Operations Director

Number of Positions: 1

Work Location: 100% On‑Site

Position Overview

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. Reports to the Senior Managing Director of Program and Operations.

Minimum Qualifications

• 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 lb.
• Commitment to City Year's mission, values, and culturally responsive practices.

Responsibilities

• Strategic Operations, Office Space & Facilities Management: Lead strategy and day‑to‑day management of office and training spaces; manage property management relationships; oversee building supply and maintenance expenses; conduct routine facility reviews; resolve maintenance concerns and operational risks; lead office transitions and relocations; serve as site operational lead for lease‑management support.
• Talent Acquisition & Workforce Operations: Manage site talent acquisition process from posting to onboarding; establish consistent hiring workflows, candidate trackers, interview materials, and communications; advise hiring managers on process, policy, and timelines; monitor hiring progress and identify barriers.
• Finance, District Billing & Budget Management: Manage annual operating budget and ongoing tracking; maintain forecasts, monitor spending, identify variances, and provide updates; own district and partner billing process; lead routine auditing and quality‑control for billing, purchasing, invoices, vendor payments, and reimbursements; oversee site purchasing systems and finance workflows.
• Software Platforms, Systems & Compliance: Partner with HQ to define platform use, administer site systems, resolve technology and workflow challenges; manage CyConnect and other site platforms; maintain site calendar and support technology/equipment management; interpret and operationalize policies, contracts, procedures, and compliance requirements; build site guidance, controls, tools, and communication processes.
• Corps & Site Operations: Provide strategic oversight of uniform fulfillment; oversee AmeriCorps onboarding and offboarding related to benefits; ensure corps‑facing operational systems (benefits support, technology, transportation/parking) are reliable and well‑documented.
• Site Leadership & Cross‑Functional Collaboration: Serve as member of operational leadership team; provide strategic counsel on risk, process improvement, budget stewardship, staffing, facilities, and systems; lead site retreats, special events, operational planning cycles, and major cross‑functional projects; partner across Impact, Development, and People & Operations to improve systems and accountability; develop dashboards, trackers, SOPs, and other tools.

Preferred Qualifications

• Prior City Year, AmeriCorps, nonprofit, education, public‑sector, or mission‑driven organizational experience.
• Experience managing end‑to‑end talent acquisition processes.
• Experience managing district, government, grant‑funded, or partner billing processes and preparing documentation for audits.
• Experience leading office relocation, facilities transitions, commercial lease coordination, and vendor relationships.
• Experience owning organizational or departmental budgets, financial forecasting, expense controls, and executive‑level reporting.

Technical & Functional Skills

• Advanced proficiency with Microsoft 365, particularly Excel for budget tracking, reconciliation, audit support, and operational analysis; strong working knowledge of Outlook, Teams, Word, PowerPoint, and SharePoint.
• Strong systems‑management skills, including platform administration, troubleshooting, workflow establishment, procedure documentation, and partnership with IT and HQ teams.
• Demonstrated financial acumen across budget management, district/partner billing, auditing, purchasing, invoice processing, reconciliation, forecasting, and internal controls.
• Ability to read and interpret policies, contracts, procedures, and compliance requirements and translate them into practical guidance, tools, and site‑level operating practices.

Physical Requirements

Ability to physically support facilities work, including moving event walls and lifting and organizing uniform shipments up to 30 lb.

Compensation

Salary range: $60,000‑$65,000, commensurate with experience.

Benefits