Hybrid Executive Assistant to Product Leaders

Cypress HCM; Menlo Park (CA); Hybrid; USD 120,000 - 180,000; Full time

Job summary

Cypress HCM is seeking an experienced Executive Assistant to provide flexible administrative and operational support across its Product organization. This floater role supports multiple executives, with a focus on Directors and Senior Directors and occasional VP-level work.

The position requires adaptability, proactive organization, and the ability to learn different executive preferences quickly. Hybrid work with onsite presence in Menlo Park, with potential for up to 5 days onsite based on

Qualifications

• Approximately 10 years of executive administrative support experience.
• Experience supporting multiple executives simultaneously in floater/shared environments.
• Experience supporting Directors, Senior Directors, or VP-level leadership.
• Background in a mid-to-large technology company, preferably fast-growing.
• Adapt quickly to changing structures, priorities, and executive preferences.
• Strong calendar management, travel coordination, expense reporting, and meeting organization skills.

Responsibilities

• Provide administrative and executive support to multiple leaders across the Product organization.
• Manage complex calendars, schedule meetings, coordinate competing priorities, and optimize executive time.
• Coordinate domestic and international travel, expense reporting, and other executive needs.
• Provide temporary coverage for executive assistants during vacations, leaves, and peak workload periods.
• Learn individual executive preferences and team processes quickly when transitioning between assignments.
• Coordinate team meetings, product reviews, leadership meetings, and steering committees.
• Build trackers, meeting schedules, and tools to improve prioritization and efficiency.
• Partner with Product Managers, Engineers, Customer Experience, and cross-functional stakeholders.
• Streamline administrative processes, improve meeting effectiveness, and anticipate executive needs.
• Organize team events, maintenance of shared folders, and interview logistics.
• Use AI tools and productivity workflows to summarize meetings and track action items.

Skills

Executive support

Calendar management

Travel coordination

Cross-functional collaboration

Organizational skills

Discretion

Job description

Cypress HCM is seeking an experienced Executive Assistant to provide flexible administrative and operational support across its Product organization. This floater role supports multiple executives, with a focus on Directors and Senior Directors and occasional VP-level work.

The position requires adaptability, proactive organization, and the ability to learn different executive preferences quickly. Hybrid work with onsite presence in Menlo Park, with potential for up to 5 days onsite based on