Senior Software Engineer, AI

About August Health At August Health, our mission is to empower the essential work of caring for our elders. We achieve this by providing a modern operating platform and electronic health record (EHR) that enables senior living operators to deliver high-quality care with confidence. Caregivers are the heart of senior living communities, embodying care, compassion, and well-being. Yet, they face increasing challenges—higher resident acuity, complex workflows, and staffing shortages. At August Health, we build tools that simplify their tasks, eliminate inefficiencies, and provide the insights they need to focus on what truly matters—caring for residents. At August, we strive to live our values each day, in every interaction with our customers and with each other. Be responsible – leave things better than you found them Take ownership – be decisive and take action Be ambitious – build something great Keep an open mindset – communicate candidly and welcome new ideas Be humble – celebrate each others’ successes and learn from our mistakes Stay positive – assume best intent About the Role August Intelligence is the AI layer woven throughout the August Health platform. It turns the data caregivers and operators already create into timely, role-specific insight: resident summaries, assessment suggestions, voice-to-chart documentation, and more. Today, August Intelligence runs primarily through a TypeScript service that orchestrates Claude on AWS Bedrock against carefully permissioned, PHI-aware context from our backend. The work is deeply product-facing: the goal is not to build AI demos, but to ship reliable AI capabilities into real healthcare workflows. You will be the first dedicated engineer to join August Intelligence alongside its lead. This is a high-autonomy, high-ownership role. You will take AI features from idea through pilot to production, build the evaluation and observability discipline that keeps nondeterministic features trustworthy, and partner directly with product teams across EHR, Care Track, billing, and future verticals. A major part of the charter is enablement. August Intelligence should help other product teams build better AI features by pairing with their engineers, sharing reusable patterns, reviewing designs and code, and tending the AI tooling and practices that make the whole engineering organization more effective. You will have real influence over how August builds AI: the product instincts, implementation patterns, guardrails, developer experience, and bar for quality. What You'll Do Design and ship LLM-powered product features end to end, including prompt and context design, structured output, tool/agent orchestration, and the UI/API work needed to land them in the product. Pair with product-vertical engineers to unblock AI feature work and help teams apply August Intelligence patterns in their own product areas. Turn repeated AI implementation work into reusable tools, examples, documentation, and lightweight practices that other teams can adopt. Build and extend our evaluation discipline so we can measure quality, catch regressions, and reason about nondeterministic behavior before customers feel it. Improve observability for AI workflows, including traces, prompt visibility, errors, latency, cost, and production feedback loops. Harden AI features for production: latency, cost, caching, pre-computation, timeouts, cancellation, memory behavior, and operational reliability. Handle PHI and sensitive resident data with care, including redaction, permissioning, tenancy boundaries, and safe access patterns. Partner with product managers and vertical engineering teams to translate clinical and operational workflows into AI capabilities. Help August learn where AI can make the product meaningfully more useful by prototyping, measuring, and refining ideas against real workflows. Help non-engineers experiment safely with real data while creating a clear path from prototype to production. Help drive responsible AI tool use inside engineering by modeling effective workflows, reviewing AI-assisted output, and raising shared standards without turning experimentation into ceremony. Review code, including AI-assisted code, with rigor and help set August Intelligence's engineering standards. About You You have 5+ years of experience building and shipping production software. You have owned customer-facing features end to end and care about what happens after launch. You are strong in production TypeScript, including typed Node services, testing, APIs, and clean data modeling. You have hands-on applied-LLM experience: prompt design, structured output, tool or agent design, and practical reasoning about cost, latency, hallucination, and reliability tradeoffs. You have a bias toward the smallest useful thing: you ship a walking skeleton, learn from it, and iterate rather than guessing future states and going big too early. You can explain exactly how your code works, including code an LLM helped you write. You enjoy pairing with other engineers, teaching through real work, and helping teams adopt new patterns without taking ownership away from them. You are comfortable working with sensitive data and treat permissioning, privacy, and safety as table stakes. You communicate clearly in writing and conversation, especially when working with PMs, clinicians, operators, and engineers from other product areas. You have high agency and low ego. You like shaping ambiguous problems, not just implementing tickets. Nice to Have Experience with Mastra, the Vercel AI SDK, LangChain, LlamaIndex, or similar applied-LLM frameworks. Experience with eval or observability tooling for LLM systems, such as Phoenix/Arize, Langfuse, Helicone, or related tools. Experience helping an engineering team adopt AI tools, agentic coding workflows, or new development practices responsibly. Experience with functional TypeScript or Effect. Ability to read Scala or interest in learning enough Scala to navigate our backend. Healthcare, senior living, SOC 2, HIPAA, or other regulated-industry experience. Experience as an early engineer on a small, high-ownership team. You will join a small, senior, mission-driven engineering organization that values depth, candor, and shipping. August Intelligence is a focused effort with outsized impact: our AI features are already being used in beta communities, and demand is accelerating across product areas. This team is meant to be a multiplier: building important AI capabilities directly, helping product teams build their own, and raising the quality of August's AI tooling and practices over time. This is a chance to help define how AI should work inside a healthcare product: useful, reliable, permission-aware, observable, and grounded in the reality of caregiving. About our team Our team brings together deep expertise in technology, healthcare, and company-building. We’ve led teams at Apple, Google, Landmark Health, and Adobe, co-founded and exited multiple companies, shipped products used by hundreds of millions of users, and managed clinical teams caring for thousands of patients. Backed by top-tier Silicon Valley investors, we are partnering with some of the largest senior care organizations in the U.S. to transform the future of senior living. We offer market-competitive compensation based on experience and ability, including significant equity option grants. Our benefits prioritize your well-being with 100% company-paid premiums for health, dental, and vision coverage, along with company contributions to your HSA. We help you plan for the future with a 2% 401(k) match, and support your physical and mental health through services like Rightway Health Advocacy and Spring Health Mental Wellness. Beyond traditional benefits, we offer a flexible time off policy, 100% paid family leave, and all-expenses-paid, in-person company offsites twice a year.