Technical Lead - Product Engineering

About OpenLoop OpenLoop was co-founded by CEO, Dr. Jon Lensing, and COO, Christian Williams, with the vision to bring care anywhere. Our telehealth support solutions are thoughtfully designed to streamline and simplify go-to-market care delivery for companies offering meaningful virtual support to patients across an expansive array of specialties, in all 50 states. About the Role We are seeking a Technical Lead to own the systems that power day-to-day execution across our operations organization. This role sits at the intersection of AI, infrastructure, and human-in-the-loop workflows , building platforms that assign, schedule, and support real people doing real work. You’ll work closely with Operations, Product, and Engineering to translate messy operational reality into scalable, AI-assisted systems. This is a hands-on leadership role —not pure management—ideal for someone who has built operational products at scale (e.g., logistics, marketplaces, or workforce platforms). What You'll Do Own Operational Systems Architecture: Design and evolve distributed systems on GCP (Cloud Run, Pub/Sub, BigQuery) that support scheduling, task assignment, and operational workflows. Make final decisions on service boundaries, schemas, and technology trade-offs across Go, Python, and TypeScript . AI-Powered Operations: Lead integration of AI into operational workflows using open-source LLMs, embeddings, and speech models. Define prompt strategies, evaluations, and safeguards (e.g., LangFuse) to ensure AI systems are reliable and usable by operations teams. Human-in-the-Loop Workflows: Build and improve systems that coordinate AI decisions with human execution—assigning work, routing tasks, and handling exceptions at scale. Operational Excellence: Champion observability, reliability, and data quality. Oversee event-driven ingestion and automated QA for call transcripts and healthcare data (FHIR / Medplum). Player-Coach Execution: Contribute code to critical paths while leading technical initiatives. Identify gaps, unblock teams, and ensure projects ship end-to-end. Cross-Functional Alignment: Partner deeply with Operations, Product, Design, and Clinical Ops to translate operational constraints into clear technical solutions and trade-offs. Who You Are 8+ years of software engineering experience, with 2+ years leading projects or acting as a Tech Lead. Staff-level scope or equivalent technical impact. Strong experience building operational products involving scheduling, task assignment, routing, or workforce coordination (e.g., DoorDash, Uber, logistics, marketplaces). Hands-on experience working with AI systems in production environments. Expert-level proficiency in Go, Python, or TypeScript/Node , with the ability to review code across the stack. Deep experience with distributed systems , containerized deployments (Docker, Kubernetes, Cloud Run), and event-driven architectures. Preferred: AI / LLM Fluency: Experience hosting or integrating open-source models (vLLM, Ollama) and understanding modern RAG architectures. Healthcare & Compliance: Prior experience in regulated environments (HIPAA, SOC 2) or healthcare data standards (FHIR, HL7). Strong Communicator: Able to write clear RFCs and explain technical decisions to non-technical operations stakeholders. Why You'll Love it Direct Operational Impact: Build systems that operators rely on every day—not just dashboards. AI Meets Reality: Work on human-in-the-loop AI where correctness, usability, and trust matter. Senior, Agile Team: Small, experienced group that ships fast and learns in production. Flexible Bay Area Hybrid: In-person collaboration with reasonable flexibility. Comp & Growth: Competitive compensation, equity, meaningful perks, and a path to grow into an Engineering Manager role over time. Our Benefits In addition, for salaried positions you would also be eligible for: Medical, Dental, and Vision plans Flexible Spending/Health Savings Accounts Flexible PTO 401(k) + Company Match Life Insurance, Pet insurance, and more Our Company We have a relatively flat organizational structure here at OpenLoop. Everyone is encouraged to bring ideas to the table and make things happen. This fits in well with our core values of Autonomy, Competence and Belonging, as we want everyone to feel empowered and supported to do their best work. Sound like a good fit? We’d love to meet you.