Executive Assistant, Product & Agent Development

Sierra · San Francisco, CA · $190K – $200K · Operations

Posted 2026-09-02

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WHAT YOU’LL DO:

- Serve as a trusted partner to Sierra’s Head of Product & Agent Development, supporting a rapidly growing product, engineering, and design organization.

- Proactively manage the leader’s complex calendar, meetings, and travel, coordinating with direct reports, the broader leadership team, and external stakeholders.

- Coordinate domestic and international travel across EMEA and APAC time zones, with careful attention to itineraries, agendas, logistics, and preparation.

- Anticipate needs, surface potential conflicts, and independently resolve issues when priorities change or timely guidance is unavailable.

- Prepare the leader for meetings with relevant briefing materials, organizational context, and clearly defined priorities.

- Manage logistics for recruiting events, customer meetings, external speaking engagements, and other occasions when the leader represents Sierra.

- Draft internal and external correspondence, serving as a credible and professional representative of the Product & Agent Development organization.

- Collaborate closely with Executive Assistants and cross-functional partners across Sierra to coordinate priorities and ensure alignment across the organization.

- Plan and execute leadership meetings, team off-sites, trainings, and operating rhythms tied to team operations.

- Establish and continuously improve administrative systems and processes that support a rapidly scaling organization.

WHAT YOU’LL BRING:

- 10+ years of Executive Assistant experience, including direct support of C-suite executives leading complex or global organizations.

- Experience supporting product, engineering, or technology executives in a fast-paced environment.

- Experience coordinating frequent international travel and meetings across EMEA and APAC time zones.

- Demonstrated ability to build and scale administrative systems in an evolving organization.

- Proven ability to operate independently, read between the lines, and make sound judgment calls on behalf of leadership.

- Exceptional attention to detail and a proactive mindset, with a commitment to delivering polished and seamless executive support.

- Excellent organizational and time-management skills, with the ability to shift priorities quickly while staying ahead of the leader’s needs.

- Strong relationship-building skills and the ability to partner effectively with cross-functional teams, board members, customers, and external stakeholders.

- High integrity and discretion when handling confidential or sensitive information.

- Advanced proficiency with Google Workspace and Slack, along with the ability to learn new tools quickly.

- Willingness and ability to work on-site in San Francisco four days per week, with flexibility to accommodate global meetings and changing business needs.

EVEN BETTER:

- Experience in a fast-growing, in-person startup environment.

- Experience supporting a heavily traveling executive with significant internal and external responsibilities.

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