sierra.ai

Sierra is building a platform to enable companies worldwide to create better, more human customer experiences with AI. We partner with industry leaders and are primarily an in-person company based in San Francisco, with growing international offices. Our core values are Trust, Customer Obsession, Craftsmanship, Intensity, and Family. The co-founders, Bret Taylor and Clay Bavor, bring extensive experience from leading tech companies and AI initiatives.

Sierra is seeking a Pricing Strategist to join their dynamic pricing team. This role will be instrumental in developing and presenting pricing proposals and ROI case studies to clients, working closely with the sales team. You will also collaborate cross-functionally with product, marketing, and operations to shape the company's overall pricing and packaging strategy. Sierra is a leading platform for customer-facing AI agents, serving major global brands and is primarily an in-person company based in San Francisco.

About us At Sierra, we’re building a platform to enable every company in the world to build better, more human customer experiences with AI. We partner with industry leaders such as SoftBank, Uber, Rivian, CLEAR, and Sutter Health. 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 Family. 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 - Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day. - Engage with Customers: In the role, you will engage with all levels of our customers’ businesses: - Discover and assess their requirements. - Prepare and present demonstrations of Sierra’s agent. - Address and overcome technical challenges in the business process by working with technical counterparts. - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes. - Become trusted advisors and drive strategic technical strategies for our customers. - Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers. What you’ll bring - 5-7+ years experience in product development of highly technical products. - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager. - Experience crafting and tailoring a message for potential customers, including executives. - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments. - Degree in a technical or related field, or equivalent professional experience. Even better... - AI-related experience (experience with product development for AI agents a plus). - Some coding experience with React, Typescript, and Go. - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles). - Past roles that interface with end customers to influence software development. 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.

Sierra is building a platform to enable companies to create better, more human customer experiences with AI. We are seeking a Product Manager, Agent Development to partner directly with engineers and customers to build and ship AI agents capable of handling thousands of customer conversations daily. This role involves engaging with customers at all levels to understand their requirements, demonstrate Sierra's agent capabilities, and address technical challenges. You will also develop and improve virtual agents to meet customer needs and drive strategic technical initiatives for clients. The position requires shaping the product roadmap by collaborating with engineering and product development teams on new features crucial for customer success.

Sierra is building a platform to enable companies to create AI-powered customer experiences. The Retail team specifically focuses on partnering with retailers to develop AI agents that assist millions of shoppers daily with tasks like order tracking, product discovery, and issue resolution. These agents go beyond traditional support to generate revenue through personalized recommendations, cart recovery, and in-store support, transforming how brands engage with their customers and making shopping more personal and delightful.

Sierra is building a platform to enable companies to create better, more human customer experiences with AI. This role focuses on the Financial Services team, partnering with leading banks, neobanks, and insurers to transform customer experiences and build modern AI tools. You will own the entire lifecycle of AI agents for customers, from initial concept to production deployment, ensuring they measurably improve business outcomes. This position sits at the intersection of product development, agent building, and customer engagement, requiring close collaboration with both technology and people.

Sierra is seeking a GTM Strategy and Operations, Industry Lead to join their team. This role will be instrumental in developing and refining the company's industry strategy, focusing GTM resources for maximum impact. The position involves owning territory design and management, pipeline progression, forecasting, and expansion strategy within key accounts. The ideal candidate will partner closely with Sales and Agent Development to operationalize the strategy and drive cross-functional alignment across the industry.

Sierra is building a platform to enable companies to create better, more human customer experiences with AI. We partner with industry leaders and are primarily an in-person company based in San Francisco, with growing offices globally. Our Travel, Transportation and Hospitality (TTH) team supports major players in the travel industry, helping them deliver standout customer experiences and drive business growth. We focus on supporting customers in critical moments, maximizing guest lifetime value, and building delightful products. The TTH team is small, scrappy, and collaborative, with engineers who are product-led thinkers, capable of owning an agent end-to-end. As part of this team, you will set the standard for going beyond your role and help build the future of the travel industry with AI.

Sierra is building a platform to enable companies worldwide to create better, more human customer experiences with AI. We are seeking a GTM Operations professional to support the Agent Development team, bringing operational rigor to their strategy and operations. This role will involve establishing operating cadences, defining and scaling best practices for enterprise AI agent deployment, and driving account expansion strategies. You will analyze complex datasets, translate findings into actionable recommendations for executive leadership, and leverage AI-native tools to build internal systems and automate workflows.

Sierra is building a platform to enable companies to create better, more human customer experiences with AI. We are seeking an SEO Manager to define and execute our SEO strategy, aiming to capture and maintain top rankings across traditional search engines and AI answer engines to drive organic growth. This role involves building and scaling an AI-powered content engine, optimizing website performance and authority, and leading our AI search strategy (AEO/GEO) to ensure content is cited in AI-generated answers. You will measure and communicate SEO impact, connecting rankings, traffic, leads, and pipeline to optimize investments based on business outcomes. This is a primarily in-person role based in San Francisco.

Sierra is a leading platform for customer-facing AI agents, partnering with major global brands to revolutionize how they serve customers and drive business growth. We are a primarily in-person company with offices in San Francisco and expanding across North America, Europe, and Asia. Our culture is built on core values of Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family. Our co-founders, Bret Taylor and Clay Bavor, bring extensive experience from leading technology companies like Salesforce, Facebook, and Google, with Bret's notable involvement in OpenAI and Clay's leadership in Google Labs and AR/VR initiatives.

