Deputy Chief Executive Officer

The Deputy Chief Executive Officer (Deputy CEO) reports to and partners with the Chief Executive Officer to lead Outside In’s growth and advance its mission. The Deputy CEO serves as second-in-command, supporting overall strategic direction, operational excellence, and organizational sustainability.

The position is responsible for the development and implementation of long-range plans, goals, and objectives for the organization and ensures that the strategies and goals of the organization are met in collaboration with the Senior Management Team (SMT).

The Deputy CEO ensures the effective delivery of services to meet the needs of patients, clients, staff, and the community at large. They work collaboratively with executive leaders and department directors to provide accessible, high-quality, cost-efficient, and integrated care.

Reporting to this position are the Chief Clinical Services Officer, Chief Social Services Officer, Director of Facilities Management, and Director of Strategic Initiatives.

Essential Duties

Strategic Leadership and Governance

• Collaborates with the CEO and Board of Directors to develop and implement the strategic plan, organizational goals, and key performance metrics.

• Serve as a trusted advisor to the CEO, participating in high level decision making and governance decision.

• Represents the organization in community partnerships, funder relationships, and stakeholder engagement.

• Lead succession planning and workforce development strategies in partnership with Human Resources.

Operations

• Provides direct executive oversight for the Chief Clinical Services Officer, Chief Social Services Officer, Director of Facilities management, and Director of Strategic Initiatives, etc..

• Ensures alignment of clinical, social service, facilities, and strategic project functions with organizational priorities.

• With the CEO and SMT, develop annual operating plans and budgets, including staffing and operating resources to achieve organizational goals.

• Provide oversight and support to supervised leaders to ensure day-to-day operations are efficient, integrated, and aligned with organizational priorities.

• Guide directors in implementing process improvement tools and methods, and ensure services are safe, coordinated, and of high quality.

• Monitor performance outcomes across clinical, social service, facilities, and strategic initiatives.

Quality Improvement

• Oversee organizational QI/QA initiatives in collaboration with the Quality and Compliance team.

• Participate in quality initiatives.

• Seek and evaluate data to address operational and clinical needs and implement continuous process improvement.

• Report quality outcomes to the Board of Directors as designated.

Financial Management

• Supports fiscal planning and oversight in collaboration with the Chief Financial Officer (CFO) and CEO.

• Ensures program and facility operations are compliant with HRSA, FTCA, OSHA, and other applicable regulatory standards.

• Contributes to grant development, reporting, and compliance monitoring.

• Ensure revenue and expense budgets are met in supervised areas.

• Work with the CFO and Finance team to support long-range financial planning, capital planning, and resource allocation.

• Support grant development and compliance activities as delegated by the CEO.

Compliance

• In collaboration with other SMT, ensure compliance with all Federal, State, and HRSA/FTCA regulations as well as Outside In policies and procedures.

• Accountable for the development and implementation of internal policies and procedures in supervised areas.

• Support the Compliance team in identifying, reviewing, and remediating compliance issues.

Staff Management and Development

• Promote a culture of accountability, inclusivity, and professional development across supervised departments and the agency.

• Provides coaching and mentorship to direct reports to strengthen leadership capacity and organizational resilience.

• Complete annual performance reviews.

• Lead and manage executive and senior directors through recruitment, retention, mentoring, coaching, and supervision.

• Foster an organizational culture rooted in equity, inclusion, anti-racism, and service excellence.

• Balance team-building and staff engagement with accountability for results.

• Support leaders and teams through crisis response and high-stakes decision-making.

Deputy CEO

• Serve as Acting CEO in the absence of the Chief Executive Officer.

• Keep the CEO informed of issues that may impact the organization’s ability to achieve strategic goals.

• Represent the organization at community, funder, and stakeholder events as designated.

Knowledge and Skills

Knowledge

• Advanced knowledge of clinical operations in community health, behavioral health, and social services.

• Expertise in financial management and healthcare compliance.

• Knowledge of HRSA/FQHC requirements and accreditation standards.

• Understanding of labor management and union relations.

• Familiarity with EHR systems and value-based care models.

• Broad knowledge of employment law, organizational development, and employee relations.

Skills

• Strong project management and organizational skills.

• Exceptional leadership and coaching abilities.

• Excellent interpersonal and communication skills, both written and verbal.

• Ability to manage complex multi-disciplinary teams and drive accountability.

• Strong analytical, financial, and strategic planning skills.

Education and Experience

Required:

• At least seven to ten years of progressive senior leadership experience in an integrated health and/or social services setting.

• Prior experience in a Federally Qualified Health Center (FQHC).

• Experience in a union environment.

• Demonstrated success managing executive or senior directors across multiple disciplines.

• Proven ability to lead organizational change and achieve measurable results.

• Demonstrated knowledge of healthcare, behavioral health, and social service trends and best practices.

• Excellent Financial acumen, communication, and interpersonal skills.

Preferred:

• Master’s degree in Health Care Management, Business, Public Health, or related discipline.

• Experience with government grants and managed care contracts.

• Knowledge of CARF and other accrediting standards.

Working Conditions

This position is in a typical office and clinic environment, with moderate noise. In-office and remote work is expected.

Physical Requirements

This job requires regular use of phones, computers, and office equipment. Ability to move throughout building and program sites. Occasionally lifts boxes up to 10 pounds.