Who We Are

Housing Connector unlocks housing for people most in need by connecting private property owners and managers with nonprofits and public sector partners. We operate at the intersection of innovation, housing systems change, and social impact — with the belief that homelessness is solvable when we match urgent needs with untapped resources.

The Opportunity

We are seeking a strategic, inspirational, and execution-obsessed Chief Operating Officer (COO) to join our executive team. It demands someone who is excellent at simplifying complexity, scales systems in an iterative and measurable fashion, and isn't afraid to disrupt the status quo to build better solutions.

This role reports to the CEO and owns geographic expansion and all regional operations including streamlining and expanding housing demand pipeline, community partnerships, product rollout and adoption, government relations, and housing stability. Success is defined as reducing the average cost of a person served, reducing time to market, increasing people housed, and reducing the # of people with negative housing outcomes. The role will oversee 9 current markets and grow national footprint to 15 markets by YE 2027.

The COO will architect and lead our operational infrastructure, oversee Market Directors across regions, and drive outcomes that reduce homelessness nationwide. They will translate vision into execution, pressure-test strategy through the lens of impact and efficiency, and be a thought partner to the CEO in building a national model for housing innovation.

Key Responsibilities

Operational Strategy & Execution

• Design, scale, and refine the day-to-day systems that make Housing Connector operate efficiently and adapt them so they can be effective in new markets/cities.
• Ensure the strategy implementation is consistent and maintains a high bar across all markets, while giving each location flexibility to adapt to meet the local needs.
• Lead organization-wide performance management and drive results against KPIs that reflect our values and impact.

Market Leadership & Talent Development

• Directly manage and develop Market Directors, cultivating a bench of high-performing, entrepreneurial leaders.
• Build a culture of accountability, ownership, and collaboration—where excellence is expected and supported.
• Create mechanisms for rapid feedback, shared learning, and cross-market alignment.

Scaling & Innovation

• Partner with the CEO to architect the next phase of Housing Connector’s growth—integrating technology, people, and process.
• Operationalize innovation: pilot, measure, and institutionalize new approaches that enhance outcomes and efficiency.
• Drive disciplined experimentation—balancing speed with rigor and ensuring learnings are embedded across teams.

Executive Leadership & Culture

• Be a strategic partner to the CEO, translating big-picture goals into operational reality.
• Serve as a key voice in organization-wide decision-making, bringing sharp analysis and a bias toward action.
• Reinforce a culture rooted in impact, inclusion, humility, and speed.

What You Bring

Required Experience & Attributes

• 10+ years in senior operational or programmatic leadership roles, preferably in high-growth, multi-site organizations.
• Demonstrated ability to lead managers-of-managers and build high-performing, values-aligned teams.
• Exceptional operational acumen, able to scale what works, fix what doesn’t, and ruthlessly prioritize.
• Track record of building and integrating systems (data, talent, finance, tech) that drive both efficiency and effectiveness.
• Bold but thoughtful communicator who is able to inspire action, navigate complexity, and push when needed.
• Multi-site or market-based operational leadership with proven experience leading operations across multiple regions or distributed teams, with a demonstrated ability to drive consistency while allowing for local flexibility and innovation.
• Hands-on systems builder with demonstrated ability to build operational infrastructure from the ground up or overhaul legacy systems during periods of rapid growth or organizational change; not just a steward of existing processes.

Why Join Us

Housing Connector is not just scaling programs—we are reshaping how cities solve housing instability. You will join a nimble, mission-driven team that moves fast, questions everything, and measures success by the people we serve. As COO, you will have the platform, trust, and resources to lead boldly, think differently, and build something that lasts.

What we offer

The salary for this position ranges from $180,000 to $250,000 annually and includes eligibility for company benefits. Salary will be determined based on the candidate's skills and experience.

Our Comprehensive Benefits Package Includes:

• Health & Wellness Coverage – 100% employer-paid medical, dental, and vision insurance for employees, plus 50% coverage for partners and dependents.
• Paid Time Off – Up to 22 days of PTO in your first year, plus two dedicated Community Service Leave days to support causes you care about.
• Holiday Schedule – 11 paid holidays each year, plus a full paid week off from Christmas Eve through New Year’s Day.
• Paid Parental Leave – Competitive leave options to support growing families.
• Employee Assistance Program (EAP) – Confidential resources for mental health, financial, and family support.
• Life & Disability Insurance – Added protection and financial security for you and your dependents.
• Tax-Advantaged Accounts – Flexible Spending Accounts (FSA) and Dependent Care Reimbursement Accounts (DCRA).
• 401(k) with 6% Employer Match – A strong retirement plan with company matching to invest in your future.

Work Location & Hybrid Expectations
Housing Connector is a flexible hybrid workplace. For this role, regular in-office presence is required in a local Housing Connector office at least one day per week (currently Wednesdays in Seattle). If the position is based outside of Seattle, the same expectation will apply to the Housing Connector office in that market once established. Additional on-location work may be required depending on program or partner needs. As our teams grow, in-office responsibilities may increase to support deeper team integration and cross-functional collaboration.

Housing Connector is an inclusive equal opportunity employer committed to recruiting and retaining a diverse workforce and providing a work environment that is free from discrimination and harassment based upon any legally protected status or protected characteristic, including but not limited to an individual's sex, race, color, ethnicity, national origin, age, religion, disability, sexual orientation, veteran status, gender identity, or pregnancy. In addition, Housing Connector does not discriminate on the basis of genetic information in its employment related policies and practices, including coverage under its health benefits program.