Skip to main content
Inside Out logo

Executive Assistant

Inside Out
August 25, 2026
Full-time
Remote
$2,000 - $3,000 USD monthly

Introduction

We are looking for executive assistants to work with founders and executives in the U.S. 

If you are qualified and interested apply using this URL: https://20251031211556_icfxbjszkwhta2tv.applytojob.com/apply/YAmj5Is8z8/Executive-Assistant-Job-ID-IOHPNET1

Duties & Responsibilities

What you'll do

  • Own an executive's calendar, inbox, and priorities so their attention goes where it matters
  • Coordinate travel, meetings, and follow-ups without being chased
  • Manage projects end to end — you'll be the one people check in with, not the other way around
  • Handle confidential information with total discretion
  • Build and document the systems your executive runs on

 

Desired Experience & Qualification

What we're looking for

  • 3+ years of executive assistant or high-level administrative experience
  • Excellent written and spoken English
  • Strong judgment — you can make decisions without needing permission for everything
  • Proactive by default. You spot the problem before it becomes one
  • Comfortable learning new tools quickly (AI experience is a plus, not a requirement — we'll train you)
  • Reliable home office setup: quiet space, stable internet, working computer and headset

Package & Remuneration

What we'll teach you

Every EA we place goes through the Inside Out AI Academy — our internal training program.

  • AI fluency: prompting, drafting, research, summarization, and workflow automation, applied to real executive work, not theory
  • Executive support systems: inbox zero, calendar defense, meeting prep, project tracking
  • Communication and presence: writing on behalf of an executive and holding your own with senior people
  • Ongoing coaching: you stay in our community after placement, with continued training and support

 

The result: you leave with skills that make you genuinely hard to replace — and worth significantly more than the market average.

 

Why our EAs stay

  • Competitive pay: $2,000 – $3,000/month, based on experience and skill level
  • Long-term placements with executives who value you, not short-term gigs
  • Real training and career progression — we have tiers, and we promote through them
  • A team behind you. You're part of a global community of 100+ professionals, not working alone

 

 

Interested?