Part-Time AI-Driven Executive Assistant

Inside Out Hiring; United States; Remote; USD 21,000 - 25,000; Part time

Job summary

Inside Out Hiring is seeking an Executive Assistant for a part-time role (15–20 hours/week) to manage the client's calendar, AI-enabled workflows, and logistics across academics, ventures, and extracurriculars. You will handle morning/evening governance touchpoints, schedule management, and admin tasks to keep high-value activities on track.

The role requires proactive communication, rapid task execution, and comfort with AI tools like Claude and ChatGPT to optimize daily routines.

Qualifications

• Proactive and detail-oriented approach with strict deadlines and accountability.
• Hands-on experience using Claude, ChatGPT, and workflow automation tools to boost productivity.
• Ability to transcribe and summarize sales practice reps within 24 hours and prepare concise briefs.
• Interest in sales methodology to deliver high-quality prospect research and analytics.
• Clear, concise written and verbal communication for daily updates.

Responsibilities

• Conduct 15-minute morning and 15-minute evening governance check-ins.
• Leverage AI to build schedules, automate outreach, and streamline tasks.
• Maintain master calendar and flag overlaps weeks ahead.
• Transcribe sales practice reps within 24 hours and produce a brief 48 hours before grading.
• Track academic/testing logistics and deliver a weekly five-line summary.

Skills

Proactive & Detail Orientated

Advanced AI Skillset

High-Speed Execution

Sales Interest

Concise Communication

Tools

Claude

ChatGPT

Workflow automation

Job description

Inside Out Hiring is seeking an Executive Assistant for a part-time role (15–20 hours/week) to manage the client's calendar, AI-enabled workflows, and logistics across academics, ventures, and extracurriculars. You will handle morning/evening governance touchpoints, schedule management, and admin tasks to keep high-value activities on track.

The role requires proactive communication, rapid task execution, and comfort with AI tools like Claude and ChatGPT to optimize daily routines.