Executive Assistant - Hybrid

Cigna Healthcare•Bloomfield, CT

2d•$33 - $49•Hybrid

About The Position

The Executive Assistant will provide trusted, high-level support to the Chief Information Officer of US Employer Technology and senior leaders. The role involves anticipating leaders’ needs, managing complex priorities, exercising sound judgment with sensitive information, and creating structure in a fast-moving environment. It offers opportunities to build relationships across the enterprise, support technology and operations work, and develop AI and digital skills. The position coordinates calendars, meetings, events, travel, expenses, executive communications, employee and contractor administration, and vendor transactions. It also supports team programs, philanthropy, and special projects, working with partners across the Office of the CIO and other enterprise teams. The role is hybrid; for occasional or permanent work from home, a cable broadband or fiber internet connection with at least 10 Mbps download and 5 Mbps upload is required. The anticipated hourly rate is $33–$49, depending on relevant factors including experience and geographic location. The role is anticipated to be eligible for an annual bonus plan. The Cigna Group offers health-related benefits from the first day of employment, including medical, vision, dental, and well-being and behavioral health programs. Other stated benefits include a 401(k), company-paid life insurance, tuition reimbursement, at least 18 days of paid time off per year, paid holidays, and leaves of absence.

Requirements

At least 10 years of progressive experience in executive support, senior-level administration, project coordination, or a related field.
Experience supporting senior leaders and managing complex calendars, meetings, travel, expenses, and confidential information.
Advanced skills in Microsoft Word, Excel, PowerPoint, Outlook, Teams, and virtual meeting platforms.
Excellent written and verbal communication, organization, attention to detail, and relationship-building skills.
Ability to work independently, adjust priorities, solve problems, and use sound judgment in a fast-paced environment.
High degree of integrity, accountability, discretion, resourcefulness, and follow-through.
Interest in using Microsoft Copilot and continuing to build AI and digital skills.
Experience supporting hybrid teams and working effectively across levels and functions.

Nice To Haves

Experience supporting senior executives in a large, complex, or Fortune 500 organization.
Experience with tools such as Concur, Workday, SharePoint, and enterprise communication platforms.
Experience supporting team programs, executive events, vendor processes, or cross-functional projects.
Bachelor’s degree in business, communications, administration, or a related field.

Responsibilities

Provide high-level support to the Global CIO and senior leaders, handling sensitive information with judgment and discretion.
Manage complex calendars and meeting priorities, resolve conflicts, and adapt to changing business needs.
Coordinate executive meetings and events from planning through follow-up, including logistics, technology, materials, minutes, decisions, and action items.
Partner with the Office of the CIO, executive assistants, technical support, communications, travel, aviation, and real estate teams to support leaders and teams.
Plan travel, manage expenses, and coordinate related logistics using company travel and expense systems.
Support onboarding and offboarding, equipment, workspace, access, organizational charts, distribution lists, SharePoint, and communication channels for employees and contractors.
Prepare executive-ready correspondence, presentations, spreadsheets, reports, and other materials.
Coordinate vendor payments, invoices, delegated transactions, and department administration accurately and accountably.
Lead or support team programs, events, philanthropy, and special projects that strengthen connection and culture.
Anticipate concerns, engage appropriate partners, and recommend practical solutions to keep work moving forward.