About Health Note

Health Note builds AI-powered automation for how care begins, starting with the phone call. Our platform handles patient access workflows such as scheduling, intake, and routing through voice-first systems that integrate directly into EHRs. We work with healthcare organizations where call volume is high, staffing is expensive, and reliability matters because these systems run all day, every day.

Our fastest-growing product is AI Voice Scheduling. Clinics adopt it because traditional call centers and online scheduling tools fail under real-world complexity, and manual front-desk workflows do not scale.

What This Role Is

This role exists to make our AI workflows cheaper, more reliable, and more repeatable in production.

You will spend most of your time improving real, live AI behavior: testing and refining prompts, identifying breaking points, validating fixes, and reducing operational drag as volume scales. You will also work directly with customers when necessary to diagnose issues and translate real-world behavior into concrete system improvements.

This is not a research role and not a customer success role. It sits between product, engineering, and customer operations, with a heavy bias toward execution and quality.

Expected time split over time:

• Approximately 70 percent heads-down execution

• Approximately 30 percent customer-facing troubleshooting and optimization

What You’ll Do

• Own prompt optimization for core AI workflows, with a focus on reliability, efficiency, and repeatability in production.

• Identify breaking points using LLM observability, logs, and live behavior; test fixes and validate impact.

• Reduce token usage and operational cost through disciplined iteration and evaluation.

• Diagnose issues across the stack by reviewing configurations and application behavior; read code as needed and escalate clearly to engineering.

• Lead targeted customer troubleshooting and optimization sessions to translate real-world issues into system improvements.

• Document AI behavior, workflows, and operational best practices so fixes stick.

What You Bring

• 2 to 5 years in a technical, product, or operations role in a fast-moving environment.

• Hands-on experience improving automated or AI-driven workflows in production.

• Strong instincts for quality, edge cases, and common failures in customer-facing systems.

• Comfort reading code in Python and/or JavaScript TypeScript to understand behavior and diagnose issues.

• Practical experience working with APIs and integrations.

• Ability to run clear troubleshooting conversations and turn ambiguity into concrete next steps.

Nice to Have

• Experience with LLM observability or evaluation platforms such as Langfuse.

• Familiarity with healthcare interoperability or patient access workflows.

• Experience with customer support platforms such as Intercom.

• Experience validating analytics or dashboards using tools like BigQuery or Looker.

Compensation

• Health, dental, and vision insurance

• 401k with company match

• Flexible PTO and company-paid holidays

• Paid parental leave

• Fully remote work within the U.S.

• Company-provided laptop