Operations Director

Number of Positions: 1

Work Location:

100% On-Site

Reports to:

Senior Managing Director of Program and Operations

Job Type: Full-time

The Operations Director is a senior site leader responsible for the strategic oversight, execution, and continuous improvement of City Year Milwaukee's core operational systems. The Director ensures the site's infrastructure, financial operations, facilities, talent acquisition processes, technology systems, and cross-departmental workflows are effective, compliant, and aligned to organizational priorities.

• Bachelor's degree or equivalent combination of education and relevant professional experience.
• 5+ years of progressively responsible experience in operations, finance administration, office/facilities management, talent acquisition, project management, or a related field, including experience owning complex processes from planning through execution.
• Demonstrated experience leading multiple concurrent projects with competing deadlines, cross-functional stakeholders, shifting priorities, and significant organizational impact.
• Strong financial management experience, including organizational budget development and tracking, district or partner billing, invoice processing, reconciliation, auditing, purchasing controls, and financial record keeping with a high degree of accuracy.
• Proficiency with Microsoft 365 (Outlook, Teams, Word, Excel, PowerPoint, SharePoint) and demonstrated ability to learn, administer, and improve business systems and platforms.
• Excellent written and verbal communication skills, with demonstrated ability to read, interpret, operationalize, and communicate organizational policies, contracts, procedures, and financial requirements to staff and leaders.
• Ability to physically support facilities work, including moving event walls and lifting or organizing uniform shipments up to 30 lbs.
• Commitment to City Year's mission, values, and culturally responsive practices.

Lead the strategy and day-to-day management of City Year Milwaukee's office and training spaces, maintaining a high standard of facility integrity, safety, functionality, and readiness. Manage relationships with property management and third-party contractors; oversee building supply and maintenance expenses; conduct routine facility reviews; and ensure maintenance concerns and operational risks are resolved promptly. Lead major office transitions and relocation projects, including space planning, vendor coordination, technology and equipment moves, staff communications, timeline management, building access, and operational continuity before, during, and after a move.

Serve as the site operational lead for lease-management support and coordination with building management, engineers, cleaning staff, and other facility partners. Ensure meeting, event, parking, technology, and workspace needs are effectively supported.

Manage the site talent acquisition process in partnership with the Senior Managing Director of Program and Operations and hiring managers, from job posting and candidate sourcing through screening, interviews, selection, reference checks, offer stages, and handoff to onboarding. Establish and maintain consistent hiring workflows, candidate trackers, interview materials, selection documentation, scheduling systems, and communications that support an equitable, timely, and high-quality candidate experience.

Advise hiring managers on process, policy, documentation, and timelines; monitor hiring progress and identify barriers or risks that could delay critical staffing needs.

Manage the site's annual operating budget and ongoing budget tracking across departments; maintain accurate forecasts, monitor spending, identify variances, and provide regular budget updates and recommendations to the Senior Managing Director of Program and Operations. Own the district and partner billing process, including preparing billing documentation, validating service and financial data, coordinating submissions, tracking receivables, reconciling discrepancies, and maintaining complete audit-ready records.

Lead routine auditing and quality-control processes for district billing, purchasing, invoices, vendor payments, reimbursements, and other financial transactions to ensure accuracy, completeness, policy compliance, and timely resolution of…