---
title: 'Senior Forward Deployed Strategist, Public Sector at Sitreps'
canonical: 'https://feeny.ai/job/senior-forward-deployed-strategist-public-sector-sitreps-washington-dc-or-san-dkgg0vr1n0qk'
type: 'job'
last_seen: '2026-09-04'
---

# Senior Forward Deployed Strategist, Public Sector at Sitreps

- **Company:** Sitreps
- **Location:** Washington Dc OR San Francisco, CA
- **Work type:** onsite
- **Posted:** 2026-09-02
- **Last confirmed live:** 2026-09-04
- **Apply:** https://job-boards.greenhouse.io/sitrepsllc/jobs/4392929009

## Job description

Senior Forward Deployed Strategist, Public Sector

Compensation: $147,000 – $185,000 base salary, plus equity, company benefits, and incentive compensation. Location: Washington, DC or San Francisco, CA. These are the only two locations under consideration. No other locations, and no fully remote option. Role Type: Full-Time Employee, Individual Contributor Work Model: Customer-facing, with regular on-site engagement and up to 50% travel Clearance: U.S. Citizenship required; active clearance preferred, eligibility and willingness to obtain one required

Client name withheld. Sitreps Talent is managing the search, and interested candidates apply through Sitreps.

## About the Client

Our client is a venture-backed AI security company. Their platform helps government and enterprise customers put AI systems into production safely: evaluating models and applications before deployment, protecting sensitive data and enforcing policy at runtime, governing what AI agents are allowed to do, and maintaining the evidence trail oversight bodies require. The platform runs across cloud, hybrid, on-prem, edge, and air-gapped environments. The team is standing up a dedicated public sector organization, and these are early seats on it.

## About the Role

Our client is looking for a Senior Forward Deployed Strategist to help public sector customers operationalize their platform in mission-critical environments.

This role sits at the intersection of mission strategy, technical solutioning, customer execution, AI assurance, and public sector growth. You will work directly with government stakeholders, mission users, technical evaluators, systems integrators, primes, and the company's product and engineering teams to turn operational needs into deployable AI control strategies.

This is a customer-facing strategy and execution role, not a traditional sales or project management role. You will shape use cases, guide pilots, support technical discovery, help customers move from evaluation into initial deployment, and make sure the work delivers measurable mission value.

## Responsibilities

- Become deeply fluent in the company's evaluation, guardrail, and agent governance platform.
- Work directly with public sector customers to identify high-impact use cases across AI evaluation, red-teaming, runtime controls, governance, observability, and agentic systems.
- Translate mission needs, policy requirements, technical constraints, and stakeholder priorities into practical deployment strategies, success criteria, and implementation plans.
- Create tailored demos, workshops, briefings, pilot plans, and customer-facing collateral for federal executives, technical teams, mission users, and partner organizations.
- Partner with product, engineering, and delivery teams to operationalize capabilities in customer environments.
- Act as an AI assurance subject-matter expert for customers, translating model, application, data, and agent risks into practical evaluations, runtime controls, and governance patterns.
- Support public sector growth efforts, including RFIs/RFPs, white papers, pilot proposals, partner strategies, and expansion opportunities.
- Bring field learnings back to product, engineering, research, and go-to-market teams to shape roadmap, delivery patterns, and customer strategy.

You Might Thrive in This Role If You

- Enjoy operating at the intersection of mission, technology, strategy, and execution.
- Communicate clearly with technical and non-technical audiences, from hands-on users to senior government stakeholders.
- Can build credibility with mission owners, program offices, technical evaluators, security teams, primes, and systems integrators.
- Are comfortable navigating ambiguity across customers, partners, and internal teams.
- Have strong ownership instincts and can drive work from early opportunity through pilot, deployment, and adoption.
- Like turning customer feedback into practical product improvements, deployment patterns, and mission value.
- Are excited to help public sector customers adopt custom AI evaluations, runtime controls, and agent governance systems in high-stakes environments.

## Requirements

## Preferred Qualifications

- 5+ years in public sector technology, defense technology, strategy consulting, technical program management, solutions, product strategy, enterprise SaaS, or other customer-facing roles.
- Experience supporting government customers across the Department of War, IC, federal civilian, or national security environments.
- Deep expertise in Generative AI and LLM systems, including model behavior, evaluation design, red-teaming, RAG/copilot architectures, prompt injection, guardrails, observability, and agentic workflows.
- Strong technical fluency across enterprise software, cloud environments, APIs, AI/ML systems, cybersecurity, or deployment architectures.
- Ability to translate customer needs into use cases, solution strategies, implementation plans, success criteria, and executive-ready narratives.
- Track record managing complex stakeholders, milestones, proposals, pilots, statements of work, or cross-functional delivery efforts.
- Strong problem-solving, presentation, writing, and operational judgment.
- Willingness to travel regularly to customer sites.
- U.S. Citizenship required; active U.S. security clearance preferred, with eligibility and willingness to obtain one required.

## Nice to Have

- Hands-on experience applying AI evaluation, red-teaming, runtime guardrails, observability, or agent governance in production or customer-facing environments.
- Familiarity with RMF, FedRAMP, IL environments, ATO processes, CMMC, or government software accreditation.
- Familiarity with public sector acquisition pathways, including BAAs, OTAs, SBIR/STTR, IDIQs, production transition, or programs of record.
- Experience working with systems integrators, primes, federal channel partners, or public sector resellers.
- Prior experience at a defense-tech, AI, cybersecurity, cloud, or enterprise SaaS company.
- Background in military, intelligence, federal technology, or mission-oriented consulting environments.
- Active Secret, Top Secret, or TS/SCI clearance.

## 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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