About The Position

The Executive Assistant to the Superintendent and Cabinet ( Assistant Superintendent, Chief Finance Officer, and Chief Operations Officer) plays a critical leadership support role in a growing and dynamic school district. This position requires a highly organized, proactive, and solutions-oriented professional who can manage complexity, anticipate needs, and support executive decision-making at the highest level. The Executive Assistant to the Superintendent and Cabinet provides comprehensive executive and administrative support, serving as a trusted partner, primary point of contact, and operational anchor for the Superintendent and Cabinet. This role also provides critical coordination across key governance, compliance, and district operational areas as the district grows in complexity and scale, requiring exceptional discretion, sound judgment, strong customer service skills, and the ability to manage multiple priorities while maintaining a calm, professional presence in a fast-paced environment. All applicants must apply on-line at: www.crossroadsschoolskc.org/careers

Requirements

  • Minimum of three (3) years of experience in an Executive Assistant, Administrative Assistant, Office Manager, or comparable administrative role.
  • Demonstrated ability to support senior-level leadership in a complex organization.
  • Advanced proficiency in Microsoft Office Suite (Word, Excel, PowerPoint, Outlook) and Google Workspace applications (Docs, Sheets, Slides, Calendar, Gmail), along with related technology tools.
  • Exceptional organizational and time-management skills with the ability to juggle multiple priorities.
  • Strong problem-solving skills and the ability to work independently with minimal direction.
  • Outstanding written and verbal communication skills.
  • Strong customer service orientation and ability to interact professionally with diverse stakeholders.
  • High level of integrity, discretion, and commitment to confidentiality.

Nice To Haves

  • Bilingual in English and Spanish preferred.

Responsibilities

  • Provide high-level executive and administrative support to the Superintendent and Cabinet in a growing district environment.
  • Manage executive workflows by tracking, prioritizing, and following up on tasks, projects, deadlines, and special initiatives.
  • Anticipate leadership needs and proactively surface issues requiring attention, decision-making, or follow-up.
  • Serve as office manager for the Superintendent and Cabinet, ensuring smooth, efficient daily operations.
  • Coordinate calendars, scheduling, travel, conference registrations, and reimbursements.
  • Operate and troubleshoot office technology and productivity tools to support executive operations.
  • Serve as the primary point of contact for the Superintendent and Cabinet, modeling professionalism, responsiveness, and strong customer service.
  • Coordinate communications between executive leadership, district staff, families, community partners, elected officials, and the public.
  • Answer, screen, and route phone calls; respond to inquiries; resolve routine issues or direct to appropriate personnel.
  • Receive and welcome visitors and support meetings, ensuring a positive and professional experience for all stakeholders.
  • Coordinate and support Cabinet meetings, attend Board meetings and serve as Board Clerk, and support related governance work, district-level meetings, and special projects, including agenda preparation, materials, minutes, and follow-up.
  • Support Board policy review, organization, and updates, including preparation of materials and tracking revisions or approvals.
  • Assist with organization and maintenance of Board-related documents, calendars, and supporting materials.
  • Provide administrative and organizational support for Standard Operating Procedures (SOPs), including version control and updates.
  • Support tiered monitoring processes and Epicenter uploads by organizing documentation, tracking submissions, and supporting timelines.
  • Assist with enrollment processes and summer school applications through coordination, documentation tracking, and communication support.
  • Research, compile, and maintain information in support of executive functions, district initiatives, and compliance requirements.
  • Draft, edit, and format correspondence and materials including emails, reports, presentations, contracts, legal documents, and confidential files.
  • Maintain organized electronic and physical filing systems with strict attention to confidentiality.
  • Support safety, facilities, and operational compliance by tracking documentation, deadlines, inspections, audits, and certifications.
  • Identify challenges or inefficiencies and propose practical, solutions-oriented improvements to systems and workflows.
  • Maintain strict confidentiality and exercise exemplary judgment at all times.
  • Participate in meetings, training, and professional development opportunities.
  • Model professionalism, flexibility, reliability, and a solutions-oriented mindset.
  • Perform other duties as assigned to support the Superintendent and Cabinet.
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