Executive Administrative Assistant

Job overview

OSIS is looking for a highly organized, professional, and proactive Executive Administrative Assistant to support the CEO and Executive Leadership Team with both strategic and day-to-day operations. This position suits an experienced administrative specialist who works well in a fast-moving setting, can manage sensitive information carefully, and has advanced Microsoft Office capabilities, especially in building executive-ready presentations and business communications.

In this role, you will act as a dependable partner to leadership, helping executives stay organized, prepared, and focused on driving the organization’s mission forward.

Key responsibilities

• Deliver senior-level administrative assistance to the Executive Team, including calendar coordination, meeting setup, travel planning, and handling confidential communications.
• Create polished, executive-facing PowerPoint presentations for leadership meetings, all-staff forums, strategic planning discussions, and Board of Directors sessions.
• Write, refine, and maintain executive correspondence, strategy documents, agendas, reports, and meeting packets with a high level of accuracy.
• Prepare meeting agendas, document detailed minutes, manage action-item tracking, and organize follow-up tasks.
• Assist the OSIS Board of Directors with meeting logistics, document preparation, and related administrative coordination.
• Arrange executive travel, conferences, organizational events, and offsite meetings.
• Work with teams across the organization to collect information and produce accurate, professional materials for leadership.
• Act as the main point of contact for office vendors, building services, office supplies, and facility-related coordination.
• Support employee culture efforts, staff events, and internal organizational programs.

Requirements

• High school diploma is required; an associate degree or bachelor’s degree is preferred.
• At least 5 years of experience in administrative support or executive-level assistance.
• Strong Microsoft Office proficiency, including PowerPoint for executive and board presentations, Word for business documents and communications, Outlook for calendar and meeting management, and Excel for data organization and reporting.
• Excellent written and spoken communication skills.
• Strong organizational ability, time management, and multitasking skills.
• Comfort handling confidential and sensitive information with professionalism and discretion.
• Prior experience supporting senior executives, leadership teams, or boards is preferred.
• High attention to detail and the ability to work independently while balancing multiple priorities.

Work arrangement

This is a fully remote role. However, the selected candidate must travel to the Cincinnati, Ohio office once a month for 1 to 3 days.

Compensation

The salary range for this role is $60,000 to $90,000 per year.

Additional information

The position is with OSIS, whose headquarters are in Kentucky. The role supports community health centers across the country and offers the chance to work directly with executive leadership on strategic initiatives. OSIS describes its culture as collaborative and mission-driven.