Job Title: Virtual Executive Assistant (Education + Personal Support)
Client: High School Principal (Confidential)
Location: Remote (Preference for South Africa or PH)
Time Zone: U.S. (Aligned with Central Time, CST)
Start Date: ASAP
Hours: Full-time
Employment Model: Talent on Demand Role Summary
We are seeking a trustworthy, proactive Virtual Executive Assistant to support a high school principal in both professional and personal administrative tasks. This is a full-time remote role requiring strong attention to detail, excellent communication skills, and the ability to operate independently in a fast-paced, high-pressure educational environment.
The ideal candidate will demonstrate strong critical thinking, loyalty, discretion, and initiative. You must be comfortable managing ambiguity, switching between personal and professional tasks, and handling sensitive information with the utmost confidentiality. Key Responsibilities
Manage and maintain a complex calendar and scheduling across multiple domains
Proactively manage email inbox with drafting, sorting, and responding where appropriate
Provide task reminders and follow-ups to ensure timely execution of deliverables
Support daily operations of a dynamic school leadership role
Create and manage spreadsheets, interpret data, and generate quick reports as needed
Handle both professional and personal administrative tasks (e.g., travel planning, bill payment coordination, document organization)
Maintain and uphold strict confidentiality standards
Communicate effectively and professionally with staff, vendors, and external contacts
Required Skills & Qualifications
Hard Skills
Proficiency in calendar management (Google Calendar or Outlook)
Inbox management and written communication
Spreadsheet creation and data interpretation (Excel, Google Sheets)
Basic reporting and data summarization
Strong computer literacy and ability to quickly learn new tools
Fluent English (written and spoken)
Soft Skills
Loyal, discreet, and trustworthy
Strong critical thinking and ability to “read between the lines”
Highly proactive and capable of independent problem-solving
Coachable and open to feedback from client mentorship
Comfortable in an evolving, high-stakes environment
Excellent organizational skills with strong follow-through
Additional Requirements
Must sign a Non-Disclosure Agreement (NDA)
Background screening required, including credit and criminal checks (administered by account manager – $150 screening fee confirmed)
Will handle sensitive student and school information
Candidate Preferences
Based in South Africa or PH preferred
Clear, fluent English with minimal accent preferred for ease of communication
Culturally aligned with U.S.-based work environments
Available during U.S. Central Time Zone working hours
Why This Role?
You will be a trusted partner to a school leader driving impact in the education space. You’ll gain exposure to school leadership, operations, and strategic decision-making, while supporting someone who values mentorship, loyalty, and personal growth. This role is ideal for someone who thrives in a mission-driven environment, values stability, and wants to make a meaningful difference behind the scenes.
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