Candidates must be based in or near Midcoast Maine.

A small, values-driven family office is seeking a warm, proactive, and detail-oriented Assistant to provide high-touch administrative and lifestyle support to a senior family principal. This is an exceptional opportunity for someone who finds fulfillment in helping others and excels at anticipating needs, solving problems, and creating seamless day-to-day experiences.

This is a primarily remote position, but requires regular in-state travel (Maine) and occasional out-of-state travel to remain closely connected with the principal and household teams.

What You’ll Do

Reporting to the Chief of Staff and working closely with the principal, you’ll support a variety of personal and professional needs with grace, discretion, and efficiency. You’ll serve as a key team member, ensuring plans run smoothly, priorities stay aligned, and no detail is overlooked.

Key responsibilities include:

Administrative & Executive Support

Manage the principal’s calendar and coordinate scheduling across multiple commitments.
Prepare agendas and background materials for meetings, nonprofit board activities, and events.
Monitor and triage email inboxes, flagging urgent items and keeping folders organized.
Liaise with household staff and vendors to support the operations of multiple residences.
Maintain and share daily schedules and weekly “look-ahead” planning overviews.
Place, track, and manage online orders and returns.
Handle last-minute requests and run local errands as needed.

Travel & Lifestyle Coordination

Plan complex travel (including private aviation and accommodations) and prepare detailed itineraries.
Monitor real-time travel and adjust plans as needed.
Schedule personal appointments and coordinate with medical offices and service providers.
Support household logistics across four properties—tracking maintenance, caretakers, and seasonal needs.
Assist with special projects and high-profile events, often with tight timelines.

Collaboration & Communication

Act as a trusted liaison between the principal and household staff, nonprofit partners, vendors, and community members.
Maintain open and consistent communication with the Chief of Staff to align priorities.
Proactively flag issues, offer solutions, and take initiative to move things forward.

Who You Are

A natural helper with a warm, approachable presence and strong emotional intelligence.
Highly organized, detail-driven, and skilled at juggling competing priorities.
Genuinely service-minded, discreet, and grounded—with a “no task too small” attitude.
An independent self-starter who thrives in dynamic, behind-the-scenes roles.
Tech-savvy, with strong written and verbal communication skills.
Aligned with the family’s values, including a love of nature and commitment to land conservation.

Qualifications

Bachelor’s degree and 2–3+ years of administrative, operations, or executive assistant experience.
Proven ability to manage complex calendars, logistics, and travel planning.
Strong communication skills and a high degree of professionalism.
Familiarity with G Suite, MS Office, Zoom, and other tools.
Valid driver’s license and ability to travel within Maine and occasionally out of state.
Comfortable around pets (no allergies).
COVID-19 vaccination and background check required.
Experience in conservation, sustainability, or nonprofit environments is a plus.

Compensation & Benefits

Salary is range is $70,000 - $85,000, commensurate with experienceand includes an excellent benefits package.

Tishman

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