Jobs at Sierra

Serve as the GTM technical expert: design and demo Sierra Agents, answer technical questions, lead early enterprise sales conversations, work cross-functionally with Sales, Product, and Engineering to drive customer-driven product improvements and translate technical needs into solutions.

Lead EMEA brand presence as the region's first dedicated brand designer. Localise global campaigns, design GTM presentations, support regional events, build brand systems, collaborate with cross-functional teams, and maintain high design craftsmanship across markets.

As a Support Engineer, you'll assist customers in utilizing Agent OS, debug complex issues, and create support systems and tools. Additionally, you'll help grow the support function globally.

Plan and execute events for Sierra across EMEA, manage logistics, analyze post-event performance, and collaborate with marketing and sales teams.

Manage day-to-day office operations: greet visitors, maintain supplies and kitchen, coordinate maintenance and building management, organize events and merch distribution, partner with facilities/real estate on improvements, and handle confidential materials. Fixed 6-month term.

Provide commercial contracting support across SaaS, licensing, services, channel and vendor agreements. Build templates, playbooks, and workflows. Advise on IP, privacy, security, and AI-related regulatory issues. Collaborate cross-functionally with sales, operations, and product; negotiate complex deals and support scaling legal operations.

Lead financial planning, forecasting, and unit-economics analysis for a high-growth SaaS AI company. Build revenue and customer-level models, own data pipelines and reporting, deliver actionable performance insights, and partner cross-functionally to drive strategic decisions and automation-first financial processes.

Lead corporate FP&A for a Series E AI company: own planning and rolling forecasts, monthly/quarterly FP&A close and reporting, KPI tracking and variance analysis, build FP&A systems and data models, partner cross-functionally and with Accounting, and deliver actionable financial insights to inform strategic decisions.

Own and scale Sierra's global payroll operations across the U.S. and international regions. Ensure accurate, timely, and compliant payroll processing; build payroll systems and workflows; manage vendors; advise employees and leaders on payroll, taxes, and equity; maintain documentation and analyze payroll data to support forecasting, process improvement, and expansion.

Full-cycle recruiter owning end-to-end hiring: partner with hiring managers, source active and passive technical and business candidates, track recruiting metrics, and deliver an excellent candidate and interviewer experience.

Build systems to analyze, visualize, and monitor conversational agent performance, enable A/B testing for agents, and create an AI-powered exploratory interface for conversational data (clustering and search). Deliver full-stack production features supporting developer workflows and proactive defect detection.

Lead end-to-end GTM planning, including annual/quarterly planning, quota/target setting, capacity and headcount planning. Partner with GTM and Finance to build forecasts, design sales compensation, deliver performance insights, and drive cross-functional alignment to support company growth.

The Product Designer will solve user problems by designing innovative AI tools, collaborating across teams, and building design systems to enhance customer experience.

The Sales Director will lead prospecting efforts, maintain customer relationships, negotiate complex deals, develop sales strategies, and collaborate with cross-functional teams to drive revenue for the company.

Design, build, and operate scalable, secure infrastructure and self-serve platform for LLM inference and services. Own cloud IaC (Terraform), CI/CD, observability, incident response, authentication, and integrations with enterprise environments to ensure reliability and performance.

The Product Manager for Voice will craft real-time AI conversation experiences, building reliable systems, defining interaction models, and enhancing performance based on user feedback.

Manage Sierra's global benefits programs, vendor relationships, and compliance; partner with various functions for strategy and support.

As a Frontend Software Engineer, you'll own the frontend experience, lead design systems, collaborate with design teams, maintain UI components, and ensure high performance, accessibility, and code quality, while also integrating with backend services.

Build AI-driven product features and platforms for conversational agents: agent architecture, retrieval, evaluation, voice/telephony, simulation/benchmarking, content management, and agent development lifecycle. Collaborate cross-functionally to design, ship full‑stack production systems and tooling that improve agent quality and customer experience.

In this role, you'll create onboarding documentation and developer training programs, develop AI agents, and publish success stories to engage the technical community.