sierra.ai

Sierra is building a platform to enable companies to create more human customer experiences with AI. The Financial Services team partners with leading organizations like banks, neobanks, and insurers to set AI strategies and develop tools that manage critical customer interactions. This role involves building and shipping enterprise-grade AI agents that handle thousands of customer conversations daily, transforming customer experiences in the financial services industry to be more accessible, human, and affordable.

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 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. We are guided by core values of Trust, Customer Obsession, Craftsmanship, Intensity, and Family.

Sierra is building a platform to enable companies to create better, more human customer experiences with AI. As an Agent Strategist, you will be responsible for bringing Sierra's AI agents to life for customers, guiding them from initial pilot phases to production environments handling significant conversation volumes. This role sits at the intersection of product development, agent building, and customer engagement, requiring a deep understanding of both the technology and the people it serves. You will transform complex customer challenges into effective AI agents that deliver measurable business impact.

Sierra is building a platform to enable companies to create better, more human customer experiences with AI. We are seeking a Product Manager for our Public Sector team, which is focused on redefining the relationship between the government and its citizens. This role involves building enterprise-grade AI agents for government institutions, partnering directly with engineers and public sector customers to ship AI agents that serve people in high-stakes, mission-critical interactions. You will discover where agents can make the greatest impact by working closely with federal and state institutions to understand their missions, operating constraints, constituent needs, and service-delivery workflows, identifying and prioritizing new opportunities for AI agents. You will also engage with customers at every level, becoming a trusted advisor and hands-on partner to public sector leaders and their teams, and owning outcomes from concept through production by translating mission goals into a clear product strategy, roadmap, and definition of success.

Sierra is seeking an Agent Strategist for its Public Sector team to redefine the relationship between the government and its citizens through AI. In this role, you will own the entire lifecycle of AI agents, from initial concept to production, ensuring they effectively address complex public sector challenges. You will work at the intersection of product development and customer engagement, translating mission goals and policy requirements into reliable AI solutions. This position requires a strategic advisor who can partner with public sector leaders to define success, shape AI strategies, and drive deployments forward. You will also identify new opportunities to expand the impact of AI agents, such as proactive outreach and multilingual support, and directly influence Sierra's product roadmap and public sector strategy by surfacing customer needs and prototyping new approaches.

Sierra is building a platform to enable companies to create better, more human customer experiences with AI. We are seeking a Software Engineer for our Public Sector team to help redefine the relationship between the government and its citizens. This role involves designing and building production-grade AI agents for federal and state government institutions, partnering with industry leadership to scale our public sector offerings, and working directly with public sector customers to understand their needs and shape the future of AI agent development. Your work will directly influence the evolution of Sierra's core platform by surfacing unmet needs and prototyping new tools and features.

Sierra is seeking a hands-on IT Infrastructure Engineer to join their growing team and help scale internal systems. This is an engineering-first role where you will approach IT challenges with a focus on code, automation, and well-designed systems, similar to how product engineering teams build software. You will be instrumental in building and operating the systems that support the company's day-to-day operations, including developing internal tools, shipping integrations, and managing identity, security, and infrastructure at scale through CI/CD-style workflows. This foundational role offers significant ownership, allowing you to design and implement core infrastructure, strengthen security controls, and enhance operational efficiency through automation and scalable solutions.

Sierra is seeking an IT Support Specialist to be the on-the-ground owner of day-to-day IT operations in our New York office. This role is crucial for ensuring that hardware, conference rooms, and the office network function seamlessly. You will be the primary point of contact for teammates experiencing IT issues, requiring a proactive and efficient problem-solving approach. The position involves supporting a fast-growing office and contributing to a global IT support effort.

Sierra is building a platform to enable companies to create better, more human customer experiences with AI. This foundational role on the GTM Operations team will be embedded within the Partnerships organization, responsible for building and running the commercial and operational infrastructure for Sierra's partner-led business. This includes planning, pipeline management, forecasting, partner economics, deal frameworks, systems, and performance management. You will serve as the analytical and operational counterpart to Partnerships leaders, bringing Revenue Operations rigor and pricing judgment to every stage of the partner lifecycle. This is a hands-on role requiring the ability to build financial models, improve CRM workflows, run forecast reviews, and translate ambiguous commercial questions into clear recommendations.

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 Tech, Media & Telecom team builds AI agents for critical moments, transforming customer relationships for telecommunications providers, media brands, and technology platforms. These agents help customers navigate service disruptions, product launches, and major events, aiming to personalize experiences, optimize plans, and drive loyalty.

