Executive Assistant

Inside Out LLC · Remote, Online · $2000-3000/month USD

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Introduction

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

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?

How to apply

1. Apply here on PNet

2. If you are selected, we will reach out to you with an email for next steps.

3. Part of the next steps will be to include an introductory video on yourself. If you do not submit a video, you will not be selected for an interview.

We hire on an ongoing basis, so if the timing is right for you, apply now — strong candidates get placed quickly.

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Executive Assistant at Inside Out LLC — Remote, Online · JobAlertsZA