Executive Assistant (Right Hand) to Founder - Senior Level - US Hours - Travel

This Is Not a Normal EA Job

If you:

• Love turning chaos into calm
• Get satisfaction from an inbox hitting zero
• Negotiate vendors without flinching
• Protect a calendar like it’s sacred
• Think three steps ahead automatically

…you might be exactly who we’re looking for.

This role is part Executive Assistant, part Personal Operations Lead, part Fixer.

You will be the founder’s right hand — owning time, logistics, communication flow, and personal operations so nothing slips.

Compensation

• $1500 USD per month base
• Up to $12000 USD per year in performance bonuses
• Paid travel for required trips (4 per year average)
• High autonomy and flexibility
• Real ownership and trust

This is a long-term role for someone who wants to operate at a high level.

Time Expectations

Remote.

You will work mostly on US standard time with strong daily overlap.

You can structure your day freely (gym, errands, life admin are fine).

The tradeoff: you must be highly responsive and dependable at all times (including evenings and weekends).

This is a high-trust, high-accountability role.

Travel Requirement (Non Negotiable)

You must be able to travel a minimum of 1 time per quarter for 1 to 2 weeks (US and or other locations).

Valid passport required. Ability to obtain appropriate travel authorization is required.

What You Will Own

Calendar and Schedule Control

• Manage personal and business calendar
• Protect focus time
• Coordinate meetings across time zones
• Ensure follow-ups happen

Inbox and Communication Gatekeeping

• Review incoming emails daily
• Keep inboxes organized and structured
• Draft replies in the founder’s voice
• Escalate what matters and close loops fast
• Handle inbound calls and messaging

Social Media Inbox Triage

• Manage personal social media profiles
• Track DMs and follow-ups

Culture Calendar Execution

• Execute family and team culture calendar
  (birthdays, anniversaries, key dates, gifts, reminders)

Tech Stack and AI Support

• Manage tools, access, subscriptions, renewals
• Coordinate basic troubleshooting
• Use AI tools to move faster
• Create simple SOPs and documentation

Asset and Property Management

• Manage vehicles and properties
• Track utilities, vendors, maintenance schedules
• Monitor insurance and renewals
• Negotiate vendors and manage relationships

Travel and Events

• Plan travel and build clean itineraries
• Support events and handle last-minute changes

Family Support

• Support Summer with coordination, scheduling, vendor calls, research, and follow-up

Who This Is For

You are:

• Experienced supporting C-level leaders directly
• Calm under pressure
• Proactive without being told
• Tech confident and AI comfortable
• Highly organized but flexible
• Discreet and trustworthy

You like ownership. You like responsibility. You like being relied on.

HOW TO APPLY

Submit your resume + complete the qualifying questions below. If you meet all knock out requirements, you will be REQUIRED to submit a self-recorded introduction video as a next step prior to the interview process. ONLY candidates who meet all knockout requirements and submit an introductory video will be prioritized for interviews.

Requirements

Required Experience

• 5 plus years supporting a CEO Founder or C-suite leader
• Real calendar ownership and inbox management experience
• Strong written and spoken English
• Vendor negotiation and management experience
• Experience with tools such as Google Workspace or Microsoft 365, Slack, Zoom, Asana, ClickUp, Notion, Airtable
• Comfortable using AI tools for productivity

Nice to have:

• EOS familiarity
• Masters degree (not required if experience is strong)

Benefits

• $1500 USD per month base
• Up to $12000 USD per year in performance bonuses
• Paid travel for required trips (4 per year average)
• High autonomy and flexibility
• Real ownership and trust

This is a long-term role for someone who wants to operate at a high level.