Operations Manager, Product & Engineering

The posting, as Sierra wrote it

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 https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. 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

• Run the operating cadence for Product & Engineering: own planning cycles, roadmap workflows, initiative tracking by region and channel, sequencing, and team initiatives
• Design and optimize key processes like product reviews, retrospectives, team syncs, and engineering demos to drive clarity and velocity
• Build and maintain operational artifacts such as roadmaps, planning docs, capacity trackers, dashboards, and retros that keep everyone informed and aligned
• Coordinate cross-functional initiatives that span Product, Eng, Design, Legal, Sales, and Ops teams—driving alignment, timelines, and accountability
• Partner with product, eng and marketing leads to create scalable frameworks for goal-setting (e.g., OKRs), prioritization, and execution
• Analyze operational data and team feedback to identify friction points and implement systems that improve execution and outcomes
• Build our outbound operations playbook in partnership with Legal and continuously improve it so we can scale with quality and intention

WHAT YOU’LL BRING

• 6-8+ years of experience in Product Operations, Business Operations, or Program Management in a high-growth, product-led company
• Proven track record building and scaling operational processes from scratch
• Highly organized and methodical; you bring rigor, structure, and momentum to ambiguous situations
• Excellent written and verbal communicator—clear, succinct, and persuasive across stakeholders and levels
• Experience partnering closely with Legal, Product, and Engineering, including third-party vendors
• Comfortable using tools like Linear, Figma, Google Drive, or similar to cr

[…]
, 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.