Personal Executive Assistant VA

Job Summary: We're excited to bring aboard an experienced Executive Assistant to provide high-level support to a founder juggling an early-stage business and a busy personal life. You'll take charge of calendar and inbox management, travel planning, bill and invoice organization, and file management across both business and personal matters. The right person is a seasoned EA who has supported senior leaders before, writes exceptionally well, handles sensitive information with discretion, and can suggest smart tools and systems to keep everything running smoothly. Key Responsibilities: Manage the executive's calendar, booking meetings, setting reminders, and keeping business and personal commitments clearly organized

Coordinate a shared calendar with a family member to align

schedule

• s and prevent conflicts
• Triage and organize the inbox, separating business and personal correspondence and flagging priority items
• Plan and arrange travel, including flights, accommodations, itineraries, and logistics
• Handle routine bill payments from a designated account and keep invoices and bills in order
• Compile statements and financial documents (e.g., credit card records) for the accountant
• Build and maintain a secure, well-organized file system for business and personal documents
• Recommend and set up tools and a tech stack for calendar, file management, secure document sharing, and task tracking
• Draft clear, professional correspondence on the executive's behalf
• Send end-of-day updates on completed tasks and upcoming priorities
• Mandatory Skills: Several years of experience as an Executive Assistant supporting senior executives or founders
• Excellent written English with the ability to write professional, natural-sounding correspondence without relying on AI-generated content
• Strong background in calendar, inbox, and travel management
• Experience handling bill payments, invoices, and financial document organization
• Proficiency in Google Workspace and/or Microsoft 365Strong discretion and experience handling confidential and financial information securely
• Trustworthy, precise, and comfortable working on your own
• Strong communication skills with a proactive, anticipate-the-need mindset
• Preferred Skills: Experience recommending, setting up, and maintaining productivity tools and systems for an executive
• Familiarity with secure file-sharing and password management tools (e.g., encrypted vaults, 1Password, Last

Pass)

• Experience supporting startups or early-stage businesses
• Background supporting both business and personal (family office style) needs
• Experience working with U.S.-based executives
• Ability to juggle multiple projects and priorities at once

Why Join Us: This is a chance to become a trusted right hand to an experienced leader building something new and exciting. You'll have genuine ownership over how things are organized and the tools we use, with strong potential for the role to expand as the business grows.