Sierra is seeking a Senior Privacy Counsel to join its growing legal team. This role will focus on providing deep expertise in privacy counseling, AI privacy regulation, and commercial privacy support. You will advise cross-functional teams on global privacy laws and AI-specific regulations, build and own the company's privacy program, and develop expertise in regulated industries relevant to Sierra's customers. The position involves supporting commercial legal teams by drafting and negotiating privacy-related transactional documents and managing privacy incident response processes. You will also develop training materials and conduct sessions for various teams, and contribute to AI governance policies for responsible AI deployment.

Sierra is seeking a Senior Product Counsel to join its growing legal team. This role will partner closely with product and engineering teams to ensure responsible go-to-market strategies for AI products, embedding privacy, compliance, and risk considerations throughout the product lifecycle. The ideal candidate will have deep expertise in product counseling for AI or other emerging technologies and thrive in dynamic, challenging environments. You will be a key legal advisor, shaping how Sierra's innovative agent platform and new products are launched responsibly, while contributing to a highly respected legal team committed to excellence and collaboration.

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 and helping define how Sierra's AI platform is deployed and operated across enterprise environments. You will work directly with enterprise customers to architect, deploy, upgrade, and manage the AI platform infrastructure, ensuring all deployments meet their specific security, compliance, and operational requirements. This role involves establishing standards, tooling, and processes for scalable and repeatable deployments, and collaborating with Engineering, Product, Sales, and Customer Success teams to define how Sierra scales complex customer engagements.

Sierra is building a platform to enable companies to create better, more human customer experiences with AI. The Retail team on Agent Engineering partners with major consumer brands like Gap, Wayfair, and Sonos to reinvent commerce in an AI-first era. Our agents support customers across web, app, phone, and in-store channels, resolving issues, driving revenue, and building loyalty. Engineers on this team are product-led thinkers who own agents end-to-end, setting the standard for the future of the retail industry.

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 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. We are guided by core values of Trust, Customer Obsession, Craftsmanship, Intensity, and Family, which shape our culture and work.

Sierra is seeking an Operations Manager for its Product & Engineering teams. This role will be instrumental in running the operating cadence, designing and optimizing key processes, and building operational artifacts to ensure clarity and alignment across Product, Eng, Design, Legal, Sales, and Ops. The ideal candidate will partner with leads to create scalable frameworks for goal-setting, prioritization, and execution, while also analyzing operational data to identify and implement improvements. This is a key role in scaling the company's operations with quality and intention.

Sierra is seeking an Operations Manager for its Product & Engineering teams. This role is crucial for managing the operational cadence, optimizing key processes, and ensuring alignment across various departments including Product, Engineering, Design, Brand, Sales, and Operations. The ideal candidate will be instrumental in building and maintaining operational artifacts, coordinating cross-functional initiatives, and analyzing data to improve execution and outcomes. This position offers the opportunity to contribute to a leading platform for customer-facing AI agents, working with major global brands.

Sierra is seeking a Pricing Strategist to join their pricing team. This role will collaborate closely with the sales team to develop and present pricing proposals and ROI case studies to clients. Additionally, the strategist will partner with product, marketing, and operations teams to shape the company's overall pricing and packaging strategy. Sierra is a leading platform for customer-facing AI agents, working with major global brands to transform customer service and business growth.

Sierra is seeking a Security Technical Program Manager to drive high-impact security and infrastructure initiatives. This role involves leading complex, cross-functional programs across cloud infrastructure, platform security, identity and access management, and secure software delivery. You will be accountable for program execution, planning, and health, managing dependencies, tracking risks, and ensuring the delivery of critical security programs. Additionally, you will help shape Sierra's security strategy by partnering with leadership to define priorities and execution plans, and build strong security foundations by driving programs for durable security primitives. The role requires translating ambiguity into clear execution, decomposing challenges into structured programs, and leading communication and alignment with various stakeholders, including engineering, security, product, legal, and executive leadership.

Sierra is seeking a highly creative and execution-focused Videographer & Editor to join their Brand Design team. This role is responsible for producing fast, high-quality, social-native video content that drives engagement, builds brand affinity, and fuels organic growth. You will take projects from concept to final delivery, bringing Sierra's products, customers, people, and ideas to life across marketing, social channels, and thought leadership initiatives. You'll partner closely with marketers, brand design team, executives, product teams, customers, and external partners to uncover compelling stories and translate them into content that moves. This is a chance to help define Sierra's video practice from the ground up and shape how the world experiences the brand.

$24k - $72k