Software Engineer - Context Engine

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.

Sierra was co-founded by Bret Taylor and Clay Bavor who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.

What you'll do

You’ll join a full-stack data team building the systems making our AI agents measurably smarter with every interaction, building the real-time pipelines, analytics products, and deep personalization primitives that turn millions of conversations into business outcomes. You’ll work across these areas:

• Data Foundations: Architect and build our core platform to handle data at scale with low latency. This includes our real-time eventing infrastructure, streaming and batch ETL pipelines, and our Iceberg-based data lakehouse. You will own the systems for interactive OLAP querying, orchestration, and experimentation, ensuring our data is trustworthy, fast, and easy to use for the entire organization.

• Memory & Personalization: Power the next generation of intelligent experiences. You will develop the systems for long-term agent memory, build reusable Customer Data Platform (CDP) primitives, and implement the optimization loops that allow our agents to personalize interactions and demonstrably lift business outcomes.

What you'll bring

We’re excited to meet candidates who bring depth in one of these areas:

Platform Engineering

• You have designed, built, and operated large-scale data systems, processing terabytes or petabytes of data with technologies like Spark, Flink, Trino/Presto, and data lakehouse formats like Iceberg or Hudi.

• You possess strong backend and distributed systems fundamentals in a language like Go, Scala, or Python. You understand the trade-offs of different storage engines, query plans, and data serialization formats.

• You have a history of implementing pragmatic data governance, lineage, and testing. You’ve built platforms that are cost-aware, highly operable, and a delight for other engineers to build upon.

• You're well-versed in data modeling best practices (dimensional modeling, star/snowflake schemas, slowly changing dimensions) and know how to optimize analytical query patterns for both traditional OLAP systems and modern cloud data warehouses.

Product Engineering

• You have a portfolio of shipped data products, including analytics dashboards, data visualization tools, or alerting and exploration systems.

• You are a skilled full-stack engineer (e.g., TypeScript/React and a service layer like Go), with a keen eye for performance, API design, and polish.

• You excel at turning ambiguous questions into clear, intuitive interfaces. You have strong product sense around information architecture, handling empty states, and making complex data explainable.

• You have practical experience with ML-powered product features, such as personalization, recommendations, or classification systems.

Shared Qualities

• Strong software engineering background with 4-7+ years of hands-on development experience in building and shipping production systems or products.

• A passion for being on the frontier of AI products.

• High agency and a bias to action in a high-autonomy environment.

• Degree in Computer Science or related field, or equivalent professional experience.

Even better...

• Deep experience with event streaming platforms (e.g., Kafka, Kinesis) and real-time data processing.

• Experience with modern data visualization libraries (e.g., ECharts, D3.js) and the principles of building performant, reusable charting components for complex data.

• Production experience with recommender systems or optimization loops (e.g., multi-armed bandits, ranking).

• A track record of leading complex technical projects or mentoring other engineers.

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 [email protected]. 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.