Executive & Personal Assistant to Founder

Inside Out Hiring; United States; Remote; USD 22,000 - 28,000; Full time

Job summary

Inside Out Hiring seeks an Executive Assistant to serve as a trusted right hand to the Founder & CEO in a fast-paced, remote-first environment. You will handle high‑level calendar management, inbox triage, travel logistics, and cross‑functional operations with minimal supervision.

In this role you will offload routine tasks, maintain SOPs, and orchestrate personal life support activities such as vendor coordination and appointment scheduling, enabling strategic focus and growth.

Qualifications

• 3–5+ years of EA/PA experience supporting senior leaders in remote settings.
• Excellent spoken and written English.
• Flawless discipline regarding account security, 2FA, and permissions.
• Systems thinking with AI fluency to streamline workflows while ensuring accuracy.
• Proficiency with cloud tools and collaboration platforms (Google Workspace, Slack).

Responsibilities

• Manage CEO calendar, inboxes, travel logistics, and internal workflows.
• Coordinate personal logistics including vendors, appointments, and travel.
• Draft emails and messages matching the CEO’s tone and style.
• Maintain SOPs and access/permissions matrices; support QA of AI outputs.
• Produce daily asynchronous status updates outlining priorities and blockers.

Skills

EA/PA Experience

Excellent English

Security discipline

AI fluency

Cloud / Google Workspace

Asynchronous work

Documentation mindset

Tools

Google Workspace

Ramp

Claude

ChatGPT

Slack

Job description

Inside Out Hiring seeks an Executive Assistant to serve as a trusted right hand to the Founder & CEO in a fast-paced, remote-first environment. You will handle high‑level calendar management, inbox triage, travel logistics, and cross‑functional operations with minimal supervision.

In this role you will offload routine tasks, maintain SOPs, and orchestrate personal life support activities such as vendor coordination and appointment scheduling, enabling strategic focus and growth.