Executive Assistant to AI Startup Founder

JRN 2589

A high-growth AI startup needs an Executive Assistant to support a fast-moving founder in a dynamic, high-trust role. You will handle executive support, operational coordination, and occasional personal assistance. This role suits someone who thrives on urgency, ambiguity, and shifting priorities, and who wants to be embedded deeply in a growing business.

The ideal candidate is organized and sharp under pressure. You anticipate needs before they become problems. You balance white-glove support with startup scrappiness. You take direct feedback well and make quick judgment calls. You know when to escalate an issue, when to decide on your own, and when to just get it done. You handle business priorities and personal logistics with equal ease.

Key Responsibilities

• Manage a complex, fast-changing calendar
• Coordinate internal and external meetings across time zones
• Triage inbound communication and flag urgent requests
• Draft and respond to emails in the executive’s voice
• Track action items and follow through across priorities
• Protect the executive’s time and cut unnecessary back-and-forth
• Handle scheduling preferences and meeting logistics
• Manage occasional personal and lifestyle tasks or errands
• Coordinate vendors, deliveries, moves, reservations, and ad hoc requests
• Act as a reliable operational partner in a fast-paced startup
• Work with internal team members and AI tools to solve problems quickly

Requirements

• 3 to 5 years in executive support or a similar coordination-heavy role
• Experience supporting a founder, CEO, or demanding executive preferred
• Strong business judgment and professionalism
• Comfortable with both executive-facing and detail-oriented work
• Willingness to handle strategic coordination and hands-on execution
• Discreet, trustworthy, proactive, and resourceful
• Comfortable in a direct, fast-paced environment
• Strong familiarity with Slack, calendars, email, and digital collaboration tools
• Open to using AI tools to improve speed and efficiency, no specific platform expertise required

Location

Based in or near San Francisco. Will require occasional errands running in the SF area.

Schedule

Monday-Saturday

Compensation

• Base salary: $135,000 to $165,000 DOE
• Equity participation
• Medical, dental, and vision benefits
• Flexible PTO

Pocketbook Agency is acting solely as a recruiting and placement firm for this position and is not the employer of record for this role unless otherwise explicitly stated. All hiring decisions, compensation, benefits, and employment terms are determined by the client employer. By applying, you acknowledge that submission of an application does not guarantee placement or employment.

Pocketbook Agency is an equal opportunity recruiting firm and does not discriminate in its recruiting, screening, or placement practices based on race, color, religion, sex, gender identity, sexual orientation, national origin, age, disability, veteran status, or any other protected characteristic under applicable law.