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.
What we offerWe want our benefits to reflect our values and offer the following to full-time employees:
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits through Carrot
- Lunch, as well as delicious snacks and coffee to keep you energized
- Discretionary benefit stipend giving people the ability to spend where it matters most
- Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
