Sierra currently has 68 active AI-related job listings. The majority of these roles, 91%, are focused on agents. Engineering and Product are the top functions, with 35 and 33 listings respectively. The company is hiring across the United States, United Kingdom, and Singapore. Frequent tech tags include agent_orchestration, evals, and rag. In the last 30 days, Sierra posted 3 new AI roles, a 70% decrease from the previous 30-day period.
Currently tracking 61 active AI roles, up 71% versus the prior 4 weeks. Primary focus: Agent · Engineering.
Sierra currently has 66 active AI-related roles in our index. The most common open titles are: Software Engineer, Agent (9), Strategist, Agent Development (5), Agent Engineer, TLM (2), Agent Experience Designer, Voice (Multilingual) (2), Developer Relations Engineer (2). Most positions are in Engineering and Product.
Sierra's active AI hiring is concentrated in: agents (92%), application (5%), serving infrastructure (3%). These categories follow a seven-stage AI lifecycle: data, pre-training, post-training, serving infrastructure, agents, evaluation, and application.
Sierra is hiring AI talent in: United States (28 roles), United Kingdom (20 roles), Singapore (6 roles), Japan (3 roles).
Job postings at Sierra most frequently reference: agent orchestration, evals, rag, model serving, llm observability.
In the past 30 days, Sierra has posted 7 new AI-related roles. That is a -22% change versus the prior 30 days (9 → 7).
| Title | Stage | AI score |
|---|---|---|
| Product Manager, Agent Data Platform Product Manager for an Agent Data Platform focused on building AI agents for businesses to improve customer experiences. The role involves understanding user needs, innovating on agent building tools, and collaborating with engineering and design. | Agent | 7 |
| Product Manager, Agent Development (Spanish speaking) Product Manager for Agent Development at Sierra, focusing on building and shipping enterprise-grade AI agents for customer experiences. Responsibilities include partnering with engineers and customers, shaping the product roadmap, and engaging with clients to understand requirements and drive strategic technical strategies. Requires fluency in Spanish and English. | Agent | 7 |
| Product Manager, Agent Development (French speaking) Product Manager for Agent Development at Sierra, focusing on building and shipping enterprise-grade AI agents for customer experience. The role involves partnering with engineers and customers, shaping the product roadmap, and engaging with clients to understand requirements and drive strategic technical strategies. Requires strong technical product management experience, communication skills, and fluency in French and English. |
| Agent |
| 7 |
| Product Manager, Agent Development (German speaking) Product Manager for Enterprise-grade AI Agents, responsible for partnering with engineers and customers to build and ship AI agents handling thousands of customer conversations daily. The role involves engaging with customers to assess requirements, demonstrate the product, overcome technical challenges, develop virtual agents, and drive strategic technical strategies. The PM will also shape the product roadmap by scoping and implementing new features with engineering and product development teams. | Agent | 7 |
| Strategist, Agent Development Sierra is seeking a Strategist, Agent Development to partner with Product Managers and Engineers to scope, build, and ship AI agents for customer conversations. This role involves combining product strategy, conversational design, and customer insight to bring high-quality agents to life, coordinating across stakeholders throughout the agent development lifecycle. | Agent | 7 |
| Strategist, Agent Development This role focuses on partnering with Product Managers and Engineers to scope, build, and ship AI agents for customer conversations. It involves combining product strategy, conversational design, and customer insight to bring high-quality agents to life, coordinating across stakeholders through the full agent development lifecycle. | Agent | 7 |
| Security Engineer Security Engineer role focused on securing an AI platform, including application, cloud, network, and AI agent security. Responsibilities include secure design reviews, threat modeling, implementing automation with AI-based solutions, continuous security posture improvement, and addressing enterprise customer security needs, particularly concerning regulated data. | Agent | 7 |
| Product Manager, Agent Development Product Manager for Agent Development at Sierra, focusing on building and shipping enterprise-grade AI agents for customer experiences. Responsibilities include customer engagement, understanding requirements, demonstrating the product, addressing technical challenges, shaping the product roadmap, and collaborating with engineering teams. | Agent | 7 |
| Software Engineer, Platform Software Engineer, Platform role focused on building Sierra's AI platform for customer experiences. The role involves creating platform primitives for agent development, orchestration, and deployment, including runtime systems and developer tooling. Experience with production systems and distributed systems is required, with a passion for AI products being a plus. | AgentServe | 7 |
| Software Engineer, Infrastructure Software Engineer, Infrastructure role focused on designing, building, and maintaining core systems for an AI platform, specifically emphasizing LLM inference serving, cloud infrastructure (AWS, GCP, Azure) with Terraform, CI/CD, distributed systems, and observability tooling to ensure reliability, scalability, and performance. | Serve | 5 |
