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Sierra is a leading platform for customer-facing AI agents, working with major brands including Gap, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. The company is founded by Bret Taylor (former Salesforce co-CEO, Facebook CTO, Google Maps co-creator) and Clay Bavor (18-year Google veteran who led Google Labs and AR/VR initiatives).
The Retail team within Agent Engineering supports some of the world's largest consumer brands, reinventing commerce in an AI-first era. The team handles hundreds of millions of shopper and vendor interactions annually across web, app, phone, and in-store channels.
In this role, you will design and deliver production-grade AI agents that are mission-critical and drive revenue directly to Sierra's growth. You'll have complete ownership of the Agent Development Life Cycle (ADLC) from initial pilot through deployment and continuous iteration, building, tuning, and evolving AI agents in production environments.
You'll partner directly with leaders at major enterprises and cutting-edge startups to understand their business challenges and build AI agents that transform operations at scale. Your direct customer work will guide the evolution of Sierra's core platform, surfacing unmet needs and collaborating with research, product, and platform teams.
Recent example projects include: abstracting complex commerce systems (order management, fulfillment, returns, warranty systems) into scalable packages; shipping full discovery-to-checkout lifecycle with personalized shopping flows and recommendation engines; and building production-grade agents serving global brands at unprecedented scale during peak traffic periods.
The team culture emphasizes product-led thinking across all roles—engineers think like product managers, PMs prototype tangibly, and strategists own agents end-to-end. You'll set the standard for going beyond your role and help build the groundwork for retail's future.
REQUIREMENTS:
- Experience building and scaling end-to-end production systems
- Strong technical problem-solving skills in fast-changing, ambiguous environments
- Builder and tinkerer's mindset with high agency
- Comfort working directly with customers to understand needs and solve real-world problems
- Excellent communication skills across technical and non-technical audiences
- Excitement in the retail space and commitment to helping top brands build customer loyalty
PREFERRED QUALIFICATIONS:
- Experience building or deploying AI/LLM systems in production
- Founder or founding engineer background
- Familiarity with eval frameworks, agent tooling, RAG pipelines, and prompt engineering
- Experience with React, TypeScript, and/or Go
- Prior customer-facing or external stakeholder technical leadership roles
