Strategic Executive Assistant & Operations Lead

Hire5; San Francisco (CA); Remote; USD 90,000 - 150,000; Full time

Benefits offered by this job

Remote work

Growth opportunities

Salary discussed during interview

Job summary

Hire5, a Silicon Valley–based family office, is seeking an Executive Assistant to support senior founders and investors across scheduling, travel, and operations. This role emphasizes ownership, discretion, and navigating high-trust environments.

You will manage complex calendars, coordinate international travel, handle communications, oversee household vendors, and help scale streamlined processes as the portfolio grows. Long-term growth potential is clear.

Qualifications

• 3+ years supporting an executive directly — pace and responsibility of an exec's right hand.
• Experience supporting US-based executives, working US hours.
• Confident, professional written and spoken English with clarity.
• Strong judgment, discretion, and comfort handling sensitive information.
• Highly independent, proactive, and systems-oriented.
• Comfortable juggling business and personal responsibilities.
• Active daily use of AI tools (e.g. ChatGPT, Gemini, DeepSeek) to work efficiently.

Responsibilities

• Manage complex calendars and scheduling with senior stakeholders (investors, fund partners, portfolio founders).
• Handle professional communication on behalf of principals.
• Coordinate domestic and international travel.
• Support expense review and coordination with bookkeepers.
• Build and maintain operational systems (intake forms, trackers, workflows).
• Research and book restaurants, meeting spaces, and conference rooms (US & Europe).
• Maintain strict confidentiality and information hygiene.
• Proactively identify gaps, inefficiencies, and process improvements.
• Coordinate household vendors and manage end-to-end contractor relationships.
• Manage household logistics and urgent requests.
• Support onboarding and oversight of household staff.
• Help scale household operations as needs grow.

Skills

Calendar management

Communication

Discretion

Independent / proactive

AI tools

US hours alignment

Tools

Google Workspace

Airtable

Notion

Job description

Hire5, a Silicon Valley–based family office, is seeking an Executive Assistant to support senior founders and investors across scheduling, travel, and operations. This role emphasizes ownership, discretion, and navigating high-trust environments.

You will manage complex calendars, coordinate international travel, handle communications, oversee household vendors, and help scale streamlined processes as the portfolio grows. Long-term growth potential is clear.