Full-Time Executive Assistant & Accountability Partner
N/A is hiring a remote Full-Time Executive Assistant & Accountability Partner. The career level for this job opening is Experienced and is accepting Worldwide based applicants remotely. Read complete job description before applying.
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We are seeking a college‑educated, high‑judgment Executive Assistant to partner with a CEO and spouse across work and family operations. This is a 40 hrs/week, long‑term role in Eastern Time (ET). You will run complex calendars and travel, keep our “family operating system” tight, act as a gentle accountability coach for both principals, and prepare bill payments within a clear approvals workflow. We’re looking for someone who leads up—proactive, thoughtful, and comfortable prompting us toward better outcomes.
- Calendar & inbox mastery: Orchestrate a fast, high‑stakes calendar; defend focus time; draft agendas/briefs; triage email.
- Travel end‑to-end: Book smart, flexible itineraries (US/UK time zones), leverage card/travel benefits, manage changes.
- Family OS (Google): Maintain a living hub of contacts, vendors, renewals, school/athletics dates, medical appointments, SOPs.
- Accountability coaching: Weekly 15‑min 1:1 with each principal to set 3 personal goals and one weekly “keystone,” Mid‑week nudges, Friday 15‑min readout (progress, blockers, next experiment).
- Vendors & projects: Coordinate household vendors; manage multi‑week projects with crisp updates and measurable checkpoints.
- Bill‑pay prep (simple & safe): Draft bills in BILL with role‑based approvals, Use 1Password for shared credentials, Use Privacy virtual cards for subscriptions/incidentals.
- Documentation & improvement: Keep SOPs current; propose improvements; measure what matters.
- Bachelor’s degree from an accredited university.
- 5+ years supporting a founder/CEO or senior executive (remote OK).
- Exceptional written communication and executive judgment.
- Demonstrated ability to lead up—anticipate needs, push back diplomatically, and improve the system.
- Tool fluency: Google Workspace, BILL, 1Password, Privacy (or quick to learn equivalents).
- Comfortable coordinating across US/UK time zones.
- Located anywhere and able to work ET hours.
- Exposure to coaching principles (e.g., ICF‑style accountability, active listening), project tools (Asana/ClickUp), and travel perks (e.g., Amex FHR/Virtuoso).