Operationalize best practices for enterprise agent deployment: Help define and scale the playbook for how Sierra builds, evaluates, launches, and expands AI agents at large enterprises.
Drive account expansion strategy: Work closely with account teams to identify whitespace, prioritize expansion opportunities, and build repeatable motions that convert post-sale momentum into durable revenue growth.
Turn insight into action: Analyze complex datasets and translate findings into clear, executive-ready recommendations that drive high leverage decisions.
Build internal tooling with AI: Leverage AI-native tools such as Claude Code, Cursor, and Codex to build lightweight internal systems, automate workflows, and create operational leverage across Agent Dev.
WHAT YOU’LL BRING
5-7 years of experience in management consulting, investment banking, private equity, or strategy and operations at top-tier technology companies.
Strong analytical rigor with the ability to work with large datasets and translate analysis into executive-ready insights and clear business actions.
Demonstrated experience supporting sales, post-sales, or commercial teams in a strategy and operations capacity.
Comfort with ambiguity and fast-changing environments, with the ability to independently structure complex problems and drive them to resolution.
Commercial instinct and business judgment, with a clear understanding of how enterprise technology products are landed, deployed, and expanded.
Strong communication skills, with the ability to influence senior stakeholders and act as a trusted advisor.
A growth mindset, coachability, and willingness to roll up your sleeves. No task is too small if it helps the team win.
EVEN BETTER...
Technical fluency and coding comfort: You have built apps or internal tools before and can confidently use AI coding tools such as Claude Code, Cursor, or Codex to create production-ready internal solutions.
Previous 0-1 operating experience at a growth stage technology company.
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
Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
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 employment type, 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 through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
