Applied AI Software Engineer

Who You Are

• You have extensive hands-on experience evaluating LLM-based systems, including multi-agent architectures and prompt-based pipelines.
• You are deeply familiar with foundation model APIs (OpenAI, Claude, Gemini, etc.) and how to systematically benchmark agent performance using those models in applied settings.
• You care about correctness and reproducibility and have built or contributed to frameworks for automated evals, annotation pipelines, and experiment tracking.
• You bring structure to ambiguity and know how to define “correctness” in complex, nuanced domains.
• You are comfortable collaborating across engineering, product, and clinical subject matter experts.
• You are not afraid of complexity and are energized by the rigor required in healthcare deployments.

What You’ll Do

• Design and execute large-scale evaluation plans for LLM-based agents performing clinical documentation, scheduling, billing, communications, and general workflow automation tasks.
• Build end-to-end test harnesses that validate model behavior under different configurations (prompt templates, context sources, tool availability, etc.).
• Partner with clinicians to define accurate expected outcomes (gold standard) for performance comparisons in domains of clinical consequence, and partner with other subject matter experts in other non-clinical domains.
• Run and replicate experiments across multiple models, parameters, and interaction types to determine optimal configurations.
• Deploy and maintain ongoing sampling for post-deployment governance of agent fleets.
• Analyze results and summarize tradeoffs in clarity for product and engineering stakeholders, as well as for technical stakeholders among our customers and the broader market.
• Take ownership over internal eval tooling and infrastructure, ensuring speed, rigor, and reproducibility.
• Identify and recommend candidates for reinforcement fine-tuning or retrieval augmentation based on gaps identified in evals.

What Success Looks Like at 90 Days

• An expanded set of robust evaluation suites exists for all major AI features currently in development and in production.
• We have well-defined correctness criteria for each workflow and a reliable source of expert-determined outcome objects.
• Product and engineering teams have integrated your evaluation tools into their daily workflows.
• Evaluation results are clearly documented and reproducible, enabling trust in the performance trajectory.
• Your have effectively engaged your marketing counterparts to translate your work into key messages to the market and to Canvas customers.

Qualifications

• 5+ years of experience in applied machine learning or AI engineering, with a focus on evaluation and benchmarking.
• Proficiency with foundation model APIs and experience orchestrating complex agent behaviors via prompts or tools.
• Experience designing and running high-throughput evaluation pipelines, ideally including human-in-the-loop or expert-labeled benchmarks.
• Superlative Python engineering skills and familiarity with experiment management tools and data engineering toolsets in general including, yes, SQL and database management.
• Familiarity with clinical or healthcare data is a strong plus.
• Experience with reinforcement fine-tuning, model monitoring, or RLHF is a plus.
• Research shows that women and other minority groups might avoid applying if they don’t meet 100% of the qualifications. We encourage you to apply even if you don’t meet everything listed in the job posting.