Chief Administrator for Community Programs

Oak Hill • Hartford, CT

4d • Onsite

About The Position

Oak Hill seeks a collaborative, strategic, and mission-driven leader to serve as its next Chief Administrator for Community Programs (CACP). Reporting to the President & CEO, and serving as a key member of the senior leadership team, the CACP will provide executive leadership and operational oversight for one of Connecticut's largest and most complex community-based service systems, spanning more than 59 sites, seven towns, and a $74 million operating budget. This role oversees a seasoned leadership team, including the Senior Director of Community Programs, Director of Nursing, Director of Behavioral Services, and other key leaders and over 1000 support staff. The CACP will play a critical role in ensuring high-quality, person-centered services while strengthening organizational effectiveness, fostering leadership development, and helping shape Oak Hill's future strategy and growth.

For more than 130 years, Oak Hill has been a trusted leader in supporting individuals with disabilities to live meaningful, independent lives. As the organization continues to evolve in response to changing community needs, workforce dynamics, and funding environments, Oak Hill seeks a leader who can successfully bridge its rich legacy of care with the innovation required for the future.

This is an opportunity to strengthen and unify a large, complex service delivery system while helping shape the future direction of the organization. The CACP will play a critical role in building an integrated leadership culture grounded in shared accountability, transparency, collaboration, and long-term sustainability. Working across programs and administrative functions, this leader will ensure alignment, operational effectiveness, and consistency in delivering high-quality, person-centered services.

Requirements

• A master’s degree in human services, business administration, or a related field, and at least ten years of progressively responsible leadership experience, including five or more years in a senior administrative or managerial role, or an equivalent combination of education and experience.
• Demonstrated success leading complex budgets and financial operations in large, multi-site, or decentralized organizations.
• Deep familiarity with Medicaid-funded services, including regulatory, compliance, and reporting requirements at the state and federal level.
• Practical experience in systems serving individuals with intellectual, developmental, or related disabilities.
• Proven ability to assess organizational systems, drive operational improvement, and strengthen service quality at scale.
• Strong executive communication skills with the ability to translate complex information for Boards, leadership teams, staff, and external stakeholders.
• Cultural competency and demonstrated success working across diverse communities and stakeholder groups.
• Strong analytical and problem-solving skills, including the ability to interpret financial, operational, legal, and technical information and apply data-driven decision-making.
• Ability to manage competing priorities, negotiate effectively, and navigate complex stakeholder environments with sound judgment.
• Capacity to lead effectively in high-pressure or rapidly changing environments, including operational emergencies.
• High level of attention to detail with strong organizational skills and a commitment to accurate, reliable documentation and reporting.
• Ability to provide on-call consultation and support for emergencies 24 hours a day, seven days a week.

Responsibilities

• Provide executive leadership for Oak Hill's residential and community-based programs across a broad network of sites and services.
• Ensure the delivery of high-quality, person-centered services while advancing operational effectiveness, regulatory compliance, and financial sustainability.
• Balance long-term strategic planning with hands-on operational oversight, including program performance, staffing, site operations, emergency response, and service quality.
• Leverage data, community input, and emerging trends to strengthen programs, improve outcomes, and identify opportunities for innovation and growth.
• Lead, mentor, and support a team of individuals responsible for delivering services across a large, decentralized system.
• Foster a culture of accountability, collaboration, professional growth, and shared ownership.
• Strengthen workforce development efforts by ensuring meaningful training, leadership development, and advancement opportunities throughout the organization.
• Serve as a key member of Oak Hill's senior leadership structure, contributing to organizational strategy, alignment, and decision-making.
• Serve as a visible and trusted representative of Oak Hill within the community and across stakeholder groups.
• Develop and maintain strong partnerships with families, guardians, community organizations, service providers, funders, and regulatory agencies, including DDS, DSS HUD, and other key partners.
• Partner closely with Development and Communications to align organizational messaging with program priorities and outcomes.
• Support the continued advancement of inclusive, community-based services and opportunities for individuals served by Oak Hill.
• Oversee financial management for Community Programs, including budget development, resource allocation, forecasting, and performance monitoring.
• Partner closely with Finance to identify risks, address variances, and ensure strong fiscal stewardship.
• Maintain compliance with all applicable federal, state, and local regulations, licensing requirements, and accreditation standards.
• Promote a culture of accountability, transparency, and operational integrity while ensuring timely response to regulatory concerns and investigations.

Benefits

• Affordable medical, dental, vision insurance, with costs nearly 50% below the national average.
• 403(b) retirement plan: We contribute 9.5% of your gross earnings annually, whether you contribute or not.
• Free long-term disability insurance: Protection for you if you’re ever sick or injured.
• Life insurance options: Free and low-cost plans for peace of mind.
• Generous time off, with 5 weeks of paid vacation, plus personal days, sick time, and 12 holidays.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive