Executive Assistant - US Employer Technology- Hybrid

Cigna Group•Bloomfield, CT

2d•Hybrid

About The Position

Provides high-level, diversified, and confidential executive support to the Chief Information Officer of US Employer Technology (USET), serving as a trusted partner in executing 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. It proactively anticipates needs, handles inquiries, and supports clarity and coordination across the USET leadership team and broader organization. The Executive Assistant partners closely with the Chief of Staff and other stakeholders to facilitate communication, strengthen executive operations, and support priorities through light project management and cross-functional coordination. The position calls for sound judgment, discretion, organizational skill, executive presence, adaptability, attention to detail, technology proficiency, and the ability to build effective relationships while handling highly confidential information. The role also supports project tracking, operational systems, financial and administrative activities, vendor coordination, and compliance with company policies. The position is hybrid. Occasional or permanent home working requires cable broadband or fiber internet service with speeds of at least 10 Mbps download and 5 Mbps upload. The anticipated hourly rate is $33–$49, depending on relevant factors including experience and geographic location, and the role is anticipated to be eligible for an annual bonus plan.

Requirements

At least 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.
Experience using Microsoft Teams, Zoom, Webex, or similar meeting platforms.
Excellent written and verbal communication skills and executive presence.
Strong organization and prioritization skills, with the ability to work independently, manage competing demands, and remain effective under pressure.
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.

Nice To Haves

Experience supporting IT executives or working within a large, complex enterprise.
Enthusiasm for Copilot and AI tools, and willingness to continue building AI skills.
Experience using Concur, SharePoint, Slido, or similar business tools.
Demonstrated learning agility, resourcefulness, and collaboration, with comfort navigating ambiguity.

Responsibilities

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.
Use digital tools 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.