Head of Testing and Automation

Location: US - Remote

Department: Engineering

Location Type: REMOTE

Employment Type: FULL_TIME

Company Overview:

Role:

Key Responsibilities:

• 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.

Qualifications/Skills:

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

To be a strong fit, you also need:

• Ruthless Prioritization:
  • We don’t let perfect get in the way of progress.
  • We move quickly to drive value, not perfection.
  • We prioritize what drives impact.
  • We never compromise on standards of excellence.
• Member-First, Always:
  • We design and deliver like we’re caring for someone we love.
  • We create calendar, actionable, human experience.
  • We prioritize responsiveness, peace of mind, and outcomes.
  • We empower members with truth, clarity, and care.
• One Team, Moving Fast:
  • We are aligned in purpose, prioritization, and speed.
  • We gather diverse perspectives to make informed decisions.
  • We clear paths for each other and move fast together.
  • We communicate clearly and respectfully, rallying around shared goals.
• Radical Ownership, Relentless Execution:
  • We don’t just ship– we own outcomes and drive results.
  • We act with urgency and precision
  • We anticipate, initiate, and follow through.
  • We meet challenges with grit and pragmatism.
  • We embrace new tech to deliver better outcomes.
• Mission Over Ego:
  • We are ruthlessly aligned to our mission - and leave ego at the door.
  • We disagree and commit.
  • We don't tolerate politics or withholding information.
  • We operate with honesty, transparency, and respect.
• Sustained Integrity in Every Detail:
  • We earn trust by obsessing over accuracy, quality, and clarity in everything we do.
  • We prioritize clinical precision - data must be right.
  • We sweat the details because outcomes depend on them.

Why You'll Love Working With Us:

Important Notice: Legitimate communication from the Function Health team will always come from an email address ending in @functionhealth.com. Function Health will never request personal information such as banking details or payment during the hiring process. Please be cautious of communications or job offers that come from other email domains, instant messaging platforms, or unsolicited calls. If you ever have doubts about the legitimacy of a communication, please reach out to us directly at talent@functionhealth.com.