Software Engineer, Agent - Travel , Transportation & Hospitality

About this role

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. About the Travel, Transportation and Hospitality team • The Travel, Transportation and Hospitality (TTH) supports some of the largest airlines, hotel chains, rental car brands, cruise lines and travel tech companies in the world. Our customers are frontiers in the travel space, and are true thought partners in shaping our platform, helping reinvent what hospitality looks like in this new era. Our customers rely on us to not only deliver standout customer experiences, driving stronger growth in their business. • Our TTH team is constantly pushing the bounds of what is possible within this industry and beyond. We help support our customers in the moments that matter — whether that’s proactively encouraging new bookings to prepare for exciting events, or helping guests rebook their flights or stays during times of distress. We help our customers maximize the lifetime value of their guests and build products to delight guests at every touchpoint. • We’re a small and scrappy team, and we support each other with any deliverables we have to meet. Every engineer on TTH is also a product-led thinker; every PM on TTH is tinkering and developing tangible prototypes; and every strategist on TTH is capable of owning an agent end to end. As a part of this team, you’ll set the standard on what it means to go beyond your role, and help build the travel industry of the future. What you’ll do • Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce. • Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way. • Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency. • Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product. Example projects These are some examples of projects that engineers on our team have worked on recently: • Building innovative multimodal experiences: Spearhead cross-cutting initiatives, partnering with the voice and Experience SDK teams to bring to life embedded voice mode in mobile apps. This brand new product allows users to talk, tap and text with our agents all in a single view — unlocking communication through rich visualizations, and accuracy in input collection with chat, with the ease and efficiency of voice. • Shipping complex booking experiences: Build personalized booking flows, including leveraging Google Maps APIs to support searching for properties via an embedded map view, developing a recommendation engine based on past reservations and orchestrating seamless payment collection to complete the full booking lifecycle. • Abstracting complex systems into packages: Modernize legacy reservations systems by creating Sierra packages that optimize querying and updating trips for customers across the board. You’ll be challenged to think deeply about how to orchestrate each step of these workflows to maximize efficiency while upholding reliability and accuracy. • Improving the capabilities of our built in integrations: Expand platform extensibility by introducing new capabilities to our existing integrations. An example is extending our MCP integrations to support MCP UI, which allows customers to dynamically host their custom UI resources on our embedded chat windows. What you'll bring • Experience building and scaling end-to-end production systems. • Strong technical problem-solving skills, especially in fast-changing, ambiguous environments. • A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship. • Comfort working directly with customers to understand their needs and solve real-world problems. • Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences. • Excitement in the travel space and a genuine care for helping improve the guest experience as a whole. Our customers care deeply about their guests, and we carry that through what we build every day. Even better... • Language Fluency: Professional fluency in both Spanish and English. • Experience building or deploying AI/LLM systems in production • Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed • Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering • Prior experience with React, TypeScript, and/or Go • Previous roles where you interfaced with customers or led technical projects with external stakeholders 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.