Chief Administrator for Community Programs

Oak Hill/Gilead • Hartford, CT

5d • 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. 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.

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.
• Provide on-call consultation and support for emergencies 24 hours a day, seven days a week.

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