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Administrative 🏢 Full Time ⭐️ Verified

Senior Remote Virtual Assistant

Chicago Executive Solutions
Chicago, IL
Estimated Salary
USD 55.000 – USD 75.000
Live Update
14 Juli 2026
Deadline
14 Jul 2027

Job Description

Join Chicago Executive Solutions as a Senior Remote Virtual Assistant and become the backbone of our dynamic client portfolio. This fully remote role offers the flexibility to work from anywhere while supporting high-net-worth professionals and C-suite executives in the Chicago area. We're seeking a proactive multitasker with exceptional organizational skills to manage complex schedules, streamline communications, and drive operational efficiency.

Our ideal candidate thrives in a fast-paced virtual environment, anticipates needs before they arise, and maintains absolute discretion. Enjoy comprehensive benefits including health insurance, retirement matching, and professional development stipends. Work with a team that values innovation, integrity, and work-life balance.

Responsibilities

  • Manage executive calendars, coordinate complex meetings across time zones, and prioritize conflicting priorities
  • Filter and respond to high-volume communications, draft professional correspondence, and maintain client confidentiality
  • Oversee project management tasks, track deliverables, and provide progress updates via CRM platforms
  • Conduct market research, compile executive summaries, and prepare detailed travel itineraries
  • Streamline digital workflows by implementing automation tools and optimizing document management systems
  • Act as primary point of contact for internal teams and external stakeholders with polished professionalism

Qualifications

  • 5+ years of executive administrative support experience, preferably with C-suite clients
  • Expert proficiency in Google Workspace, Microsoft Office Suite, and project management tools (Asana/ClickUp)
  • Exceptional written and verbal communication skills with meticulous attention to detail
  • Proven ability to manage competing priorities in fast-paced virtual environments
  • Discretion and professionalism when handling sensitive information and confidential matters
  • Chicago market knowledge preferred; ability to work within Central Time Zone business hours
  • Self-motivated with demonstrated initiative and problem-solving abilities

Required Skills

Executive Support Calendar Management CRM Systems Communication Skills Time Management Project Coordination Discretion Google Workspace Microsoft Office

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