Personal and Executive Assistant to the CEO

Workstream; Menlo Park (CA); On-site; USD 90,000 - 150,000; Full time

Job summary

Workstream is seeking an exceptionally organized Executive / Personal Assistant to support the CEO in a fast-paced startup environment in Menlo Park, CA. You will manage the CEO’s calendar, coordinate travel, and handle personal and professional tasks to keep leadership focused on strategy.

You will partner with senior leaders, investors, and cross-functional teams, ensuring discretion, professionalism, and smooth operations as the company scales.

Qualifications

• 3–7+ years of experience supporting a CEO or senior executive in a high-growth startup or tech company.
• Based in or willing to relocate to Menlo Park, CA and work onsite five days a week.
• Exceptional organizational skills and meticulous attention to detail.
• Strong written and verbal communication and ability to anticipate needs.
• Experience managing complex calendars and coordinating across time zones.

Responsibilities

• Manage the CEO’s complex calendar, prioritizing meetings and ensuring efficient time management.
• Coordinate domestic and international travel, itineraries, logistics, and expenses.
• Handle personal travel, appointments, family scheduling, and lifestyle logistics as needed.
• Prepare materials for board meetings, investor updates, leadership meetings, and presentations.
• Liaise between the CEO and internal teams, investors, partners, and customers.
• Support follow-ups on key initiatives and accountability across leadership.
• Organize company events, leadership offsites, and strategic planning sessions.
• Draft and manage email correspondence on behalf of the CEO as needed.
• Manage personal errands and household logistics while maintaining discretion.
• Support special projects and scale operational initiatives.

Skills

Calendar management

Travel coordination

Discretion

Communication

Cross-functional liaison

Tools

Google Workspace

Slack

Notion

Job description

Workstream is a mission-driven company building the all-in-one HR, payroll, and hiring platform for managing the hourly workforce. There are 2.7 billion hourly workers, making up 80% of the global workforce, but this market has been heavily underserved by technology and deserves better. Workstream has been purpose-built for the hourly workforce from day one so that these businesses and their employees can thrive. Our customers include leading brands from multiple sectors, including Burger King, Carl's Jr./Hardee's, IHOP, KFC, and Culvers. We are a high growth series B company and quickly expanding our product portfolio to deliver on our vision. We are backed by legendary VCs and industry experts like Founders Fund, BOND, and Coatue.

The Role

We are looking for a highly organized, proactive, and discreet Executive / Personal Assistant to support our CEO. In this role, you will act as a trusted partner, helping the CEO operate at maximum effectiveness by managing both professional and personal responsibilities. This role requires someone who thrives in a fast-paced startup environment and enjoys wearing multiple hats. You will work closely with senior leaders, investors, and cross-functional teams, while also assisting with personal logistics to ensure the CEO can focus on strategic priorities and maintain work-life balance. The ideal candidate is resourceful, highly discreet, and comfortable navigating both strategic conversations and day-to-day operational or personal tasks.

What You’ll Do

• Manage the CEO’s complex calendar, prioritizing meetings and ensuring efficient time management across internal and external commitments
• Coordinate domestic and international travel, including itineraries, logistics, and expense management
• Handle personal travel, appointments, family scheduling, and lifestyle logistics as needed
• Prepare materials for board meetings, investor updates, leadership meetings, and external presentations
• Act as a liaison between the CEO and internal teams, partners, investors, and customers
• Help manage follow-ups on key initiatives and ensure accountability across leadership teams
• Assist with organizing company events, leadership offsites, and strategic planning sessions
• Draft and manage email correspondence and other communications on behalf of the CEO when needed
• Manage personal errands, deliveries, and household-related logistics as needed
• Handle confidential information with the highest level of discretion and professionalism
• Support special projects and operational initiatives as the company continues to scale

What We’re Looking For

• 3–7+ years of experience supporting a CEO or senior executive, preferably in a high-growth startup or technology company
• Must be based in or willing to relocate to Menlo Park, CA and work onsite 5 days per week
• Exceptional organizational and time management skills with strong attention to detail
• Strong written and verbal communication skills
• Ability to anticipate needs, solve problems quickly, and operate with minimal direction
• Experience managing complex calendars and coordinating across multiple time zones
• High level of professionalism, discretion, and emotional intelligence
• Comfortable working in a fast-paced, ever-changing startup environment
• Proficiency with modern productivity tools (Google Workspace, Slack, Notion, etc.)
• Flexibility and willingness to support personal and lifestyle tasks as needed
• Bonus Points Experience supporting a CEO or founder at a venture-backed startup
• Exposure to board and investor relations processes
• Experience coordinating global travel and cross-time-zone scheduling
• Interest in startups, technology, or the future of work
• Experience balancing both executive-level and personal assistant responsibilities

Know More About Workstream

Know More About Workstream https://www.workstream.us/blog/funding-series-b https://techcrunch.com/2021/08/26/workstreams-text-based-recruitment-tool-gets-a-48m-bet-from-bond-and-beyond/ https://techbuzz.news/buzzworthy-august-27-2021/

Additional Information

Workstream provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

We are committed to the full inclusion of all qualified individuals.