---
title: 'Director, Strategic Programs at Sitreps'
canonical: 'https://feeny.ai/job/director-strategic-programs-sitreps-washington-hyv2076gpey5'
type: 'job'
last_seen: '2026-09-04'
---

# Director, Strategic Programs at Sitreps

- **Company:** Sitreps
- **Location:** Washington, DC
- **Work type:** onsite
- **Posted:** 2026-09-02
- **Last confirmed live:** 2026-09-04
- **Apply:** https://job-boards.greenhouse.io/sitrepsllc/jobs/4393228009

## Job description

Director, Strategic Programs

Company: Early-Stage Defense Tech Software Location: Washington, DC / Northern Virginia. In person, Rosslyn office. Role Type: Full-Time Employee Reports To: Head of Growth, or the CEO directly depending on experience Travel: Up to 25% 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 someone to turn our wins into programs that last. Early traction in defense is fragile: pilots end, Phase IIs expire, and good software falls into the valley of death because nobody built the transition path.

This role owns that path. You'll take existing customers and contracts and convert them into budgeted, recurring, defensible program lines, working the POM cycle, transition agreements, and the program office relationships that make us permanent.

## Responsibilities

- Transition Ownership. Own Phase II to Phase III transitions and pilot to program conversions. Build the sponsor, requirement, and funding case for each one and drive it to a signed vehicle.
- Program Insertion. Map our capability against programs of record and identify where it belongs. Build relationships with PEOs, PMs, and requirements owners to get it there.
- Funding Strategy. Work the budget cycle. Track POM inputs, unfunded requirements lists, congressional adds, APFIT, and reprogramming actions, and position us against real money on a real timeline.
- Account Expansion. Grow existing accounts. Keep current customers on contract, expand scope and option years, and turn one user into an enterprise footprint.
- Teaming and Partnerships. Build relationships with primes, integrators, FFRDCs, and UARCs where a teaming path is faster than a direct one.

## Requirements

- Direct experience moving a technology from prototype or SBIR into a funded program of record, and the ability to walk through how it actually happened.
- Deep working knowledge of PPBE, the POM cycle, and how requirements and money move inside DoD.
- Relationships with program offices, PEOs, or acquisition leadership that you can bring to bear.
- A background in defense technology, at a company that has had real program success. Experience across multiple services is ideal; depth in one service, Army, Air Force, Navy, or Space Force, with the comfort to flex into the others, works too.
- Patience for long cycles paired with the discipline to show measurable progress every quarter.
- Strong writing skills. Much of this job is white papers, transition plans, and unsolicited proposals that have to be good.
- Based in Washington, DC or Northern Virginia, in person, and willing to travel up to 25%.
- Must be eligible to obtain and maintain a U.S. security clearance.

## Preferred

- Time inside a program office, PEO, or service acquisition organization.
- Experience with APFIT, Joint Staff or CCMD requirements processes, or CFT engagement.
- Familiarity with AI/ML, modeling and simulation, or training and readiness portfolios.
- Experience at an early-stage defense tech or govtech company.
- Active security clearance.

## 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

## About Sitreps

## Company Overview
- **One-liner**: Sitreps is a veteran-founded recruiting agency and defense technology company that connects elite military talent with high-impact roles and builds software-driven maritime intelligence platforms for the U.S. Department of Defense.
- **Entity Type**: Private (startup stage; no public funding rounds disclosed)
- **Headquarters**: Arlington, Virginia, USA (multiple job postings list Arlington, VA as primary location; also offices in New York City and Litchfield, VA)
- **Founded**: 2019
- **Founders**: Kyle Eberly, Wyatt Frasier, Max Cormier (co-founders)

## Core Business
- **Primary Industries**: Defense Technology, Professional Services (Veteran Recruiting & Staffing), Software & Analytics
- **Target Customers**: U.S. Department of Defense (DoD) and federal civilian agencies (B2G); defense-focused enterprises and technology companies (B2B) seeking veteran talent
- **Mission/Purpose**: Leveraging a deep-rooted community of military veterans to help world-class businesses scale, while also transforming commercial fleets into persistent sensing assets for national security.

