Remote Executive Assistant at Insight Global

Insight Global healthcare insurance is seeking a highly organized, proactive, and detail-oriented Executive Assistant to provide comprehensive administrative support to a Vice President within its Digital Engineering Organization.

This remote, contract-to-hire opportunity is ideal for an experienced administrative professional who excels in a fast-paced environment, exercises sound judgment, and can anticipate executive needs while managing multiple competing priorities.

The successful candidate will demonstrate exceptional communication, organizational, and time-management skills, along with the discretion required to handle confidential information.

Key Responsibilities

• Manage complex executive calendars, coordinate schedules, and prioritize meetings and appointments.
• Organize internal and external meetings, including preparing agendas, coordinating meeting materials, arranging technology, and managing catering and logistical requirements.
• Coordinate domestic and international travel arrangements and prepare accurate expense reports.
• Communicate professionally and effectively with C-suite executives, fellow executive assistants, colleagues, and key stakeholders.
• Monitor deadlines, track deliverables, and proactively follow up to obtain necessary information.
• Handle confidential and sensitive information with the highest level of discretion and professionalism.
• Anticipate executive needs, demonstrate initiative, and proactively identify and resolve scheduling or administrative challenges.
• Maintain a professional, welcoming environment for employees, visitors, and business guests.
• Assist with special projects and perform additional administrative duties as assigned.

Required Qualifications

• High school diploma or GED.
• At least five years of administrative experience supporting C-suite executives or senior leadership.
• Five or more years of experience using Microsoft Outlook, Word, Excel, PowerPoint, and Teams.
• Proven experience managing multiple executive calendars, travel arrangements, expense reporting, meetings, events, and documentation.
• Demonstrated ability to collaborate effectively across teams and work with stakeholders at various organizational levels.
• A proactive, self-motivated approach with the ability to anticipate needs and take initiative.
• Excellent written and verbal communication skills.
• A high level of accountability, discretion, and professionalism.
• Exceptional organizational and time-management abilities.
• Strong attention to detail and accuracy.
• Ability to work independently, exercise sound judgment, and prioritize multiple competing demands in a fast-paced environment.

Equal Opportunity Employer

We are committed to fostering an inclusive workplace where everyone can bring their authentic selves to work.

As an equal opportunity employer, we believe every individual matters and provide fair consideration for employment opportunities without discrimination based on race, religion, sex, age, marital status, national origin, sexual orientation, citizenship status, disability, or any other characteristic protected by applicable laws, regulations, and ordinances.

Candidates who require reasonable accommodations due to a disability during the application or recruitment process may submit a request through the Human Resources Request Form.