Senior Executive Assistant to a Senior Leader

Location & Employment Details

Work arrangement: Fully remote
Working hours: U.S. business hours spanning Mountain to Eastern Time. The executive is based in Mountain Time; much of the business runs on Eastern. Flexibility across Mountain, Central, and Eastern — leaning Eastern — is required.
Structure: Dedicated full-time to one executive. This is not a shared or multi-client role.

About the Company

We are an established, U.S.-headquartered global leader in risk, benefits, and claims solutions, serving major employers, insurers, and public-sector organizations across dozens of countries. We operate at enterprise scale in a highly regulated, data-sensitive industry, pairing deep domain expertise with advanced, AI-enabled technology.

Our environment is fast-paced and high-stakes, with constant collaboration across senior leadership, clients, and internal stakeholders. Discretion, professionalism, and sound judgment are core to how we operate.

(Company name withheld at this stage of the search and shared with shortlisted candidates.)

About the Role

This role exists because a senior executive needs a true partner — not an administrative task-taker. She operates in a demanding, high-visibility environment with a calendar that is consistently full and priorities that shift constantly.

The person in this seat functions as an extension of the executive: someone who sees what needs to happen and acts on it confidently, rather than waiting for direction. This is a senior Executive Assistant role with chief-of-staff instincts — anticipating needs, protecting the executive's time and attention, and representing her credibly to internal and external stakeholders.

If you are a generalist virtual assistant looking for a task list, this is not the role. If you are a seasoned executive partner who thrives on ownership, judgment, and trust, read on.

Key Responsibilities

Executive & Calendar Management

Own and actively manage a complex, high-volume calendar, resolving competing priorities without being asked
Coordinate meetings across multiple time zones, internal teams, clients, and external partners
Protect the executive's time by filtering, prioritizing, and making judgment calls on what requires her attention

Communication & Stakeholder Management

Serve as a professional point of contact on the executive's behalf with senior leaders, clients, and internal teams
Draft, review, and send polished written communications that reflect the executive's voice and standards
Manage follow-ups and ensure commitments and action items move forward to completion

Proactive Prioritization & Problem-Solving

Anticipate needs and surface issues before they become problems
Act confidently and independently within the scope of the executive's priorities
Keep multiple workstreams organized and moving in parallel

Meeting & Travel Coordination

Prepare agendas, briefing materials, and pre-reads ahead of key meetings
Coordinate domestic and international travel, logistics, and itineraries
Manage expense reporting and reconciliation

Confidential & Sensitive Information Handling

Handle highly confidential and sensitive information with airtight discretion
Operate within the company's security, confidentiality, and data-handling protocols at all times

Technology & Productivity

Work fluently in Outlook, Microsoft 365, and Teams
Use AI tools (e.g., Microsoft Copilot, ChatGPT) to increase speed, quality, and output
Maintain organized digital systems for documents, communications, and tracking

Required Qualifications

7+ years of Executive Assistant experience supporting C-suite or very senior executives
Experience operating in large, complex, or regulated organizations
Demonstrated track record handling confidential and sensitive information with discretion
Excellent written and verbal English communication
Proficiency with Outlook, Microsoft 365, and Teams
Ability to consistently work U.S. business hours across the Mountain–Eastern range
Fast, accurate typing (this role carries an elevated typing-speed and accuracy standard)
Reliable remote work environment and strong internet connectivity

Preferred Qualifications

Chief of Staff exposure or experience operating beyond a traditional EA scope
Experience directly supporting executives at U.S.-based enterprises or multinationals
Fluency with AI productivity tools (Microsoft Copilot, ChatGPT, or similar)
Experience in a regulated industry (insurance, financial services, healthcare, or legal)
Based in Latin America or South Africa

Ideal Candidate Profile

You are:

Highly organized and genuinely proactive — you act before being asked
Calm under pressure, with excellent judgment on what matters and what can wait
Discreet and trustworthy with sensitive information
A polished communicator with real executive presence
Technically sharp and comfortable adopting new tools, including AI
Confident operating as an extension of a senior leader, not just an assistant to one

Why Join Us

Partner directly with a senior leader in a role with real ownership and visibility
Work inside a global, enterprise-scale organization with sophisticated operations
Join a team that values discretion, professionalism, and high standards
Long-term stability with a leader who is investing in a dedicated, trusted partnership

Senior Executive Assistant to Senior Leader - 21726