Executive & Personal Assistant to CEO

• Manage and maintain the CEO’s calendar — scheduling, prioritization, and conflict resolution
• Fully manage the CEO’s personal email inbox — triage, respond on his behalf, escalate what matters
• Book all travel — flights, hotels, ground transportation, and full itineraries
• Coordinate business and personal events, dinners, and restaurant reservations
• Serve as a professional liaison between the CEO and external parties, including investment firms, vendors, and service providers
• Coordinate with project managers, HR, and other leadership to delegate and track tasks on behalf of the CEO

This role includes a wide and varied range of personal tasks on behalf of the CEO and his family. Examples include picking up dry cleaning, making purchases on the CEO’s behalf, running errands at any time of day, dropping off or picking up items, coordinating personal appointments, and handling tasks that come up day-to-day with little notice. The line between personal and professional in this role is intentionally blurred, and personal tasks of any nature may be assigned. If you are not enthusiastic about supporting a CEO across both business and personal life, this is not the role for you.

• Manage personal errands, deliveries, and time-sensitive tasks across multiple locations
• Coordinate seasonal preparation and ongoing upkeep of the CEO’s homes and properties — gardeners, contractors, household vendors
• Oversee household and property vendors — ensure quality, accountability, and follow-through
• Conduct online research to source the best deals, vendors, and options
• Support event and travel coordination for personal and family functions

• Manage day-to-day personal and business bill pay
• Categorize, track, and reconcile personal and business expenses
• Communicate with investment firms, accountants, and financial advisors on the CEO’s behalf
• Maintain organized financial records — physical and digital
• Prepare monthly budget and spending summaries for CEO review
• Bookkeeping in QuickBooks

• Oversee the appearance and function of the office (you coordinate vendors and janitorial — you are the point of contact, not the laborer)
• Receive and manage incoming deliveries, mail, and shipments
• Keep office food, groceries, and supplies stocked at all times
• Interview, vet, and onboard new vendors as needed

• Have 3+ years directly supporting a CEO, founder, or business owner — you understand the pace, the discretion required, and the fluid boundary between personal and professional
• Have demonstrated, hands-on QuickBooks experience
• Have a background in bookkeeping, accounting, or personal finance administration
• Have hands-on experience with project management tools like Asana, ClickUp, or Monday
• Are highly proficient at booking travel, coordinating events, and managing complex calendars
• Are an excellent online researcher — you find the best deal, the best vendor, the best option
• Are discreet and trustworthy with highly sensitive personal and financial information
• Are comfortable being responsive to texts and time-sensitive matters outside of standard business hours, including evenings and weekends as needed
• Have a reliable personal vehicle and clean driving record (required)
• Are comfortable using AI tools (ChatGPT, Claude, etc.) to draft communications and work more efficiently
• Communicate clearly and professionally — you represent the CEO well

Given the access this role has to personal finances, personal information, and the CEO’s private and family life, all final candidates will be subject to a complete background check — including criminal history, credit history, and reference verification. Candidates will also be given a QuickBooks proficiency assessment during the interview process to confirm hands-on fluency.