Remote Executive Assistant to Founder | AI‑Fluent

Insideoutva; Northern (KY); Hybrid; USD 22,000 - 28,000; Full time

Job summary

Insideoutva is seeking an Executive Assistant for a fully remote role to partner directly with the Founder. You will manage calendar and inbox, process operational backlogs, and draft SOPs using Claude AI to streamline workflows.

The ideal candidate has experience supporting senior executives, excellent English communication, and the ability to independently handle high volumes of documentation in a Pacific Time-aligned schedule.

Qualifications

• Proven, established experience working US Pacific business hours on a consistent, ongoing basis.
• Strong written and verbal English communication skills for executive-level correspondence.
• Demonstrated experience with AI tools such as Claude or similar platforms for drafting documents and refining processes.
• Prior experience supporting a senior executive or business owner in an administrative or EA capacity.
• Strong organizational skills with the ability to manage a high volume of documentation and correspondence.
• Discretion and professionalism handling sensitive information.
• Comfort working independently with minimal day-to-day supervision.

Responsibilities

• Own the executive's calendar and inbox, triaging incoming correspondence and ensuring timely follow-up on priority items.
• Organize and process backlog of paperwork, routing items to the correct destination or taking direct action as needed.
• Assist in drafting, refining, and maintaining standard operating procedures using AI-based tools.
• Provide administrative and coordination support to resolve day-to-day issues raised by regional managers.
• Maintain visibility on outstanding tasks and priorities, proactively surfacing items requiring the executive's attention.
• Support the creation of internal documentation to preserve institutional knowledge and continuity.

Skills

US Pacific hours

English communication

Claude AI

Executive support

Organizational skills

Discretion

Independent work

Tools

Claude AI

Email/Inbox management

Video conferencing

Calendar software

Document management tools

Job description

Insideoutva is seeking an Executive Assistant for a fully remote role to partner directly with the Founder. You will manage calendar and inbox, process operational backlogs, and draft SOPs using Claude AI to streamline workflows.

The ideal candidate has experience supporting senior executives, excellent English communication, and the ability to independently handle high volumes of documentation in a Pacific Time-aligned schedule.