Level

Sierra

Executive Assistant, Office of the Co-Founders

Sierra is hiring an Executive Assistant, Office of the Co-Founders in San Francisco, United States. It pays $130k-$140k a year and Level rates it ; you can apply on Sierra.

Level's read on this job

  • On Level's scale, this role is Little AI ●○○○: aI is not part of the work.
  • The posting mentions OpenAI, Clay and AI agents among its tools and skills.
  • Level classes it as a senior role.
  • Sierra has 209 other open roles on Level.

AI in this role

Provide high-level strategic and administrative support to the co-founders and their teams in an AI agent company.

openaiclay
ai-agentscalendar-managementtravel-planningevent-planningexecutive-support

About us

Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.

We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.

Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.

What you'll do

  • As an Executive Assistant supporting the Office of the Co-Founders at Sierra, you will provide a wide range of strategic and administrative support to our Co-Founders and their teams.

  • Play a pivotal, high-trust role in a dynamic, fast-paced environment. You’ll partner closely with the existing executive support team to execute complex logistics, travel, meetings, events, and special projects with precision and foresight.

  • Act as a second assistant to our Co-Founders, coordinating complex travel, running logistics for all onsite meetings, helping the team with projects (large trip planning, events, etc) and generally be ready and able to jump in when extra support is needed.

  • Anticipate needs, identify potential issues, and proactively develop solutions that keep priorities and commitments moving forward.

  • Serve as a trusted liaison to internal teams, vendors, and external partners, building strong relationships while safeguarding the priorities of the Office of the Co-Founders.

  • Plan and execute leadership travel, team off-sites, executive dinners, on-site meetings, and other internal or personal events as needed.

  • Take ownership of evolving requests and projects, remaining flexible and ready to provide additional support wherever it is most needed.

  • Handle sensitive information and materials with the utmost confidentiality, discretion, and sound judgment.

What you'll bring

  • 3+ years of experience in executive support or a similar high-level administrative role.

  • Willingness and ability to work on-site in San Francisco up to five days per week, including consistent presence when the co-founders are on-site.

  • Exceptional attention to detail and an anticipatory, white-glove service mindset, with the ability to operate independently and deliver polished, seamless support with limited direction.

  • Exceptional organizational and time-management skills, with the ability to manage competing priorities accurately in a fast-paced environment.

  • Proven ability to partner effectively with senior executives, cross-functional teams, vendors, and external stakeholders.

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

Even better...

  • Experience in a fast-growing, in-person start-up environment.

  • Experience working with C-suite executives.

  • Experience working within a dual, floating, or team-based Executive Assistant structure.

  • Experience managing complex travel, executive events, and high-touch on-site logistics.

Our values

  • Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.

  • Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.

  • Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.

  • Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.

  • Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.

What we offer

We 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.

Be you, with us

We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.

How we rate this

Executive Assistant, Office of the Co-Founders at Sierra rates 10 out of 100 for how much of the daily work is AI. That makes it Little AI (AI Level 1 of 4). The level is about AI in the job, not seniority.

Classification

Little AI. AI is not part of the work.

  1. ●●●● Builds AI80 to 100
  2. ●●●○ Works on AI60 to 79
  3. ●●○○ Uses AI40 to 59
  4. ●○○○ Little AI0 to 39

Levels come from how often the tools, models and workflows of the role are named in the posting itself. Read the description and count the AI tools, models and workflows it names.

Prepare for this job

Built from this posting and from similar jobs on Level.

Skills and AI tools this role asks for

AI agentsCalendar ManagementTravel PlanningEvent PlanningExecutive SupportOpenAIClay

Questions you could be asked

  1. How do you decide when an AI agent can act on its own versus asking for approval first?
  2. Tell me about a project where calendar management was part of your work. What did you do?
  3. Tell me about a project where travel planning was part of your work. What did you do?
  4. Tell me about a project where event planning was part of your work. What did you do?
  5. Tell me about a project where executive support was part of your work. What did you do?

Adapt your resume

  • List these exact terms on your resume: AI agents, Calendar Management, Travel Planning, Event Planning, and Executive Support. An applicant tracking system matches the wording, not the idea.
  • Attach one line of real, concrete experience to at least one of them. A tool named with nothing behind it rarely survives a human read.

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