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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.

Auto-generated from active job postings · last refreshed 2026-05-24

Currently tracking 61 active AI roles, up 71% versus the prior 4 weeks. Primary focus: Agent · Engineering.

Hiring
61 / 63
Momentum (4w)
↑+10 +71%
24 opens last 4w · 14 prior 4w
Salary range
—
Tracked since
Aug '24
last role 2w ago
Hiring velocityscroll left for older weeks
1 new role
Jan 22
1 new role
Jul 8
1 new role
Aug 26
1 new role
Feb 10
1 new role
17
2 new roles
Apr 7
1 new role
14
1 new role
28
1 new role
May 19
1 new role
Jun 2
1 new role
9
1 new role
Jul 28
8 new roles
Aug 18
1 new role
25
1 new role
Sep 1
1 new role
15
1 new role
22
1 new role
29
2 new roles
Oct 13
5 new roles
20
2 new roles
Nov 3
1 new role
10
2 new roles
17
16 new roles
Dec 1
2 new roles
8
3 new roles
15
2 new roles
22
6 new roles
Jan 5
6 new roles
12
1 new role
19
1 new role
26
5 new roles
Feb 2
6 new roles
9
3 new roles
16
5 new roles
23
1 new role
Mar 2
6 new roles
9
3 new roles
16
8 new roles
23
3 new roles
Apr 6
6 new roles
13
1 new role
20
4 new roles
27
4 new roles
May 4
3 new roles
11
4 new roles
18
13 new roles
Jun 1

Frequently asked questions

  • What AI roles is Sierra hiring for?

    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.

  • What stage of AI development does Sierra focus on?

    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.

  • Where is Sierra hiring AI talent?

    Sierra is hiring AI talent in: United States (28 roles), United Kingdom (20 roles), Singapore (6 roles), Japan (3 roles).

  • What technologies does Sierra's AI team work with?

    Job postings at Sierra most frequently reference: agent orchestration, evals, rag, model serving, llm observability.

  • How many AI roles has Sierra posted recently?

    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).

Jobs (60)

59 AI · 122 total active
FilteredCountryUnited States×
Show
Active onlyAI only (≥ 7)
Stage
AllServe · 2Agent · 61Ship · 3
Function
AllProduct · 66Engineering · 53
Country
AllUnited States · 60United Kingdom · 31Singapore · 8Japan · 6Australia · 4Germany · 4Spain · 4France · 3Canada · 2
Sort
AI scoreRecentTitle
TitleStageFunctionLocationFirst seenAI score
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.
AgentEngineeringNew York, NY6w ago9
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.
1–50 of 60← Prev12Next →
Agent
Engineering
San Francisco, CA
Apr '25
9
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.
ServeAgentEngineeringSan Francisco, CA4d ago8
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.
AgentEngineeringSan Francisco, CA4d ago8
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.
AgentEngineeringSan Francisco, CA4d ago8
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.
AgentProductSan Francisco, CA8w ago8
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.
ShipServeProductSan Francisco, CA8w ago8
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.
AgentProductSan Francisco, CA8w ago8
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.
AgentProductSan Francisco, CAMar 128
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.
AgentEngineeringSan Francisco, CAMar 98
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.
AgentProductSan Francisco, CAFeb 78
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.
AgentEngineeringSan Francisco, CA4d ago7
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.
AgentEngineeringSan Francisco, CA4d ago7
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.
AgentEngineeringSan Francisco, CAMar 277
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 GateEngineeringSan Francisco, CAMar 277
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.
AgentProductSan Francisco, CAFeb 287
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.
AgentProductSan Francisco, CAFeb 287
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.
ShipProductSan Francisco, CAFeb 107
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.
AgentProductSan Francisco, CAAug '257
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.
AgentProductSan Francisco, CAJul '257
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.
AgentEngineeringSan Francisco, CAApr '257
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.
AgentServeEngineeringSan Francisco, CAAug '247
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.
ServeEngineeringSan Francisco, CA4d ago5
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.
—ProductSan Francisco, CA5d ago5
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.
—EngineeringSan Francisco, CA6d ago5
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.
—ProductSan Francisco, CA6w ago5
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.
—EngineeringSan Francisco, CA7w ago5
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.
AgentEngineeringSan Francisco, CAMar 235
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.
—ProductNew York, NYMar 115
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.
—ProductSan Francisco, CAMar 105
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.
AgentProductSan Francisco, CAFeb 255
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.
—EngineeringSan Francisco, CAFeb 125
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.
—EngineeringSan Francisco, CAFeb 125
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.
AgentEngineeringNew York, NYFeb 65
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.
—EngineeringSan Francisco, CAFeb 45
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.
—ProductUnited States · RemoteJan 165
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.
AgentEngineeringSan Francisco, CAJan 75
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.
—ProductAtlanta, GADec '255
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.
—ProductNew York, NYNov '255
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.
—ProductSan Francisco, CANov '255
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.
—EngineeringSan Francisco, CAOct '255
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.
AgentEngineeringSan Francisco, CAMay '255
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.
—ProductSan Francisco, CAFeb '255
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.
—ProductUnited States · RemoteJul '245
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.
—ProductSan Francisco, CAJan '245
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.
—EngineeringSan Francisco, CAJan 292
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.
—ProductSan Francisco, CA4d ago0
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.
—ProductSan Francisco, CA5d ago0
Software Engineer, Payments Infrastructure
Software Engineer for Payments Infrastructure team building a secure and compliant platform for handling sensitive payment data within AI-driven customer experiences. The role involves designing secure capture protocols, building a tokenization platform, owning the security perimeter, and developing detection mechanisms for cardholder data. The goal is to make payments seamless and compliant for enterprise customers.
—EngineeringSan Francisco, CA1w ago0
Recruiter (Contract)
Sierra is building a platform to enhance customer experiences using AI. They are seeking a Recruiter (Contract) to manage the full-cycle recruiting process, partner with hiring managers, develop sourcing strategies, and manage the interview process. The role requires 5+ years of recruiting experience in a fast-paced tech environment, strong collaboration skills, and proficiency in using recruiting metrics.
—EngineeringSan Francisco, CA3w ago0