Remote Executive Assistant & Strategy Operations Partner

InsideOut; United States; Remote; USD 14,000 - 17,000; Part time

Job summary

InsideOut is seeking an Executive Assistant (Strategic Operations Partner) for a remote, part-time role focused on building systems and running the backend of a leadership coaching firm. You will own workflows, automation, and client communications while supporting the CEO and maintaining brand standards.

The role requires strong English, executive communication, and experience with automation tools. This is a remote, international opportunity with a fast-paced, detail-oriented environment.

Qualifications

• 3+ years of experience in an executive assistant role, ideally in a small, growing, or founder-led business.
• Experience in executive communication with professionals in customer service or executive support roles.
• Hands-on experience with modern automation tools and AI-assisted workflows.

Responsibilities

• Serve as a client-facing point of contact for updates, scheduling, follow-ups, and operational support.
• Maintain accurate CRM data and client records.
• Manage the client calendar — bookings, reschedules, confirmations.
• Handle invoicing and payment follow-up.
• Provide light calendar and email support to the CEO and help build/maintain automation to improve efficiency.

Skills

Executive communication

Project management

Detail-oriented

Remote collaboration

Tools

ClickUp

GoHighLevel

Zapier

Claude Cowork

Job description

InsideOut is seeking an Executive Assistant (Strategic Operations Partner) for a remote, part-time role focused on building systems and running the backend of a leadership coaching firm. You will own workflows, automation, and client communications while supporting the CEO and maintaining brand standards.

The role requires strong English, executive communication, and experience with automation tools. This is a remote, international opportunity with a fast-paced, detail-oriented environment.