--- title: 'Chief Operating Officer at Sitreps' canonical: 'https://feeny.ai/job/chief-operating-officer-sitreps-baltimore-d6qqzjmt0e8e' type: 'job' last_seen: '2026-11-06' --- # Chief Operating Officer at Sitreps - **Company:** Sitreps - **Location:** Baltimore, MD - **Work type:** onsite - **Posted:** 2026-10-19 - **Last confirmed live:** 2026-11-06 - **Apply:** https://job-boards.greenhouse.io/sitrepsllc/jobs/4458085009 ## Job description Chief Operating Officer Company: Founder-led property restoration company (name disclosed upon mutual interest) Location: Baltimore, Maryland. In-office. Role Type: Full-Time Employee Reports To: Founder & CEO Compensation: $165,000–$200,000 base Bonus: Annual performance bonus dependent upon KPIs Equity: Equity participation in the business ## About the Client We are an established, founder-led property restoration and home repair company serving residential and commercial customers across the Baltimore region. Our teams handle water and fire mitigation, contents, and full reconstruction, and we have built a reputation with insurance carriers, property managers, and homeowners for doing the work right. The business is backed by an investment partner and is in a period of strong growth. The plan is to significantly grow the business over the next several years, organically, by scaling what already works and building out newer lines of business. ## About the Role The company is bringing on its first Chief Operating Officer. Our founder will keep doing what he does best: leading the newest growth initiatives, spending time in the field with customers and project managers, and setting the culture. The COO owns the operating system of the business, so the company runs on clear process and accountable leaders at every level. The company is organized into multiple operating departments, each with its own leader. The COO leads those department heads, connects how the departments work together, and builds the processes, systems, and reporting the business needs at its next stage of scale, while protecting the job-level margin discipline that sets the company apart. This is a hands-on seat. The right person gets into the middle of the work, learns the business from the field up, and makes it better without adding layers of overhead. ## Responsibilities - Operations Leadership. Lead the department heads across mitigation, contents, reconstruction, and support functions. Set clear ownership, run a regular operating cadence, and make the business less dependent on any one person. - Process and Systems. Find and fix the bottlenecks between departments. Use technology to simplify workflows like job handoffs, approvals, and invoicing, and give leadership a clear summary view of the business. - Margin and Financial Management. Protect and improve job-level profitability, especially on reconstruction. Understand the unit economics, track the numbers that matter, and spot problems early. - People Development. Coach and develop the leaders already on the team, raise the bar where needed, and make sound people decisions with follow-through. - Growth Enablement. Help the organization add new ways of winning work, including referral partners and commercial customers, alongside its insurance program business. Set up each line of business to run the way it needs to. - Founder Partnership. Work side by side with the founder every day. Take operational decisions off his plate, bring him the data behind the big calls, and turn his instincts into repeatable process. ## Requirements Must-Haves - Senior operations leadership in a field-services, construction, or trade services business of $20M or more in revenue, with distributed crews, job costing, and vendor and subcontractor relationships. - A track record of building process and using technology to fix how departments work together. - Strong financial command: unit economics, job margins, working capital, and what growth does to all three. - Experience developing managers and holding a leadership team accountable. - A lean, owner's mindset. You solve problems by improving the work, not by adding headcount. - Willingness to be in the office in the Baltimore area every day and in the field as needed. Nice-to-Haves - Restoration industry experience, including insurance program (TPA) work. - Experience in residential construction, remodeling, roofing, HVAC, plumbing, or other home services. - Experience building a sales motion around referral partners or commercial accounts. - Experience scaling a business through a period of rapid growth. - Experience in a private equity-backed or recently acquired company. - Ties to Maryland or the Baltimore-Washington region. ## Compensation & Benefits Base salary is $165,000 to $200,000, plus an annual performance bonus and equity participation in the business. ## 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.) ## Other roles at Sitreps - [General Manager, Residential Home Services](https://feeny.ai/job/general-manager-residential-home-services-sitreps-greater-orlando-nfj8zy6tfp2t) — Greater Orlando, FL - [General Manager, Residential Home Services](https://feeny.ai/job/general-manager-residential-home-services-sitreps-space-coast-sxqq73ba97z7) — Space Coast, FL - [General Manager, Residential Home Services](https://feeny.ai/job/general-manager-residential-home-services-sitreps-salisbury-xn0qgfjhcaax) — Salisbury, MD - [General Manager, Residential Home Services](https://feeny.ai/job/general-manager-residential-home-services-sitreps-savannah-498ta3hpfvhs) — Savannah, GA - [Assistant General Manager, Residential Home Services (GM Successor)](https://feeny.ai/job/assistant-general-manager-residential-home-services-gm-successor-sitreps-t5gjdrw96g6t) — Albuquerque, NM - [Vice President of Growth, Residential Home Services (General Manager Track)](https://feeny.ai/job/vice-president-of-growth-residential-home-services-general-manager-track-dk73e5ffz99v) — Northern, NJ - [President, Residential Home Services](https://feeny.ai/job/president-residential-home-services-sitreps-baltimore-1a3ymcd4a49a) — Baltimore, MD - [Mission Lead, Protection Operations](https://feeny.ai/job/mission-lead-protection-operations-sitreps-arlington-x5se6m9063f9) — Arlington, VA - [Forward Deployed Mission Engagement Lead](https://feeny.ai/job/forward-deployed-mission-engagement-lead-sitreps-minneapolis-te5g1qs7b0fs) — Minneapolis, MN - [Forward Deployed Mission Strategist, Unmanned Maritime Systems](https://feeny.ai/job/forward-deployed-mission-strategist-unmanned-maritime-systems-sitreps-norfolk-9q6c754s1yv3) — Norfolk, VA