Executive Assistant, Technology & Operations (AI)

Location: Hybrid in Bloomfield, CT, United States

Salary: USD 33–49 per hour, depending on experience and geographic location; eligible for an annual bonus plan.

Company

hirify.global improves the health and vitality of clients, customers, and patients through Cigna Healthcare and Evernorth Health Services.

What you will do

• Provide trusted, high-level support to the Global CIO and senior leaders, handling sensitive information with discretion.
• Manage complex calendars, meeting priorities, executive meetings, events, logistics, materials, minutes, decisions, and action items.
• Coordinate with the Office of the CIO, executive assistants, technical support, communications, travel, aviation, and real estate teams.
• Plan travel, manage expenses, and coordinate related logistics using company systems.
• Support onboarding, offboarding, equipment, workspace, access, organizational charts, distribution lists, SharePoint, and communication channels for employees and contractors.
• Prepare executive-ready correspondence, presentations, spreadsheets, and reports; coordinate vendor payments, invoices, delegated transactions, team programs, events, philanthropy, and special projects.

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 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 have

• Experience supporting senior executives in a large, complex, or Fortune 500 organization.
• Experience with 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.

Culture & Benefits

• Full-time employment with health, vision, dental, well-being, and behavioral health benefits from day one.
• Benefits include 401(k), company-paid life insurance, tuition reimbursement, at least 18 paid days off per year, paid holidays, and leaves of absence.
• Occasional or permanent home working requires cable broadband or fiber internet with at least 10 Mbps download and 5 Mbps upload speeds.
• The role supports hybrid teams and includes opportunities to develop AI and digital skills.
• The company maintains a tobacco-free policy and applies applicable employment, equal opportunity, accommodation, and criminal-history requirements.