Sierra has 78 active AI-related job listings, with a strong emphasis on roles within the agents stage, which accounts for 92% of their openings. The top functions for these roles are evenly split between Product and Engineering. The majority of these positions are located in the United States and the United Kingdom. Frequent technical tags include agent orchestration, evals, and RAG, suggesting a focus on agent development and deployment. In the last 30 days, Sierra posted 5 new AI roles, a decrease of 69% compared to the previous 30-day period.
Currently tracking 69 active AI roles, up 13% versus the prior 4 weeks. Primary focus: Agent · Engineering.
AI Frontier · AI agents
Sierra currently has 76 active AI-related roles in our index. The most common open titles are: Software Engineer, Agent (8), Strategist, Agent Development (4), Strategist, Agent Development (Spanish speaking) (3), Agent Engineer, TLM (2), Agent Experience Designer, Voice (Multilingual) (2). Most positions are in Engineering and Product.
Sierra's active AI hiring is concentrated in: agents (92%), application (4%), serving infrastructure (4%). 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 (38 roles), United Kingdom (23 roles), Singapore (6 roles), Spain (2 roles).
Job postings at Sierra most frequently mention: Product Management, Agentic Systems, Machine Learning, Software Engineering, Production-Grade Code.
In the past 30 days, Sierra has posted 5 new AI-related roles. That is a -37% change versus the prior 30 days (8 → 5).
| Title | Stage | AI score |
|---|---|---|
| Software Engineer, Agent - Insurance Software Engineer, Agent role focused on designing, building, and shipping production-grade AI agents for enterprise customers in the insurance and financial services industries. The role involves owning the full Agent Development Life Cycle (ADLC), partnering with clients, and contributing to the evolution of Sierra's core AI platform. | Agent | 9 |
| Software Engineer, Agent (Brazilian Portuguese speaking) Software Engineer focused on building and shipping production-grade AI agents for enterprise customer experiences. The role involves owning the Agent Development Life Cycle (ADLC), partnering with large enterprises and startups, and contributing to the evolution of the core platform. Requires Brazilian Portuguese and English fluency, strong technical problem-solving, and a builder mindset. | Agent |
| 9 |
| Agent Engineer, TLM Sierra is seeking an Agent Engineer to lead the design and delivery of production-grade AI agents for businesses. This role involves managing a team, owning the Agent Development Life Cycle, collaborating with enterprises and startups, and shaping the future of the AI agent platform. The ideal candidate has experience leading engineering teams, strong technical problem-solving skills, and customer-facing experience. Familiarity with AI agent tools like eval frameworks, RAG pipelines, and prompt engineering is a plus. | Agent | 9 |
| Software Engineer, Agent Software Engineer, Agent role at Sierra focused on designing, building, and shipping production-grade AI agents for enterprise customers. The role involves owning the Agent Development Life Cycle (ADLC), partnering with clients to understand needs, and contributing to the evolution of the core platform. Emphasis on building scalable, reliable, and revenue-driving AI systems. | Agent | 9 |
| Strategist, Agent Development (Spanish speaking) This role focuses on owning the end-to-end development lifecycle of AI agents for enterprise customers, from initial scoping and design to production launch and iteration. It involves translating business goals into functional agents, acting as a strategic advisor to clients, partnering with customer teams, and providing product feedback. The role sits at the intersection of product, agent building, and customer-facing work, requiring technical aptitude and a focus on measurable business outcomes. | Agent | 8 |
| Strategist, Agent Development - Retail This role focuses on developing and deploying AI agents for customer experience in the retail sector. The Strategist will own the entire agent development lifecycle, from initial scoping and conversation design to production launch and iteration. They will act as a strategic advisor to enterprise leaders, understand business needs, and translate them into effective AI agents. The role involves close collaboration with customers and internal product/engineering teams, directly impacting product direction by surfacing unmet needs. Example projects include building order management agents, shopping assistants, in-store support agents, and outbound campaign agents. | Agent | 8 |
| Software Engineer, Agent - Travel & Hospitality Software Engineer, Agent role focused on designing, building, and shipping production-grade AI agents for enterprise clients in the Travel, Transportation, and Hospitality sector. The role involves end-to-end ownership of the Agent Development Life Cycle (ADLC), partnering with large enterprises and startups, and contributing to the evolution of the core AI platform. Emphasis on building scalable, reliable, and revenue-driving AI systems. | Agent | 8 |
| Software Engineer, Agent - Financial Services Software Engineer, Agent role focused on designing, building, and shipping production-grade AI agents for financial services customers. The role involves owning the Agent Development Life Cycle (ADLC) from pilot to deployment and iteration, partnering with enterprises and startups, and contributing to the evolution of the core platform. Requires experience building and scaling end-to-end production systems and a builder mindset. | Agent | 8 |
