Executive Assistant to AI Startup Founder

Pocketbook Agency; San Francisco (CA); On-site; USD 135,000 - 165,000; Full time

Benefits offered by this job

Equity participation

Medical, dental, and vision benefits

Flexible PTO

Job summary

Pocketbook Agency in San Francisco is seeking an Executive Assistant to support a fast-moving founder in a high-trust role. You will handle executive support, operational coordination, and occasional personal assistance, embedding yourself in a growing AI startup.

The ideal candidate has 3–5 years in executive support, sharp judgment, and comfort with ambiguity. You will balance white-glove service with startup scrappiness, using AI tools to boost speed and efficiency in a direct, fast-paced

Qualifications

• 3–5 years in executive support or coordination-heavy roles.
• Experience supporting a founder/CEO or demanding executive preferred.
• Strong business judgment, discretion, and professionalism.
• Comfortable with both executive-facing and detail-oriented work.
• Willing to handle strategic coordination and hands-on execution.

Responsibilities

• Manage a complex, fast-changing calendar across time zones.
• Coordinate internal and external meetings and logistics.
• 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 minimize back-and-forth.
• Occasional personal logistics and errands as needed.
• Coordinate vendors, deliveries, moves, and reservations.
• Collaborate with teammates and AI tools to solve problems quickly.

Skills

Executive support

Coordination heavy

Calendar management

Slack proficiency

Email management

AI tools adaptability

Discretion & judgment

Tools

Slack

Calendars

Email

AI tools

Job description

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 elevate 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