Head of Testing and Automation

Function; United States; On-site; USD 140,000 - 210,000; Full time

Benefits offered by this job

401k Match

Choose your own holidays

Health Insurance

Job summary

Function Health is seeking a hands-on engineering leader to build testing and automation systems that enable releasing software with confidence. You will set technical direction, craft reusable test infrastructure, and integrate CI/CD with product surfaces while leveraging AI to reduce repetitive work.

You will partner with Engineering and Product to define the testing roadmap, measure quality, and coach teams on dependable verification practices across code, data, and infrastructure.

Qualifications

• Experience building test automation and CI/CD integrations.
• Experience leading engineering teams.
• Experience with AI-assisted testing and agents.
• Proven ability to design reliable verification systems.

Responsibilities

• Define testing and automation roadmap with Engineering and Product.
• Build reusable test infrastructure, repeatable environments, test data, and CI/CD integrations.
• Develop AI-assisted test creation, exploration, maintenance, and failure investigation; evaluate computer-use agents where they fit.
• Establish meaningful assertions, reproducible failure evidence, and release criteria that independently check agent output.
• Measure escaped defects, flaky tests, verification time, false alarms, and maintenance effort; help teams adopt the system through implementation, documentation, and coaching.

Skills

Automation engineering

Playwright automation

AI evaluation

Quality infrastructure

LLMs/Agents

Tools

Playwright

Job description

• Function Health is looking for a hands-on engineering leader to build the testing and automation systems that help us release software with confidence. You will set technical direction and build practical systems that verify product behavior, identify regressions, and use AI to reduce repetitive testing work. You will combine conventional test infrastructure with AI-assisted approaches where they improve reliability and efficiency, supported by independently verifiable evidence and clear human oversight
• Define the testing and automation roadmap with Engineering and Product, starting with priority workflows and release risks
• Build reusable test infrastructure, repeatable environments, test data, and CI/CD integration across the agreed product surfaces
• Develop AI-assisted test creation, exploration, maintenance, and failure investigation; evaluate computer-use agents where they fit
• Establish meaningful assertions, reproducible failure evidence, and release criteria that independently check agent output
• Measure escaped defects, flaky tests, verification time, false alarms, and maintenance effort; help teams adopt the system through implementation, documentation, and coaching

Benefits

• 401k Match
• Choose your own holidays
• Health Insurance

Experience with browser or computer-use agents, Playwright or similar automation, AI evaluation, and sensitive-data productsStrong software engineering and hands-on ownership of automation, quality infrastructure, developer tooling, or comparable systemsExperience making verification reliable in a delivery pipeline and debugging failures across code, data, and infrastructureTechnical leadership across teams, with clear judgment about quality, delivery, and adoption tradeoffsPractical experience building with LLMs or agents and evaluating their outputs