Sierra - Software Engineer, Agent
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Requirements
• 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. • Genuine interest in healthcare and improving patient/member experiences. • Even better... • Even better... • Experience in healthcare technology, health IT or working with healthcare organizations • Familiarity with healthcare systems: Major EHR ecosystems (e.g., Epic, Cerner/Oracle Health, athenahealth); X12 EDI transactions and clearinghouse workflows; scheduling/patient access, practice management, and contact center platforms. • Understanding of healthcare compliance requirements (HIPAA, PHI handling and healthcare data privacy). • Experience building or deploying AI/LLM systems in production. • Have been a founder or founding engineer—you know what it means to balance craft, ownership, and speed. • Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering. • Prior experience with React, TypeScript, and/or Go. • Previous roles where you interfaced with customers or led technical projects with external stakeholders. • Our values • 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. • Trust: • Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it. • Customer Obsession: • Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve. • Craftsmanship: • Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time. • Intensity: • Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements. • Family:
Responsibilities
• Design and deliver production-grade AI agents for healthcare: You'll build and ship highly performant, reliable, and empathetic AI agents that handle sensitive patient and member interactions. These agents help people understand their coverage, find providers, schedule appointments, navigate billing, and more—all while maintaining strict HIPAA compliance and the trust that healthcare demands. • Design and deliver production-grade AI agents for healthcare: • Drive the 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 serving healthcare payers, providers, and platforms. • Drive the Agent Development Life Cycle (ADLC): • Partner with healthcare leaders: You'll work directly with executives and technical teams at health plans, provider networks, and healthcare technology companies to understand their most pressing challenges - from managing high call volumes to reducing administrative burden and building AI agents that transform how they operate at scale. • Partner with healthcare leaders: • Navigate healthcare complexity: You’ll develop deep expertise in healthcare systems and workflows, including integrations across EHR and patient access platforms, payer and provider operations, and common healthcare data and interoperability standards. You’ll become fluent in the nuances of benefits and eligibility, claims and billing, scheduling and intake, and translate that understanding into exceptional, trustworthy AI experiences. • Navigate healthcare complexity: • Build the future of the platform: Your direct work with healthcare 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 in healthcare. • Build the future of the platform: • Example projects • Example projects • These are examples of projects our healthcare team has worked on: • Build AI agents for major health insurance networks that handle detailed questions such as, "What's my co-pay for a primary care visit?" and "How many physical therapy sessions do I have left?" • Develop voice and chat agents for healthcare providers that help members find in-network specialists, check availability, and locate providers based on specialty or location; • Create AI agents for multi-site primary and urgent care providers that manage appointments and answer common questions across 30+ clinics; • Build agents that replace lengthy paper intake forms with conversational experiences, boosting pre-visit intake conversion rates; • Develop AI agents for healthcare financial platforms that help patients understand billing, payment status, explanations of benefits, and financial assistance eligibility - all while maintaining HIPAA compliance and strong PHI/data privacy safeguards. • Experiment with the latest voice models and integrate them at scale for healthcare enterprises requiring secure, compliant phone interactions;
Benefits
• We want our benefits to reflect our values and offer the following to full-time employees: • Flexible (Unlimited) Paid Time Off • Medical, Dental, and Vision benefits for you and your family • Retirement Plan (e.g., 401K, pension) with Sierra match • Fertility and family building benefits through Carrot • Lunch, as well as delicious snacks and coffee to keep you energized • Discretionary Benefit Stipend giving people the ability to spend where it matters most • Free alphorn lessons • These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies. • Be you, with us • Be you, with us
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