| Product Manager, Agent Development - Flagship Deployment Product Manager for a flagship enterprise customer focused on the end-to-end quality and evolution of production AI agents across chat and beyond. Responsibilities include owning agent workflows, architecture, data flows, driving quality through evaluations and failure analysis, pushing platform capabilities, navigating enterprise complexity, and inventing future experiences. Requires strong technical product background, experience with production-grade systems at scale, and a track record of operating as a trusted technical partner to enterprise customers. | Agent | 8 |
| Software Engineer, Voice Software Engineer role focused on building and scaling AI-powered voice experiences for customer service, involving speech-to-text, speech synthesis, real-time audio processing, and telephony integrations. | ServeAgent | 8 |
| Software Engineer, Agent Builder Software Engineer, Agent Builder at Sierra, focused on building a platform for AI-powered customer experiences. The role involves developing simulation and benchmarking tools for AI agents, creating no-code tools for guiding and testing agents, adapting software development methodologies for AI agents, and accelerating agent creation using generative tools and self-improving systems. | Agent | 8 |
| Software Engineer, Product Software Engineer, Product role at Sierra focused on building AI-powered customer experience platforms. Responsibilities include agent architecture, retrieval, evals, voice integration, simulation, content management, and adapting software development methodologies for AI agents. Requires experience building production products and systems, with a preference for AI product development. | Agent | 8 |
| Product Manager, Agent Studio Product Manager for Agent Studio, the core environment for creating, testing, and improving AI agents. The role involves defining the agent building experience, owning the development lifecycle, building simulation and testing systems, designing reusable components, integrating AI copilots, and making agent quality measurable. | Agent | 8 |
| Product Manager, Voice Product Manager for Voice at Sierra, focusing on real-time, human-quality AI conversations. This role involves defining the voice interaction model, building reliable real-time systems, owning the voice stack experience (ASR, TTS, LLMs, telephony), making voice measurable, and translating real-world usage into product direction. Requires experience with real-time systems, voice, or AI products, and shipping voice or real-time products. | ShipServe | 8 |
| Product Manager, Ghostwriter Product Manager for Ghostwriter, an agent-building agent platform that transforms software development by allowing users to describe desired outcomes and have AI agents created and deployed across channels like chat, voice, and email. The role focuses on defining human-AI interaction in the agent era, owning the end-to-end product experience from prompt to outcome, and scaling the platform. | Agent | 8 |
| Software Engineer, Product Software Engineer, Product role focused on building AI-powered customer experience platforms. Responsibilities include agent architecture, retrieval mechanisms, evaluation frameworks, voice integration, simulation, content management, and adapting software development methodologies for AI agents. The role emphasizes building steerable, verifiable, and empathetic agents, grounding answers in knowledge bases, measuring agent quality, and creating lifelike voice conversations. | Agent | 8 |
| Intern, Agent Development (Fall 2026) Sierra is seeking interns to work on production AI agents for their customers, contributing to the design and development of these agents and shipping features. The role involves gaining hands-on experience with AI agents at scale. | Agent | 8 |
| Product Manager, Agent Development Product Manager for Agent Development at Sierra, focusing on building and shipping enterprise-grade AI agents for customer experiences. The role involves close collaboration with engineers and customers, shaping the product roadmap, and engaging with customers to understand requirements and drive strategic technical strategies. | Agent | 8 |
| Software Engineer, Agent - Healthcare Software Engineer, Agent - Healthcare role focused on designing, building, and shipping production-grade AI agents for the healthcare industry. This involves owning the Agent Development Life Cycle (ADLC), navigating healthcare complexities, ensuring HIPAA compliance, and collaborating with healthcare leaders to transform patient experiences. The role emphasizes building and scaling end-to-end production systems and directly working with customers. | Agent | 8 |
| Product Manager, Agent SDK Product Manager for an Agent SDK platform aimed at helping businesses build AI-powered customer experiences. The role involves understanding customer needs, collaborating with engineering, and leading product development from concept to execution. | Agent | 8 |
| Software Engineer, Agent Builder Software Engineer, Agent Builder at Sierra, focused on building a platform for AI-powered customer experiences. The role involves developing simulation and benchmarking platforms for AI agents, creating no-code tools for agent guidance, adapting software development methodologies for AI agents, and accelerating agent creation using generative tools and self-improving systems. | Agent | 8 |