Sierra is a leading platform for customer-facing AI agents, partnering with major global brands to transform customer service and business growth. We are an in-person company with offices worldwide, guided by core values of Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing family. Our co-founders have extensive experience in tech, with Bret Taylor having served as co-CEO of Salesforce and CTO of Facebook, and Clay Bavor having led Google Labs, AR/VR efforts, and Google Lens. We are seeking a mid-Senior level Brand Designer to be based in Singapore, serving as Sierra's first brand design hire in the APAC region. This role will be part of the central brand design team, collaboratively shaping the Sierra brand and acting as the creative anchor for the region. You will partner closely with regional Marketing and Go-To-Market teams to adapt sales presentations, campaigns, and events, ensuring global consistency with local resonance. This is a hands-on, strategic position ideal for someone with strong design fundamentals and an entrepreneurial spirit.

Sierra is a leading platform for customer-facing AI agents, partnering with major global brands to revolutionize customer service and business growth. We are primarily an in-person company based in San Francisco, with a culture guided by values of Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing family life. Our co-founders, Bret Taylor and Clay Bavor, bring extensive experience from leading technology companies like Salesforce, Facebook, and Google, with Bret's notable involvement in OpenAI and Clay's leadership in Google Labs and AR/VR initiatives.

Sierra is a leading platform for customer-facing AI agents, partnering with major global brands to revolutionize how they serve customers and drive business growth. We are an in-person company based in San Francisco, with a culture guided by values of Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family. Our co-founders bring extensive experience from leading tech companies like Salesforce, Facebook, and Google, with one co-founder having served as Board Chair of OpenAI.

Sierra is a leading platform for customer-facing AI agents, partnering with major global brands to revolutionize customer service and business growth. We are an in-person company headquartered in San Francisco, with a culture guided by values of Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing family. Our co-founders have extensive experience from leading tech companies like Salesforce, Facebook, and Google, with one co-founder currently serving as Board Chair of OpenAI.

Sierra is building a platform to enable companies worldwide to create better, more human customer experiences with AI. We partner with industry leaders and are primarily an in-person company based in San Francisco, with growing offices globally. Our Financial Services team transforms customer experiences by building technology that makes the industry more accessible, human, and affordable. We work closely with insurers, banks, and other financial institutions to set AI strategies and build modern tools that handle sensitive customer interactions. As a Software Engineer on the Agent team, you will design and deliver production-grade AI agents that are central to Sierra's growth, driving revenue directly. These are not prototypes but powerful, scalable systems running in production environments across various industries. You will own the entire Agent Development Life Cycle (ADLC), from initial pilot through deployment and continuous iteration, setting best practices along the way. You will partner directly with leaders at large enterprises and cutting-edge startups to understand their business challenges and build AI agents that transform their operations. Your work with customers will also guide the evolution of Sierra's core platform, surfacing unmet needs, prototyping new tools, and collaborating with research, product, and platform teams to shape the future of AI agent development.

Sierra is building a platform to enable companies to create better, more human customer experiences with AI. We partner with industry leaders and are primarily an in-person company based in San Francisco. Our Financial Services team works closely with major banks, neobanks, and insurers to set AI strategies and build modern tools that handle critical customer interactions. We are transforming the customer experience in financial services, making the industry more accessible, human, and affordable.

Sierra is building a platform to enable companies to create AI-powered customer experiences. We are seeking a Commercial Counsel to join our legal team and play a key role in structuring, negotiating, and advising on a variety of commercial contracts, including SaaS agreements, technology licenses, and vendor agreements. This role offers an opportunity to broaden your expertise into IP, regulatory, and product law within a dynamic, fast-paced startup environment. You will contribute to building a best-in-class commercial legal function, developing efficient processes, and advising on complex contractual issues, particularly those related to AI and evolving regulatory frameworks. We are looking for a collaborative team player with strong judgment, a proactive mindset, and a commitment to excellence.

Sierra is seeking a Motion Designer to join its Creative Studio and shape how the brand comes to life through movement. This role is perfect for an individual who blends exceptional craft with systems thinking, capable of producing outstanding motion work while establishing the principles and frameworks that ensure Sierra's recognizability across all touchpoints. As part of the design team, you will collaborate with brand designers, marketers, product teams, and external partners to animate stories, products, and experiences. You will contribute to product launches, marketing campaigns, customer stories, events, social content, and new brand initiatives, translating complex AI concepts into engaging visual narratives. This is a unique opportunity to build Sierra's motion practice from the ground up and influence how customers, partners, and the industry perceive the brand.

Sierra is building a platform to enable companies to create better, more human customer experiences with AI. As a Forward Deployed Infrastructure Engineer, you will be a founding member of this function, owning the end-to-end lifecycle of customer deployments. You will help define how Sierra's AI platform is deployed and operated across enterprise environments, working directly with customers to architect, deploy, upgrade, and manage the AI platform infrastructure. Your role will be crucial in ensuring deployments meet security, compliance, and operational requirements, while also establishing the standards, tooling, and processes for scalable and repeatable deployments. You will partner cross-functionally with Engineering, Product, Sales, and Customer Success to scale complex customer engagements.