Executive Assistant - US Employer Technology- Hybrid

The Cigna Group•Bloomfield, CT

2d•$33 - $49•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. Manages complex calendars, meetings, travel, communications, correspondence, executive deliverables, and other critical business activities in a fast-paced environment. Anticipates needs, resolves inquiries, and supports clarity and coordination across the USET leadership team and broader organization. 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 role requires sound judgment, discretion, organization, adaptability, attention to detail, technology proficiency, effective relationship-building, and integrity in handling highly confidential information. The position is hybrid. If working from home occasionally or permanently, the internet connection must use cable broadband or fiber optic 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; the role is also 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.
Proven ability to protect confidential information, exercise 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.
Learning agility, resourcefulness, collaboration, and 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.