AI Engineer, Remote Job

About Bobsled Bobsled is building AI-powered analytics experiences that turn natural language into accurate, production-grade insights. We’re looking for a hands-on AI Engineer to drive text-to-SQL accuracy and the systems that make our LLM-based application reliable in production. What You’ll Do • Own the text-to-SQL accuracy problem end-to-end: design evals, iterate prompts, and improve retrieval/routing • Build and operate the experimentation and evaluation loop (automatic evals, regression suites, dataset curation) • Design pragmatic LLM application architectures (RAG, agent routing, tool-use orchestration) optimized for accuracy and latency • Ship production-grade code and support deployments; instrument, monitor, and troubleshoot model behavior in real customer environments • Partner closely with engineering and customers to improve semantic models, SQL generation, and data alignment • Create feedback loops from users to systematically capture issues and convert them into measurable improvements • Contribute to automation of environment provisioning and dev workflows to enable fast iteration What We’re Looking For • 2+ years in ML/AI or data-focused engineering or data science roles building production systems data or AI systems • Demonstrated experience tuning LLM applications: prompt engineering, evals, retrieval, agent design, or similar • Strong hands-on coding in Python or TypeScript (TypeScript familiarity a plus; willingness to work across the stack required) • ML engineering mindset beyond notebooks: testing, CI, observability, performance, and deployment in production • Comfort with SQL and complex data modeling; familiarity with data warehouses and pipelines • Pragmatic, product-oriented approach—optimize for impact over novelty; complement existing systems rather than rebuild from scratch • Ability to design experiments, quantify improvements, and communicate trade-offs clearly Nice to Have • Experience with text-to-SQL systems, semantic layers, or BI/analytics workflows • Exposure to RAG frameworks, knowledge graphs, vector stores, and evaluation tooling • Prior work in analytics engineering or data engineering environments Success Looks Like • Measurable improvements in text-to-SQL accuracy across target datasets and partners • Reliable eval pipeline and regression suite running in CI to catch degradations • Clear architecture and documentation for context/agent systems that others can contribute to • Short feedback cycles with partners leading to fast, meaningful product wins Compensation & Benefits • Competitive Salary and Equity • Health Insurance: Medical (100% paid), dental, and vision benefits for you and your family • Generous PTO policy and paid parental leave • Fully upgraded Apple MacBook and 4K monitor (for engineering team only) • Home office stipend of $1,000 • Flexible work hours in a fully remote work environment • Fully sponsored individual coaching for all employees to help foster a culture of personal reflection and growth (optional but encouraged) #LI-REMOTE Apply tot his job Apply To this Job