This Chief Administrative Officer role leads the data, fiscal, validation, and administrative support teams within the Division of Citywide Workforce Opportunity (CWO). The position focuses on optimizing the effectiveness and efficiency of core services for job-seekers and businesses, ensuring compliance with regulations, and managing technology projects. It suits a leader with strong administrative and strategic capabilities.
Responsibilities
Lead the administrative support, data, finance, validation, technology, compliance, and policy functions within CWO
Serve as CWO
Serve as the CWO lead on all budget and fiscal matters, and as the main point of contact to SBS
Work closely with the Workforce1, Training, and Industry and Community Engagement teams within CWO, as well as contracted vendors, to manage their budgets
Hold regular meetings and/or trainings with CWO teams and vendors to support sound financial management, address under or overspending, and ensure clear documentation of allowable costs, required cost reimbursement documentation, and performance payment methodologies
Oversee the review of invoices from contracted vendors and vendors administering training vouchers, ensuring expenses are within budget parameters and in accordance with regulations
Work collaboratively with CWO teams, SBS central teams, and vendors to continually improve divisional fiscal, contracting, and operational processes and policies
Mentor and supervise the fiscal and validations teams
Serve as the CWO lead on data and performance management matters, including required reporting to funders and oversight bodies, as well as internal analysis of data
Work collaboratively with CWO teams and leadership to identify, define, measure, and communicate key performance indicators
Develop dashboards and other means to visualize data that are accessible to CWO and vendor staff
Provide training and capacity-building to CWO teams and contracted providers to help them leverage available data for service delivery
Ensure all required performance reporting is accurate, complete, and delivered in a timely fashion
Manage any reporting required for grants
Ensure that performance validation processes are adequate to verify completion of deliverables, including verification of 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 all CWO technology projects, including SBS
Work with CWO teams to identify opportunities for technology to improve operational efficiency and effectiveness, and resources to acquire and implement technology solutions
Liaise and work closely with SBS
Millions of jobs, with real people getting hired every day
200,000+
New jobs added daily
7,000,000+
Verified job listings
1,000,000+
Tailored applications submitted
Work collaboratively with IT to monitor and support the implementation of the AI pilot project within CWO
Manage the division
Ensure that current processes and infrastructure are adequate to meet compliance requirements and best practices for proper internal controls
Stay abreast of local, state, and federal regulations, including technical advisories and guidance letters on WIOA regulations
Work with CWO teams and vendors to make any updates to operational processes and policies required to maintain compliance
Monitor and track policy developments related to workforce development at the state, local, and federal levels, especially as they relate to the federal Workforce Innovation and Opportunity Act (WIOA)
Liaise with SBS
Support the division
Liaise with Facilities, FMA, Workforce1 Operations, and JobsNYC teams as needed to ensure that client service sites are well maintained and equipped
Work with divisional and agency leadership, FMA, and potentially private funders, to identify capital funding opportunities
Serve as a member of the CWO senior leadership team, working collaboratively with other senior leaders to drive strategy, collaboration, and performance
Perform other duties as assigned
Requirements
7 to 10+ years of experience in a management or leadership capacity in relation to fiscal, data, technology, or compliance management
Strong attention to detail and a penchant for accuracy and transparency
Ability to work collaboratively across multiple teams and to think strategically about capacity-building across systems
Experience with operations, performance management, and process improvement
Experience managing federal, state, and/or city grants and funding streams
Experience with data management, analysis, and reporting
Familiarity with the software development life cycle and project management processes for technology upgrades
Familiarity with WIOA and an ability to analyze federal, state, or city policy or regulations
Experience leading teams through audits and monitoring programs or services for compliance
Ability to manage multiple projects and prioritize in a fast-paced environment
Customer service orientation and trusted partner approach that prioritizes results and a positive experience for clients, and fosters relationships of mutual respect with vendors and partners
Important Details
Schedule: Full-time
Application deadline: 11/18/2026
Number of positions: 1
Work location: 1 Liberty Plaza NYC
Remote work: up to 2 days per week, pursuant to the Remote Work Pilot Program, but the nature of the role requires a strong in-person presence
About the Company
The Department of Small Business Services (SBS) is a dynamic, client-centered Agency whose mission is to serve New York