## Products & Services
- **Sitreps Talent (Recruiting Agency)**: A curated recruiting service that sources, vets, and places high-performing military professionals into roles at partner companies. Serves 10+ industries including defense tech, software, AI, fintech, and private equity. Places roles such as product managers, account executives, engagement managers, and sales directors.
- **Maritime Intelligence Platform (Defense Tech Software)**: A next-generation software platform that transforms global commercial fleets into persistent sensing assets for the United States. Used by Navy strategic programs; includes analytics, data integration (SQL/Python/R), and implementation services.
- **AI & Agentic Solutions (Emerging)**: Design, prototype, and deploy scalable AI and agentic workflows for defense acquisition challenges, embedding with clients to productionize models.

## Market Standing
- **Valuuation / Funding**: Not publicly disclosed. The company appears to be privately funded (no public rounds recorded). A Head of Sales job description references growing revenue from ~$2M to $5M+ (with a path to $30M), suggesting current annual revenue in the low single-digit millions.
- **Key Metrics**: 150+ veterans placed, 40+ partner companies, 95% retention rate, serving 10+ industries (source: [sitreps.com/about/clients](https://www.sitreps.com/about/clients))
- **Notable Investors / Partners**: Not listed publicly. Partner companies are not named on the website, but the client portfolio includes defense tech, software, HVAC, real estate, AI, fintech, private equity.
- **Growth Signals**:
  - Scaling sales team from ~$2M to $30M target
  - Active hiring for senior roles: VP of Engagement, Head of Intelligence, Chief Operating Officer, Forward Deployed Data Scientists
  - Expanding into AI/agentic solutions for defense acquisition
  - Multiple office locations and remote/hybrid work options

## Competitive Advantages
- **Authentic Veteran Community**: Sitreps began as a viral online community for veterans transitioning to business roles — now the “largest community of veterans in business in the USA,” providing unmatched access to, and credibility with, military talent.
- **Dual Capability**: Combines a staffing agency with in-house defense tech software development, allowing cross-pollination of talent insights and mission understanding.
- **High Retention**: 95% placement retention rate indicates strong matching and support processes.
- **Clearance and Domain Expertise**: Many roles require active security clearances and deep knowledge of naval strategic programs, DoD acquisition, and intelligence — creating a high barrier for competitors.

## Strategic Focus
- **Scale Revenue**: Formalizing sales processes (CRM, commissions, segmentation) with a goal of growing from ~$2M to $5M+ in the near term and eventually $30M.
- **Productize Defense Tech**: Expand the maritime intelligence platform and AI/agentic solutions for broader DoD adoption.
- **Deepen Government Relationships**: Hiring Engagement Directors and Account Executives for each military branch (Air Force, Navy, Army, Coast Guard, Marine Corps).
- **Build Internal Infrastructure**: Transitioning from QuickBooks to an audit-ready ERP, adding financial controls and federal contract audit compliance.

## Why Work Here
- **Mission-Driven Work**: Directly support national security and veteran employment — two high-impact, purpose-rich areas.
- **Hybrid & Remote Flexibility**: Many roles offer remote options (U.S.-based); some positions require on-site presence in Arlington, VA, New York, or Litchfield, VA; a hybrid workspace is the norm.
- **Career Growth**: Early-stage company where leaders are expected to build functions from scratch and grow into C-level roles (e.g., Head of Sales → CRO path).
- **Diverse Roles**: Opportunities span professional services, engineering (forward deployed, data science), intelligence analysis, sales, and operations — appealing to both veterans and civilians.
- **Culture**: Described as “authentic, expertise-driven, and grounded in real connection” — not a typical corporate recruiter but a community-first organization.

## Sources
1. [builtin.com](https://builtin.com/company/sitreps-llc) – Company overview, perks, culture, job listings
2. [job-boards.greenhouse.io](http://job-boards.greenhouse.io/sitrepsllc) – Official careers page with all current openings
3. [sitreps.com/about/team](https://www.sitreps.com/about/team) – Founders and team profiles
4. [sitreps.com/about/clients](https://www.sitreps.com/about/clients) – Client metrics, industries served, roles filled
5. [builtin.com](https://builtin.com/company/sitreps-llc/jobs) – Detailed job descriptions (Head of Sales, Implementation Engineer, etc.)

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