| Software Engineer, Voice Software Engineer role focused on building the infrastructure for AI-powered voice customer experiences, including accurate speech-to-text, natural speech synthesis, real-time audio processing for agentic loops, and scaling systems to handle millions of calls daily. The role also involves real-time integrations with telephony systems. | ServeAgent | 8 |
| APX (New Grad) This role is for an APX (New Grad) at Sierra, a company building an AI platform for customer experiences. The program focuses on developing the next generation of AI builders through rotations in Agent Development and Core Product teams. Responsibilities include building and shipping AI agents with customers in a production environment, contributing to the platform's code and product design, and learning about scaling agents. Requires a degree in Computer Science or related field and experience in software engineering or product management, with demonstrated interest in AI applications. | Agent | 8 |
| 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 engaging with customers to understand requirements, demonstrating the product, addressing technical challenges, developing virtual agents, and shaping the product roadmap. Requires 3-5+ years of product development experience, fluency in Spanish and English, and a technical or related degree. | Agent | 7 |
| Strategist, Agent Development (Brazilian Portuguese speaking) The 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 develop high-quality agents, acting as a trusted advisor to customers and driving AI strategies. The role requires coordinating stakeholders through the full agent development lifecycle and ensuring clear communication. | Agent | 7 |
| Product Manager, Agent Development (Brazilian Portuguese speaking) Product Manager for Agent Development at Sierra, focusing on building and shipping enterprise-grade AI agents for customer conversations. Responsibilities include engaging with customers to understand requirements, demonstrating the product, addressing technical challenges, shaping the product roadmap, and collaborating with engineering teams. Requires 5-7+ years of experience in technical product development, with AI agent experience being a plus. | Agent | 7 |
| Software Engineer, Insights Software Engineer, Insights role at Sierra focused on building systems for analyzing agent performance, enabling A/B testing, creating an AI-powered conversational data explorer, and developing agent monitoring systems. This role is key to improving customer experiences with AI. | Agent | 7 |
| Software Engineer, Agent Data Platform Software Engineer, Agent Data Platform role focused on building the data foundations, real-time pipelines, and personalization primitives to make AI agents smarter and improve customer experiences. The role involves architecting and building scalable data systems, including eventing infrastructure, ETL pipelines, data lakehouse, and OLAP querying, as well as developing systems for agent memory, CDP primitives, and optimization loops for personalization. | Agent | 7 |
| Software Engineer, Intelligence Software Engineer, Intelligence role focused on building the intelligence layer for a platform that helps businesses build customer experiences with AI. Responsibilities include analyzing agent interactions, generating insights, enabling evaluation and experimentation, and developing learning systems for retrieval, ranking, personalization, and feedback loops. | Agent | 7 |
| Software Engineer, Agent Architecture Software Engineer, Agent Architecture role focused on building core systems for AI agents, including orchestration, runtime, and primitives. The role also involves improving retrieval and grounding for accurate responses and building evaluation systems to measure agent quality. Experience with AI-powered systems, agent frameworks, retrieval, evaluation, and LLM-based applications is preferred. | AgentEval Gate | 7 |
| Strategist, Agent Development - Healthcare This role focuses on developing and shipping AI agents for the healthcare industry, acting as a strategic advisor to customers and coordinating across technical and non-technical stakeholders throughout the agent development lifecycle. The role involves designing, launching, and optimizing HIPAA-compliant agents for complex healthcare workflows, translating operational challenges into AI solutions, and using frontline insights to improve agent performance. | Agent | 7 |
| Product Manager, Agent Development - Healthcare Product Manager for Agent Development in Healthcare. Responsible for building and shipping AI agents that handle thousands of customer conversations daily for healthcare clients, ensuring HIPAA compliance. Involves customer discovery, engagement, and shaping the platform/healthcare roadmap. | Agent | 7 |
| Agent Experience Designer, Voice (Multilingual) This role focuses on designing and scaling high-quality voice experiences for AI agents, improving voice quality, accelerating multilingual readiness, and creating more human-like interactions. The designer will evaluate voice providers, create evaluation frameworks, partner with engineering and product teams to resolve issues, and enable other teams to scale voice design effectively. | Ship | 7 |
| Software Engineer, Insights Software Engineer to build systems for analyzing and visualizing agent performance data, enabling A/B testing, and monitoring agents for defects. The role involves building an 'Explorer' tool for conversational data analysis and clustering, akin to ChatGPT. | AgentEval Gate | 7 |
