---
title: 'Deployment Strategist - Naval Strategic Programs at Sitreps'
canonical: 'https://feeny.ai/job/deployment-strategist-naval-strategic-programs-sitreps-arlington-d7cgvqytcy23'
type: 'job'
last_seen: '2026-09-11'
---

# Deployment Strategist - Naval Strategic Programs at Sitreps

- **Company:** Sitreps
- **Location:** Arlington, VA
- **Work type:** onsite
- **Posted:** 2026-07-07
- **Last confirmed live:** 2026-09-11
- **Apply:** https://job-boards.greenhouse.io/sitrepsllc/jobs/4307240009

## Job description

Deployment Strategist - Naval Strategic Programs

Arlington, VA

Compensation: $120,000–$145,000 Base + 15–30% Bonus + Equity

## About the Client

We are a fast-growing technology company supporting the U.S. national security community. Our platform helps defense and government organizations make better decisions through advanced data, analytics, and visualization.

Our team includes veterans, technologists, and national security professionals united by a mission to deliver modern technology to those solving the country's toughest challenges.

## About the Role

We are looking for customer-focused professionals to join our team as Deployment Strategists.

Deployment Strategists serve as trusted advisors to our customers, helping government organizations successfully adopt our platform and maximize mission impact. Working directly with military leaders, government civilians, and internal product teams, you'll translate operational challenges into practical solutions and ensure customers achieve meaningful outcomes.

This is a highly collaborative, forward-deployed role that combines customer success, strategic problem-solving, and implementation leadership. While you don't need to be a software engineer, you should be comfortable learning technical concepts, understanding customer workflows, and partnering closely with Product and Engineering teams to improve the platform.

This is a full-time position based in Arlington, VA and may require up to 75% travel.

## Responsibilities

- Become a trusted advisor to government customers by developing a deep understanding of their organizations, missions, priorities, and operational challenges.

- Lead customer onboarding, implementation planning, and successful deployment of our platform across government organizations.

- Drive customer adoption through training sessions, executive briefings, workshops, and ongoing engagement.

- Partner closely with customer leadership to identify opportunities where our platform can improve decision-making and mission effectiveness.

- Gather customer feedback and operational insights to influence future product development and roadmap priorities.

- Coordinate with Product, Engineering, and Customer Success teams to ensure customer needs are effectively communicated and addressed.

- Develop customer success plans that measure adoption, engagement, and mission outcomes.

- Create user documentation, implementation guides, training materials, and executive-ready presentations.

- Present operational insights and platform capabilities to senior military officers, civilian government leaders, and executive stakeholders.

- Support customer renewals, expansion opportunities, and strategic account growth through exceptional customer engagement.

- Represent the voice of the customer internally while serving as an ambassador for our platform externally.

Depending on your background, you may also:

- Support product demonstrations during strategic sales engagements.

- Facilitate customer workshops focused on mission planning, operational modernization, and workflow improvement.

- Assist with customer pilots, proof-of-concepts, and new capability rollouts.

- Contribute to thought leadership around defense modernization, acquisition, and operational transformation.

## Requirements

Must-Haves

- Bachelor's degree or equivalent professional experience.

- U.S. Navy experience with exposure to fleet operations, logistics, operational planning, maritime strategy, headquarters staff, or other mission planning and execution roles.

- Strong customer-facing skills with the ability to build trusted relationships and influence stakeholders.

- Excellent verbal, written, and presentation skills, with the ability to communicate effectively across technical and non-technical audiences.

- Demonstrated ability to solve complex, ambiguous problems and operate effectively in fast-paced environments.

- Highly organized with the ability to manage multiple priorities and customer engagements.

- Passion for supporting U.S. national security and helping customers achieve mission outcomes.

- Willingness to travel up to 75% in support of customer missions.

Nice-to-Haves

- Experience supporting Department of Defense customers in Customer Success, Solutions Consulting, Professional Services, Program Management, Implementation, or Forward Deployed roles.

- Familiarity with defense acquisition, PPBE, force planning, operational logistics, or defense modernization initiatives.

- Experience working with enterprise software, SaaS platforms, data analytics, AI-enabled products, or decision-support tools.

- Experience briefing senior military leaders, SES civilians, or executive stakeholders.

- Current U.S. security clearance, or the ability to obtain one with company sponsorship.

- Experience working in a high-growth startup or entrepreneurial environment.

- Demonstrated ability to translate customer feedback into product improvements and operational recommendations.

## 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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