Director of Defense Sales

Posted 6 Hours Ago
Be an Early Applicant
Washington, DC, USA
In-Office
150K-165K Annually
Expert/Leader
Professional Services • Software • Consulting • Defense
The Role
Own the full government sales cycle for AI/ML defense software, from prospecting and demonstrations through contract award. Build pipeline from zero, engage military operators and program offices, navigate defense contracting pathways, forecast accurately, and translate customer needs into product feedback. The role requires prior military service, a strong network across defense organizations, proven government business development success, independent software-demo capability, and travel of up to 40%.
Summary Generated by Built In
Director of Defense Sales

Company: Early-Stage Defense Tech Software
Location: Washington, DC / Northern Virginia. In person, Rosslyn office.
Compensation: $150,000 to $165,000 base, plus uncapped commission and equity
Commission: Structure and ramp are flexible with this founding direct sales role.
Role Type: Full-Time Employee
Travel: Up to 40%, to be in front of customers
Clearance: Must be eligible to obtain and maintain a U.S. security clearance

About the Client

We're on a mission to ensure warfighters are prepared for every challenge they face. We are committed to assembling a world-class team of exceptional problem solvers, combining expert engineering talent with deep experience in National Security.

We build AI for the most important problem in defense: making sure the force is ready to fight. Our software is deployed and in use with DoD partners today. The office is in Rosslyn.

About the Role

We're looking for a relentless, customer-facing seller to own our direct sales motion. This role is for someone who moves fast, gets in front of operators and staffs, and converts conversations into signed work. You'll spend your time in front of units, commands, and program offices, running demos, shaping requirements, and closing.

If you want a defined territory and an inherited playbook, this isn't it. If you want to build a pipeline from zero and win, it is.

Exercise planning and operational planning are the initial focus areas for this seat, so knowledge or experience in either is a real advantage.

Responsibilities
  • Direct Sales. Own new business from first contact through award. Prospect, qualify, demo, and close across services, combatant commands, and operational units.
  • Field Engagement. Get in the room. Work exercises, industry days, wargames, and conferences to generate qualified demand and build durable operator relationships.
  • Deal Execution. Drive opportunities through the fastest available contracting pathway, including O&M sales, CSOs, OTAs, consortium vehicles, and simplified acquisitions.
  • Pipeline Discipline. Maintain an accurate, current pipeline. Forecast honestly, kill dead deals early, and communicate what engineering needs to know and when.
  • Voice of the Customer. Translate operator problems into clear product feedback, and translate capabilities into language a staff officer or contracting officer can act on.
RequirementsMust-Haves
  • Prior military service inside a DoW organization.
  • A track record of originating and closing government business, with specific deals you can point to and describe.
  • A live network across DoW operational units, staffs, or program offices that you can activate in your first 30 days.
  • Working fluency in defense contracting pathways (OTAs, CSOs, IDIQs, consortium structures) and the ability to pick the right one under time pressure.
  • Comfort demoing software yourself, without an engineer in the room.
  • High tolerance for ambiguity and a bias toward action in an early-stage environment.
  • Willingness to travel up to 40% to be in front of customers.
  • Must be eligible to obtain and maintain a U.S. security clearance.
Nice-to-Haves
  • Experience selling software or AI/ML products into defense, not services or hardware.
  • Familiarity with exercise planning cycles, wargaming, and operational assessments.
  • Experience at an early-stage defense tech or govtech company.
  • Active U.S. security clearance.
Compensation & Benefits
  • Competitive salary and equity to share in our success
  • The chance to join a founding team and directly shape the future of the company
  • The opportunity to work with cutting-edge AI technology in a defense context
  • Full health and dental benefits, 401(k), commuting benefits, lunch when in office
  • Office in Washington, DC / Northern Virginia

On how you get paid. We have deliberately put the emphasis on earning through closing rather than on collecting a salary. Commission is uncapped and the structure is genuinely open: if you have thrived under a model before, we want to hear it, and the rate can go above the usual range on larger deals. We are also flexible on ramp. The right person for this seat should be confident they can do very well on incentives.

Skills Required

  • Prior military service inside a Department of War organization
  • Proven track record of originating and closing government business, with specific deals to describe
  • Active network across Department of War operational units, staffs, or program offices
  • Working fluency in defense contracting pathways, including OTAs, CSOs, IDIQs, and consortium structures
  • Ability to demonstrate software independently without an engineer present
  • High tolerance for ambiguity and bias toward action in an early-stage environment
  • Willingness to travel up to 40% for customer engagement
  • Eligibility to obtain and maintain a U.S. security clearance
  • Experience selling software or AI/ML products into defense
  • Familiarity with exercise planning cycles, wargaming, and operational assessments
  • Experience at an early-stage defense technology or government technology company
  • Active U.S. security clearance
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The Company

What We Do

Sitreps LLC is a veteran-focused organization that operates a recruiting agency connecting top-tier military talent with high-impact roles in defense tech, finance, and consulting. The company also develops software-driven strategic advantages for defense acquisition, including a next-generation maritime intelligence platform designed to transform global fleets into persistent sensing assets for the United States.

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