-minute product demo pitch for a mock discovery call
    Prepare to discuss your home office setup and self-management discipline
    Review the job description and map your experience to each requirement
    Role Insights

    As an Account Executive with Agile IT, you'll own the entire revenue pipeline and be measured on quota attainment.

    Expect to work with recurring revenue models where customer retention is as important as acquisition.

    This remote-friendly role provides geographic flexibility while maintaining access to a SaaS market.

    With OTE potential exceeding $300k, this role sits in the top tier of sales compensation. Expect rigorous performance expectations and a proven track record requirement.

    Are you a closer?

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