Global Senior Executive Assistant to 4 CEOs

Simplify Recruiting; Aurora (IL); On-site; USD 90,000 - 130,000; Full time

Job summary

Simplify Recruiting is seeking a Senior Executive Assistant to provide high‑level support to the Executive Chair and three CEOs across a healthcare technology group. You will manage complex calendars, communications, global travel, and stakeholder coordination, acting as a trusted partner to senior leadership in a fast‑paced, global setting.

This role emphasizes discretion, proactive execution, and cross‑functional collaboration with HR, IT, Finance, and partner teams to enable executives to

Qualifications

• 7+ years supporting C-suite or senior executive leadership.
• Demonstrated experience supporting multiple executives simultaneously.
• Proven ability to operate in fast-paced, high-pressure environments.

Responsibilities

• Own and manage complex, multi-time-zone calendars across four senior leaders.
• Draft, review, and manage professional executive correspondence.
• Coordinate across internal teams, clients, partners, and external stakeholders.
• Track action items from meetings and ensure timely closure.
• Plan and manage domestic and international travel with detailed itineraries.
• Prepare board materials, presentations, and executive briefings.
• Support executive participation in conferences and key engagements.
• Build strong working relationships with other EAs and Chiefs of Staff.

Skills

Calendar management

Executive support

Travel planning

Stakeholder coordination

Discretion

AI-assisted writing

Time-zone coordination

Communication

Microsoft 365

Tools

Microsoft 365

Outlook

Teams

PowerPoint

Excel

Job description

Simplify Recruiting is seeking a Senior Executive Assistant to provide high‑level support to the Executive Chair and three CEOs across a healthcare technology group. You will manage complex calendars, communications, global travel, and stakeholder coordination, acting as a trusted partner to senior leadership in a fast‑paced, global setting.

This role emphasizes discretion, proactive execution, and cross‑functional collaboration with HR, IT, Finance, and partner teams to enable executives to