Microsoft CMMC/GCC High Account Representative

Sales| Burlington, MA

In this role you will help Defense Industrial Base (DIB) contractors move faster and safer by adopting Microsoft 365 GCC High and AzureGov solutions (U.S. Government Cloud) and building a practical path to CMMC 2.0 (Cybersecurity Maturity Model Certification) / NIST 800-171 readiness. You will start by working side-by-side with a Senior Account Manager to learn Daymark’s go-to-market approach—supporting existing customers using Microsoft US Government Cloud and building practical paths toward CMMC 2.0 / NIST 800-171 readiness. In parallel, you’ll actively support the new opportunity sales motion (discovery, qualification, solution positioning, proposal/SOW support, and transition), giving you fast exposure to DIB industry dynamics, compliance requirements, and Daymark’s consultative sales approach.

This is a consultative sales role where you’ll lead discovery, translate security/compliance pressure into clear outcomes, and guide customers from “we’re not sure where to start” to a scoped plan and signed agreement. You’ll sell professional services (readiness, migrations, security hardening) and Microsoft subscription licensing that keep customers secure and audit-ready over time. You’ll partner closely with a Daymark Senior Account Executive and technical SMEs to run impactful meetings, position solutions, and create confidence in the Daymark approach. This role is ideal for an individual with 1–2-years IT software/services sales experience who desires to be part of a team focused on solutions solving a critical market need and provides a path to becoming a Daymark Account Executive.

Responsibilities:

• Serve as a first point of contact for inbound customer inquiries, providing timely, accurate support on CMMC-related licensing, renewals/expansions, and general sales assistance to ensure a positive customer experience
• Build pipeline through consistent outbound prospecting (calls, email, LinkedIn), targeting DIB and regulated organizations with a clear ideal customer profile and messaging.
• Qualify inbound and outbound leads, run discovery calls, and document customer needs, timelines, and buying process (including security/compliance drivers).
• Lead the sales cycle end-to-end: first call → discovery → solution positioning → proposal/SOW support → close → handoff.
• Position Microsoft 365 GCC High/AzureGov and related Azure Government capabilities—why it matters, what it changes, and how to adopt it safely.
• Sell consulting services including GCC High readiness/migrations, licensing guidance, security hardening, and compliance readiness (CMMC 2.0 / NIST 800-171 / DFARS).
• Coordinate solution demos and technical deep dives with internal SMEs; ensure the customer leaves with clarity and next steps.
• Support proposals and SOW development: gather requirements, align scope, validate assumptions, and keep momentum through approval cycles.
• Maintain accurate CRM hygiene: stages, close dates, next steps, notes, and activity tracking; provide reliable weekly forecasting.
• Hit activity and pipeline targets (outbound volume, meetings, qualified opportunities, and pipeline coverage) and continuously improve conversion rates.
• Partner with Daymark Marketing on campaigns, webinars, leads and events in the DIB ecosystem; follow up quickly and turn interest into meetings.
• Collaborate with delivery/engineering for scoping, timeline alignment, and clean handoffs that set customers up for successful implementation.

Required Qualifications:

• 1–2 years of sales experience selling in the IT software and services space (inside sales, SDR → AE, junior AE, or similar).
• Very comfortable and competent with outbound prospecting and building pipeline (phone, email, LinkedIn)..
• Strong discovery skills: can ask good questions, listen, summarize, and connect needs to outcomes.
• Organized and coachable: follows a process, keeps CRM updated, and learns quickly with feedback.
• Clear communicator who can explain technical concepts at a business level without hiding behind jargon.
• Able to work cross-functionally with technical teams to move opportunities forward

Preferred Qualifications:

• Exposure to DIB, government contractors, or regulated industries (a plus, not required).
• Familiarity with Microsoft 365 or cloud services sales motions (licensing + pro services + managed services).
• Interest in cybersecurity and compliance; willingness to learn frameworks like CMMC 2.0, NIST 800-171, and DFARS.
• Experience selling consultatively to owners/presidents, CIOs/IT Managers, and security/compliance leaders.
• Experience working opportunities that include services scoping, statements of work, and multi-stakeholder buying process

About Daymark Solutions:

Daymark Solutions is an experienced technology integration and solutions provider that helps organizations effectively architect, implement, and deploy customized solutions using best of breed technologies. Specializing in cloud, AI and datacenter technologies, Daymark’s unique combination of in-depth technical knowledge, extensive experience, and proven methodologies enable our customers to successfully address even the most difficult business and technology challenges.

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