AI Operations Specialist

Health Note, Inc.; United States; Remote; USD 100,000 - 150,000; Full time

Benefits offered by this job

Health insurance

Dental insurance

Vision insurance

401(k) with company match

Flexible PTO

Job summary

Health Note is seeking an AI Operations Specialist to own customer AI implementations from discovery to launch and continuous optimization. You will configure and improve LLM-powered workflows, evaluate production behavior, troubleshoot issues, and collaborate with customers and internal teams to ensure reliable real-world results.

This hands-on, customer-facing IC role requires translating workflows into AI behavior, designing prompts, building evaluations, and guiding production

Qualifications

• Hands-on experience with LLM-powered products or workflows in production.
• Experience building evaluations to improve unreliable AI behavior.
• Strong technical troubleshooting skills for complex systems.
• Experience owning customer implementations from discovery through launch and optimization.
• Healthcare technology familiarity or conversational/voice AI is helpful but not required.

Responsibilities

• Own customer AI implementations from discovery through launch and ongoing optimization.
• Translate customer workflows and requirements into clear AI behavior, implementation plans, and testing criteria.
• Design and improve prompts and workflow logic for customer-facing AI agents.
• Build and run evaluations, test plans, and regression checks to improve reliability and consistency.
• Investigate production issues across prompts, workflows, integrations, data, APIs, and application behavior.
• Determine whether problems can be resolved directly or require product or engineering support, and upscale with clear evidence and reproduction steps.
• Facilitate customer testing and troubleshooting, and communicate status, risks, blockers, and required decisions clearly.
• Drive open issues to resolution across customers and internal teams, including when ownership or next steps are ambiguous.
• Use recurring customer and production issues to improve implementation practices and product behavior.

Skills

LLM workflows

Evaluation design

Troubleshooting

Customer implementations

Healthcare tech familiarity

Tools

APIs

Job description

AI Operations Specialist

Remote, U.S.

What This Role Is

We are looking for a hands-on AI Operations Specialist to own customer AI implementations from discovery through launch and ongoing optimization.

You will configure and improve LLM-powered workflows, evaluate production behavior, troubleshoot issues, and work directly with customers and internal teams to make sure implementations work reliably in the real world.

This is a customer-facing technical IC role. You should be comfortable moving between AI behavior, implementation details, customer workflows, and production troubleshooting.

What You’ll Do

• Own customer AI implementations from discovery through launch and ongoing optimization.

• Translate customer workflows and requirements into clear AI behavior, implementation plans, and testing criteria.

• Design and improve prompts and workflow logic for customer-facing AI agents.

• Build and run evaluations, test plans, and regression checks to improve reliability and consistency.

• Investigate production issues across prompts, workflows, integrations, data, APIs, and application behavior.

• Determine whether problems can be resolved directly or require product or engineering support, and upscale with clear evidence and reproduction steps.

• Facilitate customer testing and troubleshooting, and communicate status, risks, blockers, and required decisions clearly.

• Drive open issues to resolution across customers and internal teams, including when ownership or next steps are ambiguous.

• Use recurring customer and production issues to improve implementation practices and product behavior.

What You Bring

• Hands-on experience working with LLM-powered products or workflows in production.

• Experience building evaluations and improving unreliable or nondeterministic AI behavior.

• Strong technical troubleshooting skills and the ability to investigate complex systems without immediately handing problems to engineering.

• Experience owning customer implementations from discovery through launch and optimization, including working directly with customers throughout the process.

• Experience with healthcare technology and/or conversational or voice AI is helpful but not required.

Benefits

• Health, dental, and vision insurance

• 401(k) with company match

• Flexible PTO and company-paid holidays

• Fully remote work within US hours

• Company-provided laptop