Executive Assistant (S-Tier | 5+ Years Experience Required)

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: TYPE OF WORK

Full Time

: SALARY

1200-1500 US/Month

: HOURS PER WEEK

40

: DATE UPDATED

Apr 4, 2026

JOB OVERVIEW

*** IMPORTANT: To be considered, begin your application with the phrase "I read the whole thing." Applications that skip this will not be reviewed. This is our first test of attention to detail. ***

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We are a fast-moving, high-output operation and we need an executive assistant who is truly exceptional — someone who thinks three steps ahead, communicates with precision, and treats their work as a craft.

This is not an entry-level support role. You will be the operational backbone of the executive's day, owning the calendar, inbox, travel, and projects with full autonomy and minimal supervision.

Our team already includes three full-time Filipino staff who've been with us for years. We invest in our people and this role is no different.

---

WHAT YOU WILL OWN
- Full calendar management — scheduling, prioritization, and protecting deep work time
- Inbox triage and email drafting with minimal direction, often representing the executive's voice
- Travel logistics end-to-end: flights, hotels, ground transport, visas, itineraries
- Meeting prep — agendas, briefing notes, pre-reads, and follow-up action tracking
- Project coordination across multiple stakeholders and time zones
- Research and synthesis: vendor comparisons, market briefs, due diligence support
- Document creation: SOPs, presentations, reports, and internal communications
- Personal task support: family logistics, appointments, gift sourcing, and ad hoc requests
- Process improvement — you will identify inefficiencies and propose solutions unprompted

MUST-HAVES
- 5+ years as an EA, VA, or operations role supporting senior leadership
- Excellent written English — you write clean, professional emails
- Mastery of Google Workspace or Microsoft 365
- Experience with project management tools (Notion, Asana, ClickUp, or similar)
- Consistent availability during US Eastern business hours (at least 4-hour overlap)
- Reliable internet — 25 Mbps minimum, with a backup connection
- Proactive communicator — you do not wait to be asked for an update
- Extreme discretion with confidential information

STRONG BONUSES
- Experience supporting founders, C-suite, or entrepreneurs
- Familiarity with AI tools (ChatGPT, Claude, Notion AI)
- Bookkeeping or light finance background
- Experience with CRM platforms (HubSpot, Salesforce)
- Prior work with US, UK, or Australian clients

WHAT SEPARATES S-TIER CANDIDATES
The best assistants we've worked with share qualities that cannot be trained:
- They catch errors before we do — in documents, schedules, and logic
- They give a recommendation, not just options, when asked for input
- They own mistakes immediately and fix them without being asked twice
- They protect the executive's attention as if it were their own most valuable resource

COMPENSATION & BENEFITS
- 13th month bonus after 6 months
- 10 days paid time off annually, increasing with tenure
- Performance annual review and expected raise yearly
- Long-term role — we do not churn assistants

HOW TO APPLY
We read every application. Follow these steps exactly:

1. Begin your cover letter with: "I read the whole thing."
2. In 3-5 sentences, describe the most complex scheduling or logistical challenge you have solved for an executive.
3. List the tools you use daily and rate your proficiency (1-5) in each.
4. Share your internet speed (upload + download) and your backup plan if your primary connection goes down.
5. Tell us your available hours and how much overlap you can offer with US Eastern Time.

Shortlisted candidates will complete a short skills assessment before the interview. The full process takes about one week.

SKILL REQUIREMENT

Project Management Email Management Administrative Support

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Executive Assistant (S-Tier | 5+ Years Experience Required)

Please login or register as jobseeker to apply for this job.

TYPE OF WORK

SALARY

HOURS PER WEEK

DATE UPDATED

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