Part-Time AI-Savvy Executive Assistant (Remote)

Insideoutva; Northern (KY); Hybrid; USD 201,000 - 268,000; Part time

Job summary

Insideoutva is seeking a sharp, AI-fluent Executive Assistant to support two executives in a rapidly scaling medical certification training network. This virtual role focuses on travel logistics, office launches, and operational tasks across two primary leaders, with a future path to full-time as the team expands.

The position starts 30 hours/week, with a route to ~40 hours/week. Excellent English, calendar management, and vendor coordination are essential for success.

Qualifications

• 2+ years of executive/virtual assistant or operations support experience.
• Hands-on AI tool usage daily for research, drafting, and reporting.
• Strong written and verbal English with follow-through on tasks.

Responsibilities

• Support two executives with travel logistics, calendars, and reservations.
• Coordinate office launches, vendor setup, and billing pipelines.
• Maintain operations manuals and SOPs; track progress on projects.
• Assist with data maintenance, reporting, and cross-tool workflows.
• Prepare communications and draft routine correspondence when needed.

Skills

AI Proficiency

Technical Skills

Communication & Reliability

2+ years EA/VA experience

Organizational skills

Tools

Google Sheets

Excel

Google Workspace

Dropbox

Asana

Ramp

QuickBooks

Job description

Insideoutva is seeking a sharp, AI-fluent Executive Assistant to support two executives in a rapidly scaling medical certification training network. This virtual role focuses on travel logistics, office launches, and operational tasks across two primary leaders, with a future path to full-time as the team expands.

The position starts 30 hours/week, with a route to ~40 hours/week. Excellent English, calendar management, and vendor coordination are essential for success.