| Software Engineer, Agent Data Platform Software Engineer, Agent Data Platform role focused on building and operating large-scale data systems, real-time pipelines, and personalization primitives to enhance AI agent capabilities. The role involves architecting data foundations, developing agent memory systems, and implementing optimization loops for personalized customer experiences. Requires strong backend and distributed systems experience, with a focus on data engineering and product engineering for AI-driven applications. | DataAgent | 7 |
| 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 |
| 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 |
| 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 |
| 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 |
| Enterprise Sales Engineer, Financial Services Sales Engineer for an AI platform focused on customer experiences in Financial Services. The role involves technical pre-sales, scoping use cases, articulating business value, demoing the platform, leading technical reviews, and acting as a trusted technical expert. It also requires cross-functional work with Sales, Product, and Agent Engineering teams, and supporting customers by understanding and anticipating their needs to advance the AI solution. | — | 5 |
| Enterprise Sales Engineer, Healthcare Sales Engineer for an AI platform focused on customer experiences in the healthcare industry. The role involves technical pre-sales, scoping use cases, demonstrating the platform, and working with Sales, Product, and Agent Engineering teams. Requires experience in technical sales, demo building, and customer relationship management, with a preference for AI-related experience. | — | 5 |
| Enterprise Sales Engineer, Retail Sierra is seeking an Enterprise Sales Engineer for their Retail team. This role will be the technical expert in the pre-sales process, scoping customer use cases, demonstrating the platform, and leading technical reviews. The Sales Engineer will collaborate with Sales, Product, and Agent Engineering teams to drive go-to-market strategy and improve AI agents based on customer feedback. The role requires understanding and anticipating customer needs to deliver industry-leading AI solutions. | — | 5 |
| Product Marketing Manager Product Marketing Manager role focused on go-to-market strategy for an AI platform, translating product capabilities into industry-specific messaging, sales enablement, content, and demos. The role involves building operational processes for scaling GTM efforts across verticals and personas. | — | 5 |
| Enterprise Sales Director , Retail Enterprise Sales Director for a retail team at an AI platform company. The role focuses on selling AI agents to retailers to improve customer experiences and generate revenue. Responsibilities include prospecting, managing relationships, closing deals, sales strategy, and cross-functional collaboration, while leveraging AI tools throughout the sales process. | — | 5 |
| Enterprise Sales Director, Healthcare Sales Director for an AI platform focused on healthcare customer experiences. The role involves prospecting, managing relationships, closing complex deals, and developing sales strategies. The seller is expected to leverage AI tools throughout the sales cycle. | — | 5 |
| Enterprise Sales Director, Financial Services Enterprise Sales Director for a company building an AI platform to enhance customer experiences in financial services. The role involves prospecting, managing relationships, closing complex deals, and developing sales strategies, with an emphasis on leveraging AI tools throughout the sales cycle. | — | 5 |
| Enterprise Sales Director - Strategic, Healthcare This role is for an Enterprise Sales Director focused on the Healthcare sector for Sierra, a company building an AI platform for customer experiences. The role involves architecting complex deals, operating as part of the customer's team, engaging with co-founders, and shaping strategy. The candidate is expected to leverage AI tools across the sales cycle and have deep familiarity with the AI landscape. | — | 5 |
| Enterprise Sales Director - Strategic, Retail Enterprise Sales Director for a company building an AI platform to enhance customer experiences in the retail sector. The role focuses on closing complex, multi-million dollar deals, engaging with C-suite executives, and leveraging AI tools to optimize the sales process. The company's AI agents are used for various retail functions including order tracking, product discovery, and revenue generation through personalized recommendations and sales campaigns. | — | 5 |
| Enterprise Sales Director - Strategic Enterprise Sales Director role focused on architecting complex deals and operating as an AI-native seller, leveraging AI tools for sales cycle automation and customer engagement. The role requires deep familiarity with the AI landscape and the ability to engage with C-suite executives. | — | 5 |
| Security Technical Program Manager This role is for a Security Technical Program Manager at Sierra, a company building an AI platform for customer experiences. The TPM will drive security and infrastructure initiatives, own program execution, shape security strategy, build security foundations, and translate ambiguity into clear execution, particularly in emerging AI domains. They will collaborate with engineering, security, GRC, product, GTM, legal, and executive leadership. Required technical fluency includes cloud infrastructure, IAM, observability, and secure CI/CD. Experience scaling security programs in AI-first or data-intensive SaaS environments, and exposure to AI risk and model security are preferred. | — | 5 |