| Business Operations Sierra is building a platform to enhance customer experiences with AI. This Business Operations role focuses on building and running the company's operating system, driving visibility, accountability, and decision-making. The role involves owning goal-setting infrastructure, designing dashboards, and embedding AI into operational processes. It also includes accelerating growth into new markets and acting as a thought partner to business leaders. The ideal candidate has 4-7 years of experience in business operations or strategy, strong analytical and communication skills, and experience in high-growth tech companies. Experience with AI-native workflows and standing up operational processes is a plus. | — | 5 |
| Vendor Security Manager Sierra is seeking a Vendor Security Manager to build and scale their vendor security program for their Conversational AI Platform. This role involves conducting technical assessments, developing AI-specific vendor risk frameworks, and managing security decisions for third-party relationships. The position requires technical depth, strong judgment, and the ability to operate in regulated industries. The manager will be responsible for program ownership, risk management, technical assessment of AI and model providers, supply chain monitoring, and building automation for detection and visibility. The role collaborates with various internal teams and external partners. | — | 5 |
| Sales Engineer Sales Engineer for an AI platform focused on customer experiences, requiring technical expertise in demonstrating and selling the product, collaborating with internal teams, and understanding customer needs. | — | 5 |
| Sales Engineer Sales Engineer role at Sierra, an AI platform company focused on customer experiences. The role involves being a technical expert for the Go-To-Market (GTM) strategy, demoing the AI Agent product, providing technical solutions, and collaborating with Sales, Product, and Agent Engineering teams. The goal is to understand and anticipate customer needs and drive the industry-leading AI solution. | — | 5 |
| Agent Experience Designer, Voice (Multilingual) The Agent Experience Designer, Voice (Multilingual) role focuses on driving multilingual voice experience launches for EMEA customers, ensuring high quality and faster shipping of AI-powered customer experiences. This involves owning voice readiness, evaluating and recommending voice providers and models, conducting design sessions, creating regional best practices, and resolving voice issues in partnership with engineering teams. | Ship | 5 |
| Product Manager, Infrastructure Product Manager for AI infrastructure platform, focusing on defining and owning the abstractions for agent execution (compute, storage, orchestration, networking), performance, reliability, scale, and developer tooling (APIs, SDKs). The role requires strong systems intuition, end-to-end product ownership, and collaboration with engineering to drive system architecture decisions and enable rapid product iteration. | — | 5 |
| Forward Deployed Infrastructure Engineer Sierra is seeking a Forward Deployed Infrastructure Engineer to manage the end-to-end lifecycle of customer deployments of their AI platform. This role involves architecting, deploying, upgrading, and managing infrastructure in enterprise environments, ensuring security and compliance. The engineer will also develop standards, tooling, and processes for scalable and repeatable deployments, collaborating with various internal teams and customer stakeholders. | — | 5 |
| Enterprise Account Executive (ANZ) Enterprise Account Executive for an AI platform company, focusing on building relationships, closing complex deals, and developing sales strategies for enterprise customers in the ANZ region. The role involves prospecting, managing client relationships, negotiating contracts, and contributing to the company's go-to-market strategy. | — | 5 |
| Enterprise Sales Leader (ANZ) Enterprise Sales Leader for an AI platform company, focusing on building and leading a sales team in the ANZ region, managing quotas, and driving regional performance. The role involves both player/coach responsibilities and strategic team development. | — | 5 |
| Support Engineer Sierra is seeking its first Support Engineer to help customers succeed with their Agent OS platform. This role involves debugging issues, investigating complex problems across agent building, integrations, APIs, and infrastructure, and translating technical issues into solutions. The engineer will also help design and build the support function from scratch using AI tools and identify patterns to drive product improvements. The role requires strong debugging skills, an engineering mindset, comfort with AI tools, and a positive attitude. | Agent | 5 |
| Sales Engineer (Spain) Sales Engineer for an AI platform focused on customer experiences. Responsibilities include being a GTM technical expert, designing and demoing the product, working with Sales, Product, and Agent Engineering teams, and leading customer conversations to understand and anticipate their needs. | — | 5 |
| Security and Compliance Manager This role focuses on customer trust enablement, AI governance, and ensuring AI systems align with regulations like the EU AI Act. The manager will translate regulatory requirements into technical controls for model governance, agent security, and data handling, acting as a liaison between Legal, Engineering, and Product teams. The role also involves managing customer-facing trust materials and representing the company in audits. | — | 5 |
| GTM Operations, Agent Development This role supports the business operations of an AI Agent Development team, focusing on strategy, operational rigor, best practices for enterprise agent deployment, account expansion, and building internal tooling with AI. It requires strong analytical skills, experience supporting commercial teams, and comfort with ambiguity. | — | 5 |
