Engineering Manager, Agent

What you’ll do

• Lead the design and delivery of production-grade AI agents: We believe the best managers lead from being hands-on and close to the work. Our managers operate as ICs for their first 3-6 months at Sierra, and then evolve to manage and grow a team of engineers, all while building highly performant, reliable, and intuitive AI agents that are central, mission-critical, and directly drive Sierra’s growth. These aren’t prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce. You’ll ensure technical excellence, operational reliability, and high customer impact.

• Own the Agent Development Life Cycle (ADLC): You’ll both build directly, and guide your team through the full lifecycle—from initial pilot through deployment and continuous iteration—coaching engineers to set and maintain the standard for ADLC best practices. You’ll ensure projects are delivered on time, meet customer needs, and scale effectively in production environments.

• Partner with large enterprises and cutting-edge startups: You’ll collaborate with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and guide your team in building AI agents that transform how they operate at scale. You’ll also work with innovative startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.

• Shape the future of the platform: Your team’s direct work with customers will guide the evolution of Sierra’s core platform. You’ll surface unmet needs, prioritize initiatives, and collaborate with research, product, and platform teams to shape the future of AI agent development and Sierra’s product.

What you'll bring

• Experience building and scaling, as well as leading engineering teams that build and scale, end-to-end production systems

• Strong technical problem-solving skills and the ability to guide teams through ambiguous, fast-changing environments

• A leadership style that comes from being hands-on, and blends high standards with empathy, fostering both speed and quality

• Proven ability to work closely with customers and translate business needs into technical deliverables

• Excellent communication skills across technical and non-technical audiences

• Degree in Computer Science or related field, or equivalent professional experience.

Even better...

• AI-related experience (experience developing AI agents a plus).

• Experience building or deploying AI/LLM systems in production

• Background as a founder, engineering lead, or startup builder with high ownership and urgency

• Familiarity with tools for today’s AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering

• Prior experience with React, TypeScript, and/or Go

• Experience interfacing with customers or leading technical projects with external stakeholders

Our values

• Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.

• Flexible (unlimited) paid time off

• Life insurance and disability benefits

• Retirement plan dependent on country of employment

• Parental leave

• Fertility and family building benefits through Carrot

• Free alphorn lessons