Chief Operating Officer

Job Title: Chief Operating Officer
Reports to: Chief Executive Officer (CEO)
Location: One Florence St., Roslindale, MA 02131
Job Type: Full-Time | Exempt
Organization Type: Nonprofit – Senior Living & Affordable Housing

ABOUT THE ORGANIZATION:

Rogerson Communities’ growing network of properties and programs unites property management, real estate development, healthcare and social services so older adults can thrive as they age in their community.  Rogerson’s programs include affordable housing for low-income older adults, moderate income housing for adults 55 , assisted living, memory care, continuing care communities, and adult day programs.  We believe that all people should have the opportunity to age strong with dignity.  Rogerson owns and operates over 1600 units of housing and supportive living for older adults in Greater Boston, Southeastern MA and Worcester.  We are working on plans for expanding campuses and building additional affordable apartments.  The next decade of growth for this 165-year-old organization is well underway. We invite you to be part of this exciting time for Rogerson.

Position Summary

The Chief Operating Officer (COO) is a key leader of the executive leadership team, responsible for overseeing and optimizing day-to-day operations across the organization’s senior living communities, affordable housing properties and adult day health programs. The COO provides strategic oversight and ensures operational excellence, regulatory compliance, and high-quality service delivery that aligns with the organization’s mission to provide safe, dignified, and supportive living environments for older adults and underserved populations.

The ideal candidate brings deep experience in both housing and care services, a passion for mission-driven work, and a track record of leading teams, managing budgets, and implementing sustainable systems and structures.

Key Responsibilities

Operational Leadership

• Oversee all operational aspects of the senior living communities, affordable housing properties and adult day health programs.
• Provides strategic oversight of day-to-day operations, including housing management, resident services, facilities, compliance, and sales and marketing.
• Ensure the efficient and effective delivery of services that promote quality of life, resident satisfaction, and operational sustainability.
• Develop and implement systems, policies, and processes to improve performance, reduce risk, and support growth.

Strategic Execution

• Collaborate with the CEO and lead the executive team to drive the organization’s strategic plan, ensuring operational goals align with mission and vision.
• Identify opportunities for innovation in care models, housing development, and service delivery.
• Lead cross-functional initiatives that enhance integration between housing and healthcare services.

Compliance & Risk Management

• Ensure compliance with all relevant local, state, and federal regulations, including HUD, Low-Income Housing Tax Credit (LIHTC), Medicare/Medicaid, and assisted living licensing.
• Oversee internal audits, inspections, risk assessments, and emergency preparedness programs.
• Promote a culture of accountability and continuous improvement in service delivery and compliance.

Team Leadership & Culture

• Supervise and support a team of senior directors and operational managers across properties and service lines.
• Foster a collaborative, inclusive, and mission-aligned organizational culture.
• Provide coaching, performance management, and leadership development to ensure high team engagement and effectiveness.

Financial Stewardship

• In partnership with the CFO, develop and manage operating budgets for communities, properties and programs.
• Monitor financial and operational KPIs to ensure sustainable performance.
• Identify and implement cost-saving initiatives while maintaining quality and service standards.
• Collaborate with the Vice President of Advancement on fundraising initiatives across the communities.

Sales & Marketing

• Provide strategic leadership for sales and marketing functions to support occupancy goals across all communities.
• Oversee marketing and sales teams, ensuring initiatives align with operational capacity and community needs.
• Build and maintain relationships with referral sources, senior service providers, community groups, and local government entities.
• Monitor sales metrics and campaign performance; use data to drive continuous improvement and ROI.
• In collaboration with Marketing and Communications, guide the development and execution of integrated marketing campaigns, digital strategy, and outreach materials.
• Analyze market trends, demographic data, and referral patterns to refine positioning and outreach strategies.

External Relationships

• Collaborate with public and private partners, regulatory agencies, vendors, and community stakeholders to support mission fulfillment.
• Represent the organization with funders, government agencies, and strategic partners as needed.

Qualifications

Education & Experience

• Bachelor’s degree in Business Administration, Public Administration, Healthcare Management, or related field (Master’s preferred).
• 10 years of senior leadership experience in nonprofit management, senior living, affordable housing, or healthcare.
• Proven success overseeing operations in multi-site or complex service delivery environments.
• Experience with HUD programs, LIHTC compliance, and assisted living or skilled nursing operations is strongly preferred.

Skills & Competencies

• Strong leadership and organizational development skills.
• Deep understanding of housing management, resident care models, regulatory frameworks, and workforce development.
• Exceptional problem-solving, change management, and communication abilities.
• Commitment to serving diverse and vulnerable populations.

Preferred Credentials

• Certified Assisted Living Administrator (where required)
• Licenses MA Nursing Home Administrator
• Familiarity with EHRs, Yardi or other housing management systems