Software Engineer

About The Company Sierra is a pioneering platform specializing in customer-facing AI agents, partnering with some of the most prominent brands worldwide, including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. Our mission is to revolutionize customer service and business growth through innovative AI solutions.

Headquartered in San Francisco, Sierra maintains a strong presence with expanding offices across North America, Europe, and Asia. Our culture is deeply rooted in core values such as Trust, Customer Obsession, Craftsmanship, Intensity, and a balanced approach to Family, which guide our actions and define our organizational ethos. Founded by industry visionaries Bret Taylor and Clay Bavor, Sierra benefits from their extensive experience in technology and product development, ensuring we remain at the forefront of AI innovation.

About The Role We are seeking a highly skilled AI Engineer to join Sierra’s Tech, Media & Telecom team. In this role, you will be instrumental in designing, developing, and deploying production-grade AI agents that serve as critical touchpoints for our clients’ customer interactions.

Your work will directly impact Sierra’s growth by creating scalable, reliable, and intuitive AI systems across various industries, including finance, healthcare, and commerce. You will have the opportunity to collaborate with enterprise leaders and innovative startups, translating complex business challenges into effective AI solutions. As a key member of our team, you will also influence the evolution of Sierra’s platform by identifying unmet needs, prototyping new features, and working cross-functionally with research, product, and platform teams to shape the future of AI agent development.

Qualifications The ideal candidate will possess extensive experience in building and scaling end-to-end production systems, with strong problem-solving skills suited for fast-paced and ambiguous environments. You should have a builder’s mindset, demonstrating high agency and creativity in overcoming obstacles and shipping impactful solutions.

Excellent communication skills are essential, enabling you to articulate complex technical concepts clearly to both technical and non-technical stakeholders. Prior experience with AI/LLM systems, deployment in production environments, and familiarity with tools such as eval frameworks, agent tooling, RAG pipelines, and prompt engineering are highly valued. Additional preferred qualifications include experience with React, TypeScript, or Go, as well as a background in customer-facing roles or leading technical projects involving external stakeholders.

Responsibilities Your primary responsibilities will include designing and delivering high-performance AI agents that are reliable, scalable, and aligned with business goals. You will own the entire Agent Development Life Cycle (ADLC), from initial pilot phases through deployment and ongoing iteration, setting standards and best practices along the way.

Collaborating closely with large enterprises and innovative startups, you will develop tailored AI solutions that address their unique challenges and opportunities. Additionally, you will contribute to the strategic development of Sierra’s platform by surfacing unmet needs, prototyping new tools, and working with cross-functional teams to enhance the product. Your work will involve creating agents capable of goal pursuit over extended periods, personalizing customer interactions using Sierra’s Context Engine, and designing conversational agents that can efficiently navigate extensive content catalogs or troubleshoot complex systems.

Benefits Sierra offers a comprehensive benefits package designed to reflect our core values and support our employees’ well-being. Full-time employees enjoy flexible, unlimited paid time off, ensuring work-life balance.

Our health benefits include medical, dental, and vision coverage for employees and their families, along with life insurance and disability benefits. We provide retirement plans tailored to the country of employment, parental leave, and fertility and family-building benefits through partners like Carrot. To promote a healthy and energized workforce, we offer daily lunch, snacks, and coffee, as well as discretionary stipends for personal needs.

Additionally, employees can participate in Sierra’s equity plans, subject to plan terms and policies. We are committed to creating a supportive environment that fosters growth, health, and happiness.

Equal Opportunity

Sierra is an equal opportunity employer committed to fostering an inclusive environment where all employees and applicants are treated with respect and fairness. We celebrate diversity in all its forms and believe that diverse teams drive innovation and better serve our global customer base. We encourage individuals from all backgrounds, experiences, and perspectives to apply and join us in our mission to bring the transformative power of AI to organizations worldwide.