Strategic Executive Assistant to C-Suite Leaders

Cypress HCM; Menlo Park (CA); On-site; USD 90,000 - 140,000; Full time

Job summary

Cypress HCM is seeking an exceptional Executive Assistant to support multiple executives in a fast-paced, high-growth environment. This role requires proactivity, strong business judgment, and the ability to operate independently with minimal direction.

The ideal candidate has executive support experience at the highest levels, exercises discretion, and demonstrates ownership. They will handle confidential information and drive alignment across the executive team as the company scales.

Qualifications

• 8+ years of Executive Assistant experience supporting C-level executives.
• Experience in fast-paced, high-growth environments.
• Ability to act with discretion and ownership.
• Strong judgment and decision-making when guidance is unavailable.
• Experience supporting growth, IPO readiness, or public company operations preferred.

Responsibilities

• Serve as a strategic partner to executives, proactively anticipating needs and ensuring efficient execution of priorities.
• Manage calendars across multiple global time zones with senior leaders and Executive Assistants.
• Coordinate leadership team meetings, operating reviews, planning sessions, and strategic discussions.
• Prepare presentation materials, templates, agendas, and documentation for executive, Board, and leadership meetings.
• Capture meeting notes, track action items, monitor deliverables, and follow up on commitments and OKRs.
• Partner with internal and external stakeholders to coordinate Board meetings and governance activities.
• Create, document, and improve workflows to increase organizational efficiency and executive effectiveness.
• Identify process gaps and recommend scalable solutions as the company grows.

Skills

Executive support

Calendar management

Discretion

Stakeholder management

Board coordination

Job description

Cypress HCM is seeking an exceptional Executive Assistant to support multiple executives in a fast-paced, high-growth environment. This role requires proactivity, strong business judgment, and the ability to operate independently with minimal direction.

The ideal candidate has executive support experience at the highest levels, exercises discretion, and demonstrates ownership. They will handle confidential information and drive alignment across the executive team as the company scales.