Software Engineer, Agent - Retail

Engg; San Francisco (CA); On-site; USD 180,000 - 230,000; Full time

Job summary

Sierra, based in San Francisco, seeks engineers to design and deliver production-grade AI agents for global brands. You will own the agent lifecycle from pilot to deployment, partnering with large enterprises and innovative startups to scale AI across web, app, and in-store channels.

You’ll work with Retail and Engineering teams to prototype tools, shape the platform, and push the boundaries of AI-driven customer experiences, in a fast-paced, customer-obsessed culture.

Qualifications

• Experience building and scaling end-to-end production systems.
• Strong technical problem-solving skills in fast-changing environments.
• Builder and tinkerer's mindset with high agency and shipping focus.
• Comfort working directly with customers to understand needs and solve real-world problems.
• Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.

Responsibilities

• Design and deliver production-grade AI agents that are central, reliable, and scalable.
• Own the Agent Development Life Cycle from pilot through deployment and iteration.
• Collaborate with enterprises and startups to embed agents at scale across business stacks.
• Help shape the platform by surfacing unmet needs and prototyping tools and features.

Skills

End-to-end systems

Analytical problem solving

Hands-on builder mindset

Customer interaction

Clear communication

Job description

ABOUT US

Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands - including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank - to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.

We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way.

These values are the foundation of our work, and we are committed to upholding them in everything we do.

Our co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google's AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.

ABOUT THE RETAIL TEAM

The Retail team on Agent Engineering supports some of the largest and most storied consumer brands in the world - including Gap, Wayfair, Sonos, and ADT. Together, we're reinventing what commerce looks like in this new, AI-first era. Our customers rely on us to not only deliver novel experiences, but also host hundreds of millions of shopper and vendor interactions across web, app, phone, and in-store channels every year.

• Our team supports our customers' customers in the moments that matter - whether that's guiding a shopper to the right product during a limited drop or a Black Friday surge, locating a package that never arrived, or troubleshooting an appliance that stopped working. Always true to each brand's voice, we create seamless experiences that resolve issues, drive revenue, increase lifetime value, and build lasting loyalty.
• Our team supports our customers' customers in the moments that matter most, from product discovery and checkout to order tracking and troubleshooting. Always true to each brand's voice, we create seamless experiences that resolve issues, drive revenue, increase lifetime value, and build lasting loyalty.
• Every engineer on the Retail Team is a product-led thinker; every PM on Retail is also tinkering and developing tangible prototypes; and every strategist on Retail is capable of owning an agent end to end. As a part of this team, you'll set the standard on what it means to go beyond your role, and help build the groundwork for the retail industry in the future.

WHAT YOU'LL DO

• Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
• Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
• Partner with large enterprises and cutting-edge startups: You'll work directly with leaders at some of the world's largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
• Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.

EXAMPLE PROJECTS

• Abstracting complex commerce systems into packages: Modernize the sprawl of order management, fulfillment, returns, and warranty systems behind the large retailer ecosystem by creating scalable packages that optimize looking up and updating orders for customers - from Shopify storefronts to decades-old homegrown Order Management System (OMS) and claims platforms.
• Shipping the full discovery-to-checkout lifecycle: Build personalized shopping flows that carry a shopper from a vague idea to a completed order. This includes everything from building a recommendation engine that combines transcript-aware planning, structured filters, and semantic and keyword search to payment and order placement.
• Building production-grade agents at a truly global scale: Sierra's retail agents serve some of the world's largest global brands, handling traffic at unprecedented volumes during the busiest times of the year and across all geographic locales. You will be building at the frontier of enterprise applied AI.

WHAT YOU'LL BRING

• Experience building and scaling end-to-end production systems.
• Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
• A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
• Comfort working directly with customers to understand their needs and solve real-world problems.
• Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.
• Excitement in the