| GTM Operations, Agent Development This role supports the business of Agent Development by serving as a strategy and operations partner to leadership. It involves operationalizing best practices for enterprise agent deployment, driving account expansion strategy, analyzing data to provide insights, and building internal tooling with AI. The role requires strong analytical rigor, experience supporting commercial teams, and comfort with ambiguity. | — | 5 |
| Senior Legal Counsel Senior Legal Counsel for an AI company, focusing on commercial contracting, IP, regulatory, and privacy law, with a specific emphasis on AI-related legal issues and compliance. The role involves supporting sales, building legal operations, and collaborating with AI development teams. | — | 5 |
| Strategist, Agent Development - Financial Services This role focuses on owning end-to-end enterprise AI deployments for financial institutions, partnering with C-suite executives to define AI strategies, translate them into executable programs, and drive high-visibility deployments of agents at enterprise scale. The role involves strategic thinking, program management, and building executive relationships around AI risk, compliance, and customer experience transformation. | Agent | 5 |
| Sales Director Sales Director for an AI platform company focused on customer experiences. Responsibilities include prospecting, managing enterprise client relationships, closing complex deals, and developing sales strategies. Requires significant enterprise sales experience and familiarity with the AI landscape. | — | 5 |
| Sales Engineer Sales Engineer role focused on demonstrating and selling Sierra's AI Agent product, acting as a technical expert to solve customer needs and collaborating with Sales, Product, and Agent Engineering teams. Requires strong communication, customer relationship building, and the ability to translate business problems into technical solutions. | — | 5 |
| Security and Compliance Manager This role focuses on managing security and compliance for an AI platform, ensuring adherence to various regulatory frameworks like ISO 42001, PCI DSS, NIST 800-53, FedRAMP, and HIPAA. The manager will partner with engineering teams to operationalize controls, define security baselines, and automate compliance workflows using AI and infrastructure as code. While the role interacts with AI systems and uses AI for automation, its core function is security and compliance management, not direct AI/ML model development or research. | — | 5 |
| Security Technical Program Manager Sierra is seeking a Security Technical Program Manager to drive high-impact security and infrastructure initiatives end-to-end. This role will lead complex, cross-functional programs spanning cloud infrastructure, platform security, identity and access management, detection and response, vulnerability management, and secure software delivery. The TPM will own execution, planning, and program health, helping to shape Sierra's security strategy and build strong security foundations. They will translate ambiguity into clear execution, particularly in emerging AI domains, and lead communication and alignment across engineering, security, GRC, product, GTM, legal, and executive leadership. | — | 5 |
| Developer Relations Engineer This role focuses on developer relations for an AI platform, specifically its Agent SDK and Agent Studio. The engineer will create educational content, onboard customers, and develop AI Agents, acting as an expert in agent development. The role involves writing technical documentation, creating training programs, and building sample repositories to drive SDK adoption and community engagement. | — | 5 |
| Developer Relations Engineer This role focuses on developer relations for an AI Agent platform, involving creating educational content, training programs, and technical documentation to onboard customers onto the Agent SDK and Agent Studio. The engineer will also develop AI Agents as an Agent Software Engineer and work with marketing to publish success stories. | Agent | 5 |
| Software Engineer, Identity & Enterprise Platform Software Engineer role focused on building the enterprise platform capabilities for an AI company, including identity, access management, and integration points. The role emphasizes scaling with large customers, ensuring security, compliance, and reliability for sensitive workflows and data. | — | 5 |
| Enterprise Sales Leader Enterprise Sales Leader for an AI platform company focused on customer experiences. The role involves leading and developing a sales team, owning regional performance, and being involved in key customer deals. Requires significant experience in enterprise sales and people leadership, with a preference for AI industry knowledge. | — | 5 |
| Enterprise Sales Leader Sierra is seeking an Enterprise Sales Leader to build and manage a high-performing sales team focused on their AI-powered customer experience platform. The role involves leading sales strategy, owning regional performance, and directly participating in key deals to drive revenue and customer acquisition. | — | 5 |
| Sales Engineer (German speaking) Sales Engineer for an AI platform focused on customer experiences. Responsibilities include being a GTM technical expert, designing and demoing the Agent product, offering technical solutions, answering technical questions, and working with Sales, Product, and Agent Engineering teams. The role involves understanding and anticipating customer needs to improve the AI solution. | — | 5 |
| Software Engineer, Security Software Engineer, Security role focused on building trust and security foundations for an AI platform, specifically securing agentic AI systems, owning cross-cutting trust primitives, and automating security-adjacent workflows. The role involves designing and shipping systems for privacy, identity, authentication, authorization, and data security, with a focus on securing AI agents against data leaks and manipulation. | Agent | 5 |
