Executive Assistant - US Employer Technology- Hybrid

Provides high-level, diversified, and confidential executive support to the Chief Information Officer of US Employer Technology (USET), serving as a trusted partner in the effective execution of leadership and organizational priorities. The role manages complex calendars, meetings, travel, communications, correspondence, executive deliverables, and other critical business activities in a fast-paced environment.

The Executive Assistant proactively anticipates needs, resolves inquiries, and helps create clarity and coordination across the USET leadership team and broader organization. In partnership with the Chief of Staff and other stakeholders, the role supports seamless communication, executive operations, light project management, and cross-functional coordination. It requires strong executive presence, adaptability, attention to detail, technology proficiency, and discretion when handling confidential information.

This hybrid position offers an anticipated hourly rate of 33 to 49 USD, depending on relevant factors including experience and geographic location, and is anticipated to be eligible for an annual bonus plan. Benefits include medical, vision, dental, well-being and behavioral health programs, 401(k), company-paid life insurance, tuition reimbursement, paid time off, paid holidays, and leaves of absence.

The Cigna Group is dedicated to improving the health and vitality of those it serves through Cigna Healthcare and Evernorth Health Services.

• Minimum of 5 years of progressively responsible experience in executive administration, senior-level administrative support, or project coordination.
• Demonstrated success managing complex executive calendars and coordinating meetings with multiple senior-level stakeholders.
• Advanced skills in Microsoft Word, Outlook, PowerPoint, and Excel, with experience using Microsoft Teams, Zoom, Webex, or similar meeting platforms.
• Excellent written and verbal communication skills, with executive presence.
• Strong organization and prioritization skills, with the ability to work independently, manage competing demands, and remain effective under pressure.
• Proven ability to protect confidential information, use sound judgment, and build trusted relationships across a virtual or hybrid organization.
• Ability to troubleshoot routine technology issues and partner with technical support teams when needed.
• Preferred: Experience supporting IT executives or working within a large, complex enterprise.
• Preferred: Enthusiasm for Copilot and AI tools, and willingness to keep building AI skills.
• Preferred: Experience using Concur, SharePoint, Slido, or similar business tools.
• Preferred: Demonstrated learning agility, resourcefulness, collaboration, and comfort navigating ambiguity.
• For occasional or permanent work from home, internet service must be cable broadband or fiber optic with speeds of at least 10 Mbps download and 5 Mbps upload.

• Manage complex calendars, travel arrangements, and meeting logistics.
• Prepare briefing materials, agendas, and follow-up documentation for executive meetings.
• Handle confidential communications and correspondence with discretion.
• Serve as a liaison between the CIO and internal and external stakeholders.
• Partner with the Chief of Staff to track and follow up on key initiatives and deliverables.
• Support project planning, milestone tracking, and status reporting for strategic efforts.
• Coordinate cross-functional meetings and ensure timely documentation of action items.
• Assist in preparing presentations and dashboards for leadership reviews.
• Maintain and improve organizational systems for document management, scheduling, and communications.
• Identify opportunities to streamline workflows and enhance executive productivity.
• Leverage digital tools, including Microsoft 365, Teams, SharePoint, and project tracking platforms, to support daily operations.
• Manage expense reports, invoices, purchase orders, and budget tracking activities.
• Coordinate vendor relationships and support contract and procurement processes as required.
• Ensure compliance with company policies related to travel, expenses, and records management.