Currently tracking 61 active AI roles, up 71% versus the prior 4 weeks. Primary focus: Agent · Engineering.
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.
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 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. | Ship |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 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 |
| GTM Strategy & Operations This role is focused on Go-To-Market (GTM) Strategy and Operations for an AI platform company. The responsibilities include designing and refining sales territories, managing territory operations and allocations, analyzing territory performance, and improving territory planning processes. The role requires strong analytical and operational skills, stakeholder management, and the ability to drive improvements in a fast-paced environment. While the company builds an AI platform, this specific role is operational and strategic within the GTM function, not directly involved in building or deploying AI models. | — | 0 |
| Presentation Designer Sierra is building a platform to help businesses create better customer experiences using AI. They are looking for a Presentation Designer to create compelling visual narratives for various high-stakes presentations, including GTM launches, executive keynotes, and investor communications. The role involves owning presentation design end-to-end, crafting design systems, and collaborating across marketing, sales, product, and leadership teams. The ideal candidate will have 8+ years of experience designing presentations for B2B, SaaS, or AI-driven companies, with a strategic mindset and mastery of design tools like Google Slides and Figma. | — | 0 |
| Communications Manager Communications Manager for an AI platform company focused on customer experiences. Responsibilities include brand definition, external awareness, press, social media, and PR agency management. Requires understanding of press/social media, strong communication skills, and experience in fast-paced environments. | — | 0 |
| Global Benefits Manager This role is for a Global Benefits Manager at Sierra, a company building an AI platform for customer experiences. The manager will design, implement, and manage global benefits programs, partner with internal teams, manage vendor relationships, advise employees, and build scalable systems for benefits administration. The role requires 7+ years of experience in global benefits, strong knowledge of international benefits, vendor management skills, and excellent communication. Experience with global expansion and HRIS platforms is a plus. | — | 0 |
| Business Development This role is focused on business development and partnerships for an AI platform company. The Business Development Lead will be responsible for identifying, sourcing, and executing partnerships with key industry players and technology platforms, developing alliances and distribution channels, collaborating with Sales and Marketing on go-to-market strategies, and gathering market intelligence to inform product and GTM decisions. The role requires experience in business development and partnerships in the tech industry, with a preference for experience in high-growth AI or enterprise SaaS startups. | — | 0 |
| People Operations This role is for a People Operations professional at an AI company, focusing on managing the full employee lifecycle, process design, performance management, new initiatives, HR systems, and compliance. The company is building a platform for AI-powered customer experiences. | — | 0 |
| Brand Designer (Contract) Sierra is seeking a Brand Designer (Contract) to create brand assets and end-to-end campaign materials, build brand systems, and design event collateral. The role involves creative thinking, collaboration, and proficiency in design tools. | — | 0 |