Chief Operating Officer Jobs in Kentucky (NOW HIRING)

Jubilee Housing seeks an experienced and mission-driven finance leader to advance its justice housing model and guide its operational strategy. Since 1973, Jubilee has worked to provide high-quality affordable housing and holistic support to those experiencing persistent economic hardship in the Adams Morgan and Columbia Heights neighborhoods of Washington, DC.

The Chief Operating Officer (COO) is responsible for the strategic and operational leadership of Jubilee’s mission-driven programs, resident-centered services, organizational infrastructure, and internal operations.. The COO will help sustain growth, maintain a high degree of resident support, and bring vision to how Jubilee expands its reach. With a 2025–2030 strategic plan in place, the COO will guide the implementation and steward Jubilee Housing’s culture, values, project management, and financial performance.

The COO reports to the CEO, serves as a key member of the executive team, and has a consultative relationship with the Board of Directors. They will partner closely with their peers, including the CFO and Chief Advancement Officer, to support financial and team performance. They supervise the Chief Administrative Officer, VP of Programs, and Director of Research, Impact, and Evaluation with overall responsibility for a 50+ person team. Specific areas of responsibility include:

• Advise the CEO, senior leadership, and board on strategy, performance, and innovation.
• Steward Jubilee’s mission, values, and culture as a key executive team member.
• Lead implementation of the strategic plan, including establishing organizational performance dashboards, milestones, and accountability measures.
• Present reports and updates to the board; serve as primary liaison to the strategic plan.
• Lead, develop, and inspire skilled teams.

• Provide executive oversight for resident services and supportive programming.
• Lead long-term program planning for resident services and special initiatives.
• Ensure programs are resident-centered, culturally responsive, and outcomes-driven.
• As a partner to the VP of Programs, support integration of youth, family, and reentry programs into a cohesive framework, promoting a resident-driven justice housing model.
• Monitor key metrics that guide organizational performance and decision-making.

• Provide oversight and partnership to the Chief Administrative Officer in their efforts to lead and develop a comprehensive talent plan for human resources functions.
• Advance the development of workforce planning and evaluation strategies.
• Direct technology modernization initiatives that improve operational effectiveness, resident services delivery, reporting, and collaboration.
• Lead enterprise-wide risk management efforts, including operational, legal, financial, reputational and safety risks.

• Oversee organizational research, evaluation, and data analytics functions.
• Support the Director of Research, Evaluation, and Learning (RIE) to develop frameworks and systems to measure resident outcomes, program effectiveness, and impact.
• Ensure that the RIE team uses data and research to support strategic decision-making, funding opportunities, policy advocacy, and continuous improvement.
• Advance evidence-based practices and learning across the organization.

• Build and sustain relationships with funders, government agencies, and community organizations to expand Jubilee’s resources and influence.
• Partner with the institutional advancement team to share impact stories.
• Set strategic direction for programmatic partnerships that enhance support for residents, including for workforce development, reentry, and social services.
• Represent Jubilee to coalitions, community initiatives, agencies, and donors.

The most competitive applicants will have many, if not all, of the following attributes:

• 10+ years of progressive leadership experience in a nonprofit or for-profit organization; affordable housing, community development, or human services settings preferred.
• Strong financial acumen, with budget management experience.
• A high level of emotional intelligence, integrity, cultural sensitivity, and interpersonal skills.
• Proven ability to structure, lead, and inspire high-performing teams.
• Excellent communication skills—comfortable engaging at all levels of the organization.
• Strong conflict resolution skills, such as supporting the team to address resident concerns.
• Systems-oriented; adept at successfully implementing and integrating systems.
• Excellent change management approaches.
• Analytical and strategic thinker who is flexible, solutions-oriented, and deadline-driven.
• Self-starter who takes initiative and delivers results with minimal supervision.
• Commitment to community development and helping low-income communities.

• Experience with affordable housing, including programs and services.
• Experience with grant compliance and reporting.
• Experience and practice of trauma-informed approaches and practices.

Jubilee Housing is headquartered in the Adams Morgan neighborhood of Washington, DC. Team members work a hybrid schedule with three days on-site each week.

The range for this position is $170,000 - $190,000. Benefits include health, dental, and vision insurance, matched retirement contributions, and paid time off, including paid parental leave.

Jubilee Housing is an equal opportunity employer and considers all applications without regard to race, color, religion, creed, gender, national origin, age, disability, marital or veteran status, sexual orientation, or any other legally protected status.