Strategic Senior EA to Founder & CEO

Pocketbook Agency; New York (NY); Hybrid; USD 113,000 - 138,000; Full time

Job summary

Pocketbook Agency is seeking a Senior Executive Assistant to be the right hand of a founder and CEO in a fast-moving professional and personal schedule. The role requires proactive, highly intuitive support, superb calendar and inbox management, and seamless execution across business and personal commitments.

The ideal candidate will have 7+ years of experience supporting a founder/CEO, manage 400-500+ daily communications, and handle domestic and international travel with discretion.

Qualifications

• 7+ years of experience as an Executive Assistant supporting a Founder or CEO.
• Experience supporting a high-profile founder/executive.
• Ability to manage 400-500+ daily communications.
• Extremely organized with strong follow-through.
• Discreet with access to sensitive information.

Responsibilities

• Own a highly complex calendar across business, personal, family, travel, and social commitments.
• Manage an extremely high-volume inbox and communications across email, text, WhatsApp, Slack, Signal, LinkedIn, and other platforms.
• Act as the final layer of execution: tracking open loops, following up, and making sure action items are fully closed.
• Proactively prioritize the CEO's time and ensure her calendar reflects her highest-priority commitments and to-do list.
• Manage frequent domestic and international travel, often coordinating multiple flights, last-minute changes, drivers, accommodations, and logistics.
• Coordinate personal and family logistics, including children's activities, appointments, workouts, events, and other commitments.
• Prepare the CEO for meetings and events and ensure follow‑up happens immediately afterward.
• Maintain a high level of discretion while having visibility into extremely sensitive personal and professional communications.

Skills

Executive support

Calendar management

High-volume communications

Discretion

Independent / self-starter

Travel coordination

Slack

Email

WhatsApp

Tools

Slack

Email

WhatsApp

Job description

Pocketbook Agency is seeking a Senior Executive Assistant to be the right hand of a founder and CEO in a fast-moving professional and personal schedule. The role requires proactive, highly intuitive support, superb calendar and inbox management, and seamless execution across business and personal commitments.

The ideal candidate will have 7+ years of experience supporting a founder/CEO, manage 400-500+ daily communications, and handle domestic and international travel with discretion.