Resume Collector- Executive Leadership Assistant

Chicago Collegiate Charter School•Chicago, IL

About The Position

Chicago Collegiate Charter School Network seeks a highly organized, proactive, and analytical Executive Operations Coordinator to serve as a key operational partner to the CEO and Network Leadership Team. This role is responsible for creating organizational clarity, managing critical operational systems, coordinating executive workflows, and developing reporting structures that support decision-making across the organization. The ideal candidate is a systems builder who thrives in fast-paced environments, enjoys bringing order to complexity, and can manage multiple priorities with professionalism and sound judgment. This individual will serve as a central coordinator across executive operations, budget workflows, reporting systems, network events, and stakeholder communications. This is not a traditional administrative support role. The successful candidate will own key organizational processes and play a key role in improving the effectiveness of network leadership.

Requirements

Bachelor's degree or equivalent professional experience
3+ years of experience in operations, executive support, project coordination, program management, or a related field
Advanced proficiency with Google Workspace
Advanced spreadsheet skills (Google Sheets and/or Excel)
Strong written communication skills
Demonstrated ability to manage multiple projects simultaneously

Nice To Haves

Experience building dashboards or reporting systems
Experience working in education, nonprofit, government, consulting, or mission-driven organizations
Experience with Airtable, Looker Studio, Tableau, Power BI, or similar reporting platforms
Experience coordinating complex projects involving multiple stakeholders

Responsibilities

Manage and optimize the CEO's calendar, meeting preparation, scheduling priorities, and follow-up systems
Draft first versions of memos, communications, presentations, and executive correspondence
Coordinate follow-up communications with donors, community partners, board members, and other stakeholders
Maintain leadership action-item trackers and ensure timely completion of commitments
Support meeting preparation through agenda development, document organization, and follow-up tracking
Serve as the primary coordinator for network-wide operational workflows
Manage budget request intake and approval processes across schools and departments
Review submissions for completeness and alignment with approved budgets prior to leadership review
Develop and maintain systems that improve efficiency, accountability, and transparency
Create documentation, standard operating procedures, and organizational resources
Lead the redesign and implementation of the network's Google Drive architecture, including: Folder structure redesign, File naming conventions, Document retention and archival protocols, Access and permission management, Security and privacy compliance alignment, User training and implementation support
Develop and maintain executive dashboards that consolidate information from multiple data sources
Produce weekly, monthly, and quarterly KPI reports for network leadership
Track and report trends across: Academic performance, Enrollment, Attendance, Finance and budget performance, Operational metrics
Build reporting structures that transform existing data into actionable executive summaries
Identify and highlight noteworthy trends, anomalies, or changes requiring leadership attention
Coordinate logistics for monthly network professional development sessions
Prepare presentation templates and materials
Manage event registration, communications, technology setup, and logistics
Support execution of network meetings, retreats, and special events
Ensure a high-quality participant experience
Support community engagement and stakeholder outreach initiatives
Assist with coordination of community meetings, events, and advocacy efforts
Maintain stakeholder communication and follow-up systems
Provide logistical support during legislative, community, and public engagement efforts