Senior Executive Assistant VA to the CEO

This is a remote position.

Virtual Rockstar is hiring a Senior Executive Assistant (CEO Support) on behalf of a US-based healthcare and telehealth organization.

This is a high-level Executive Assistant role designed to support the Chief Executive Officer in a fast-paced, executive environment. The Executive Assistant will act as a trusted right handmanaging complex travel, maintaining pristine inboxes and calendars, and ensuring executive priorities move forward seamlessly. This role requires exceptional judgment, discretion, and anticipation.

About Our Client

Our client is a growing healthcare and telehealth organization led by a highly active executive team. The leadership environment is dynamic, demanding, and execution-driven, with frequent travel and shifting priorities.

They value professionalism, precision, confidentiality, and proactive support. This role is ideal for an Executive Assistant who thrives in close executive proximity and takes pride in keeping leadership focused, prepared, and protected.

Responsibilities

Executive & Administrative Support

• Manage the CEO's high-volume inbox, including prioritization, drafting responses, and flagging action items

• Own complex calendar management across multiple time zones

• Prepare daily and weekly executive briefings, agendas, and pre-read materials

• Anticipate executive needs and proactively resolve issues before escalation

• Maintain strict confidentiality when handling sensitive leadership information

  
  

Travel & Logistics Management

• Coordinate frequent domestic and international travel, including multi-leg itineraries

• Manage flights, accommodations, ground transportation, and detailed travel plans

• Ensure seamless travel execution with minimal last-minute disruptions

• Act as the point person for travel changes and urgent logistics

  
  

Meetings, Follow-Up & Execution

• Join select executive meetings as needed

• Track action items and decisions from meetings

• Coordinate follow-ups across internal teams to ensure execution

• Provide light project coordination to support leadership initiatives

  
  

Document & Information Management

• Organize and maintain executive documents and shared drives

• Ensure files, notes, and resources are easy to access and up to date

• Maintain version control and structured documentation systems

Tools & Systems Used

• Google Workspace

• Slack

• Google Calendar / Outlook

• Travel platforms (e.g., Concur, Navan, or similar)

Requirements

• 5+ years of experience supporting C-suite or founder-level executives
  

• Proven expertise in heavy, complex travel coordination
  

• Exceptional organizational and time-management skills

• Strong written and verbal English communication skills

• Calm under pressure with a proactive, solutions-oriented mindset

• High level of discretion, judgment, and professionalism

• Ability to anticipate needs and manage competing priorities effectively

What Success Looks Like in This Role

• The CEO feels consistently clear, prepared, and supported

• Travel runs smoothly with minimal stress or last-minute issues

• Inboxes and calendars are clean, intentional, and aligned with priorities

• Executive decisions are followed through efficiently and accurately

Benefits

• Competitive salary commensurate with experience

• Opportunities for professional development and growth

• Work in a dynamic and supportive team environment

• Make a meaningful impact by helping to build and strengthen families across the globe