Chief Administrative & Strategy Officer

City of New York•New York, NY

14h•$103,355 - $115,000•Hybrid

About The Position

The Chief Administrative Officer (CASO) reports to the Deputy Commissioner for Citywide Workforce Opportunity and leads the division’s administrative support, data, fiscal, validation, technology, compliance, and policy functions. The role supports and optimizes the effectiveness and efficiency of services for New York City jobseekers and businesses. The CASO serves as CWO’s liaison to agency IT, Finance, Procurement, Legal, Facilities, Inter-Governmental Affairs, Human Resources, and EEO teams on matters related to divisional finances, data, technology, human resources, facilities, compliance, and advocacy concerning applicable regulations and policies. The CASO leads budget and fiscal management, including vendor budgets, invoice review, financial planning, and improvements to fiscal, contracting, and operational processes. The role oversees data and performance management, required reporting, dashboards, validation processes, and analysis to support continuous improvement. It also manages CWO technology projects and software needs, coordinates with IT, and supports the division’s AI pilot. The position manages audit preparation and responses, monitors regulatory and policy developments affecting workforce development, and supports compliance with funder and oversight requirements. Additional responsibilities include supporting professional development and human resources compliance, helping maintain client-service facilities, identifying capital funding opportunities, and serving on the CWO senior leadership team. The position may be eligible for remote work up to two days per week, but requires a strong in-person presence.

Requirements

A baccalaureate degree and four years of satisfactory, full-time, progressively responsible clerical or administrative experience involving independent decision-making about program management or planning, resource allocation, and scheduling and assignment of work; 18 months must be in an administrative, managerial, executive, or supervisory capacity supervising staff performing clerical or administrative work of more than moderate difficulty; or an accepted equivalent combination of education and experience.
Alternatively, an associate degree or 60 semester credits and five years of qualifying progressively responsible experience, including the required 18 months of administrative, managerial, executive, or supervisory experience; or a high school diploma or equivalent and six years of qualifying experience, including the required 18 months of such experience.
Education and experience may be combined under the stated equivalency rules; all candidates must have the required 18 months of administrative, managerial, executive, or supervisory experience.
Experience and education must satisfy the stated Executive Program Specialist qualification requirements.

Responsibilities

Lead CWO administrative support, data, finance, validation, technology, compliance, and policy functions.
Serve as CWO’s liaison to agency IT, Finance, Procurement, Legal, Facilities, Inter-Governmental Affairs, Human Resources, and EEO teams.
Lead CWO budget and fiscal matters and serve as the main point of contact to the SBS Financial Management and Administration office.
Manage budgets with CWO teams and contracted vendors, including budget development, planning, and modifications.
Conduct meetings and training to support sound financial management, address under- or overspending, and clarify allowable costs, documentation, and performance payment methodologies.
Oversee vendor and training-voucher invoices to ensure expenses are within budget and comply with applicable regulations and documentation requirements.
Improve divisional fiscal, contracting, and operational processes and policies to support timely vendor payments, efficiency, compliance, and effectiveness.
Mentor and supervise the fiscal and validations teams.
Lead data and performance management, including reporting to funders and oversight bodies and internal performance analysis.
Work with CWO teams and leadership to define, measure, and communicate key performance indicators for continuous quality improvement.
Develop data dashboards and other visualizations and provide training and capacity-building to CWO teams and contracted providers.
Ensure performance reporting is accurate, complete, and timely, and manage grant reporting.
Ensure performance validation processes verify deliverables, including training completion and new hires.
Respond to data requests from funders, oversight entities, leadership, and other stakeholders.
Mentor and supervise the data and reporting team.
Manage CWO technology projects, including the workforce development CRM, data management system, software needs, and licenses.
Identify technology opportunities and resources to improve operational efficiency and effectiveness; coordinate with SBS IT on software updates and projects.
Collaborate with IT to monitor and support implementation of the CWO AI pilot while safeguarding the integrity of the work.
Manage preparation for and responses to local, state, and federal audits of CWO programs and services.
Ensure processes and infrastructure meet compliance requirements and internal-control best practices, and work with teams to address identified gaps or risks.
Monitor applicable regulations and guidance, including WIOA advisories, and coordinate operational and policy updates needed to maintain compliance.
Track workforce-development policy developments, legislation, regulations, and potential funding streams; liaise with SBS Intergovernmental Affairs.
Support professional development and monitor human resources requirements, including mandatory training and task and standards evaluations.
Coordinate with relevant teams to ensure client-service facilities are maintained and equipped to support agency goals and customer experience.
Work with divisional and agency leadership, FMA, and potentially private funders to identify capital funding opportunities for client-service sites.
Serve on the CWO senior leadership team and collaborate with senior leaders on strategy, collaboration, and system performance.
Perform other duties as assigned.