Executive Assistant (Job ID: IOHPNET1)

Insideoutva; Northern (KY); On-site; USD 24,000 - 36,000; Full time

Job summary

Insideoutva is seeking an Executive Assistant to partner with top executives in a fully remote role. You will own calendars, inboxes, and strategic priorities while coordinating travel and meetings.

This role emphasizes process building and project management, handling confidential information with discretion, and growing your career through our AI training academy.

Qualifications

• 3+ years of executive assistant or high-level administrative experience.
• Excellent written and spoken English; C1 level required.
• Strong judgment and proactive by default.
• Comfortable learning new tools quickly; AI experience is a plus.
• Reliable home office setup: quiet space, stable internet, working computer, headset.

Responsibilities

• 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.

Skills

3+ years of executive assistant or hi‑

English proficiency

C1 English level

Strong judgment

Proactive problem-solving

AI familiarity

Home office setup

Calendar & inbox management

Job description

Exciting Remote Opportunity! We're Hiring an Executive Assistant!

Are you a proactive, highly organized professional ready to partner with top executives? We are looking for an exceptional Executive Assistant to take ownership of executive priorities, manage projects end-to-end, and grow your career through our cutting-edge AI training academy!

Job Details at a Glance

• Job Title: Executive Assistant
• Salary: $2,000 – $3,000/month (based on experience and skill level)
• Location: Remote (Home office setup required)

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.

What We're Looking For

• 3+ years of executive assistant or high-level administrative experience.
• Excellent written and spoken English.
• C1 English Level Required.
• 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.

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.
• Meaningful Work: Long-term placements with executives who value you, not short-term gigs.
• Real Training & 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.