| Enterprise Account Executive, Europe (Arabic speaking) Enterprise Account Executive for a European market, focusing on selling an AI platform for customer experiences. Requires extensive enterprise sales experience, relationship management, and deal closing skills. Familiarity with the AI landscape is a plus. | — | 5 |
| Commercial Counsel Sierra is building a platform to help businesses create AI-powered customer experiences. They are seeking a Commercial Counsel to join their legal team. The role involves structuring, negotiating, and advising on commercial contracts, with a focus on SaaS, technology licenses, and vendor agreements. The counsel will also help build out the commercial function, develop templates and playbooks, and advise on IP, privacy, and regulatory matters, particularly those related to AI. Collaboration with Sales, Operations, and Agent Development teams is expected. | — | 5 |
| Commercial Counsel Commercial Counsel role at an AI company, focusing on structuring, negotiating, and advising on commercial contracts, IP, regulatory, and product matters. The role involves building out commercial functions, developing templates and playbooks, and advising on legal issues related to AI and its evolving regulatory frameworks. Requires collaboration with Sales, Operations, and Agent Development teams. | — | 5 |
| Commercial Counsel Sierra is seeking a Commercial Counsel to join their legal team. The role involves structuring, negotiating, and advising on various commercial contracts, including SaaS agreements, technology licenses, and vendor agreements. The ideal candidate will have expertise in commercial contracts, IP, and privacy, with a willingness to work in AI and understand its legal nuances and evolving regulatory frameworks. The role also focuses on building out the commercial function, developing templates, and collaborating with sales and agent development teams. Experience in AI, LLMs, and related legal issues is preferred. | — | 5 |
| Software Engineer, Site Reliability (SRE) Sierra is seeking a Software Engineer, Site Reliability (SRE) to build and maintain the reliability, observability, and scalability of their AI-driven infrastructure. The role involves owning the observability stack, designing scalable cloud infrastructure on AWS using Terraform, improving LLM deployments for performance and cost-effectiveness, and leading improvements in CI/CD and incident management. The SRE will define foundational SRE practices and influence engineering culture. | — | 5 |
| Developer Relations Engineer This role focuses on developer relations for an AI platform, specifically for building and educating customers on AI Agents using an SDK and a no-code platform. Responsibilities include creating training materials, technical documentation, and sample repositories, as well as developing AI Agents as an Agent Software Engineer. The role also involves working with marketing to publish case studies and community engagement. | Agent | 5 |
| Product Designer Product Designer for an AI platform focused on customer experiences and AI Agents. Responsibilities include solving for customer needs across different stakeholders, innovating on AI Agents, end-to-end design ownership, collaboration, gathering feedback, and building design systems. Requires proven UI/UX experience, full-stack design skills, and research abilities. Experience with AI-driven products or conversational interfaces is a plus. | — | 5 |
| Sales Director Sales Director for an AI platform focused on customer experiences. Requires extensive enterprise sales experience, managing large quotas and complex deals, and developing sales strategies. Familiarity with the AI landscape is a plus. | — | 5 |
| Sales Engineer Sales Engineer role focused on demonstrating and selling Sierra's AI Agent product to enterprise customers, acting as a technical expert and liaison between customers and internal teams. | — | 5 |
| GTM Systems Administrator This role focuses on designing and implementing Go-to-Market software and integrations, primarily within Salesforce and related platforms. While the company is AI-focused and mentions AI-first process optimization, the core responsibilities of this role are system administration, integration architecture, and platform health for GTM tools, not direct AI/ML model development or deployment. | — | 2 |
| GTM Operations, Planning This role is for a GTM Operations and Planning professional at an AI company focused on building AI-powered customer experiences. The role involves end-to-end ownership of GTM planning processes, including annual/quarterly planning, quota setting, capacity planning, revenue forecasting, sales compensation, and performance analysis. The ideal candidate has experience in strategic finance or business planning at a high-growth tech company, strong analytical and modeling skills, and experience with GTM planning processes. SQL and BI tool proficiency are a plus. The company emphasizes its values and offers comprehensive benefits. | — | 0 |
| Localization Program Manager Sierra is seeking a Localization Program Manager to build and scale international localization efforts across product, marketing, design, and sales. This role will contribute to country expansion strategy, own the localization roadmap, manage translation vendors and tooling, and establish a QA framework. The ideal candidate will have 6+ years of experience in localization or program management, with experience in B2B SaaS or AI/tech companies being a plus. | — | 0 |
| Recruiter Recruiter role at Sierra, an AI company focused on customer experience. Responsibilities include full-cycle recruiting, strategic partnership with hiring managers, and sourcing candidates. Requires 5-8+ years of recruiting experience in high-growth tech, with preferred startup experience. Strong English and Japanese communication skills are needed. Experience with Ashby ATS is a plus. | — | 0 |