Administrative Assistant

Employment Type: Part-time, live in optional

We are seeking a dynamic, self-motivated Administrative Assistant and House Manager to provide essential support for two professionals managing a large house, plus a nonprofit organization in its growth phase. The ideal candidate will be proactive, highly organized, and capable of managing diverse responsibilities across personal, household and professional domains.

• Cooking : Grocery shopping and preparing a couple of light meals weekly
• Organization : Keep house areas tidy and well-organized, including closets, pantries, and common spaces, including a sailboat.
• Event & Party Planning : Plan and execute events, including logistics, vendor coordination, and day-of execution.
• Garden Management : Oversee seasonal updates and perform light maintenance of the garden, ensuring its upkeep and beauty.
• Contractor Management : Coordinate and supervise contractors for repairs, renovations, or maintenance tasks.
• Please note: This role does not involve any personal care responsibilities. Both principals are active, self-sufficient professionals in their 60s, and the position is focused on administrative support, property management, and household coordination.

• Office Assistance : Support operations, including scheduling, communications, and overseeing virtual assistants handling routine tasks.
• Bookkeeping Coordination : Compile invoices, receipts, and bills for the accountant, ensuring timely and accurate financial reporting.
• Event Rental Management :

Coordinate bookings and guest communications.

Oversee property maintenance and readiness.

Respond promptly to guest inquiries and issues.

• Utilize project management tools like spreadsheets, online calendars for task tracking and organization.
• Maintain spreadsheets and other organizational documents.
• Train and supervise virtual assistants for administrative and research tasks.

• Initiative & Independence : Ability to identify needs and take proactive steps to address them.
• Organization & Multitasking : Efficiently prioritize and manage multiple tasks simultaneously.
• Interpersonal Skills : Communicate professionally and effectively with a range of stakeholders.
• Supervisory Experience : Manage virtual assistants and contractors effectively.
• Tech Proficiency : Comfortable using spreadsheets, project management software, and basic office tools.
• No smoking allowed in any part of the grounds.

• Experience in hospitality, property management, or nonprofit work is highly desirable, but above all, willingness to learn and work hard.
• Interest in sustainability practices and environmental conservation.
• Enjoys cooking.

• A flexible, part-time schedule, plus onsite lodging, meals, health care, and retirement plans.
• Opportunity to contribute to meaningful nonprofit work and a growing business.
• A dynamic work environment where no two days are the same.

If you are a resourceful and dedicated professional who thrives in a multi-faceted role, we want to hear from you.

To apply, please submit your resume and a brief cover letter detailing your experience and interest in this unique role. See below for a description of the selection process.

Round 1: Applications reviewed and phone interviews of selected candidates.

Round 2: Full background checks and in-person interview.

Round 3. Selection of candidate(s). Trial/onboarding period to ensure there is a good personality fit.