Chief Operating Officer

Opportunity@Work

4h • Remote

About The Position

The Chief Operating Officer (COO) is the architect of Opportunity@Work’s enterprise operating model and the executive responsible for transforming People, Finance, and Enterprise Systems into a unified engine for scale, innovation, and mission impact.
Reporting to the CEO and serving as a key member of the five-person executive leadership team, the COO elevates the organization’s internal capabilities to evolve in step with strategy — building the operating discipline, digital fluency, and performance systems required to scale impact nationally. The full-time team is 65 FTE today.
As Opportunity@Work enters its next phase of scale and national influence, the COO will play a pivotal role in modernizing the organization’s operating systems, aligning enterprise capabilities, and preparing the institution for sustained impact and leadership continuity. The COO will directly manage the People & Culture team of 3 + contractors, the CFO and finance team of 3, Enterprise IT of 1 FTE supported by an MSP, and an outsourced legal team.
This role is fully remote, though we anticipate at minimum, quarterly travel to the Washington, DC office, and bi-annual leadership and team retreats.

Requirements

• 15+ years of progressive leadership experience, ideally with at least 3 years of professional service experience
• Senior executive experience transforming complex operations across 2 or more key functional areas: people, technology/IT, legal, and finance.
• Demonstrated capacity to operate as an enterprise-level leader with the strategic judgment and institutional perspective required to steward mission-driven organizations at scale.
• Strong track record of building scalable systems, controls, and infrastructure in mission-driven organizations.
• Deep understanding of organizational accountability, performance management, and operational excellence.
• Strong understanding of talent, strategic planning, budgeting, compliance, IT and finance functions.
• Excellent communication, leadership, and cross‑functional collaboration skills.
• Comfort operating as a senior thought partner while maintaining clear operational boundaries.
• Commitment to equity, transparency, and mission-aligned leadership.

Responsibilities

• Executive Leadership & Organizational Stewardship
• Performance of People & Culture function (Human Resources, People Operations, Organizational Effectiveness)
• Performance of Finance & Administration functions
• IT, Enterprise Systems & AI Enablement
• Legal, Compliance, Risk & Governance
• Workplace Operations, Facilities & Procurement
• Systems for Accountability, Performance & Continuous Improvement

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed