Senior Staff SDET, Customer Engineering

Hims & Hers • ,

17d • $180,000 - $225,000

About The Position

Hims & Hers is hiring a Senior Staff SDET to own quality architecture and engineering strategy for critical systems and lead the company’s application of AI across its testing and release pipeline. This hands-on senior technical leadership role will build shared frameworks, platforms, and agent-driven workflows used across engineering, define release-safety standards, and establish an AI-native approach to quality engineering.

The role includes setting long-term quality strategy, creating scalable automation and test infrastructure, and addressing systemic reliability risks. It also leads AI-assisted testing, including test generation, intelligent test selection, failure triage, self-healing automation, and AI-supported release decisions. For AI-powered product features, the role will develop evaluation suites, golden datasets, LLM-as-judge scoring, statistical methods, and tests for hallucination, safety, and response stability. The position remains hands-on in quality systems and automation code while influencing teams and engineering and product leadership.

The Senior Staff SDET will advance operational maturity through quality metrics, dashboards, release-confidence indicators, and post-incident analysis. The role also mentors senior technical staff, supports hiring and talent development, champions customer-centric quality decisions, and partners with Engineering and Product leadership on scalability and resilience. The position is remote/flexible according to the company’s stated talent-first flexible/remote work approach.

Requirements

• 10+ years of hands-on experience in quality engineering or SDET roles, including architecting quality strategy and automation platforms across multiple teams.
• Proven experience designing and scaling full-stack test automation frameworks across frontend web, mobile, and backend/API systems; examples include Playwright, Cypress, Selenium, Appium, and Postman or similar tools.
• Deep proficiency in one or more programming languages used to build and maintain shared automation frameworks and tooling, such as JavaScript, TypeScript, or Kotlin; ability to write production-quality code.
• Hands-on experience applying AI to testing, such as LLM-assisted test generation, agent-based workflows, intelligent test selection, or self-healing automation, with informed judgment about its benefits and limitations.
• Demonstrated ability to define quality architecture and standards that scale across many teams, including shared quality platforms and test infrastructure.
• Strong grasp of modern development and delivery practices, including agile/lean, DevOps, shift-left testing, and TDD.
• Experience embedding quality gates into CI/CD systems such as GitHub Actions, CircleCI, or Jenkins.
• Experience mentoring and developing senior quality engineers and senior technical leaders, with a record of raising the technical bar across a group or organization.
• Experience leading post-incident and root-cause analysis that drives architectural and process change.
• Excellent judgment in balancing short-term delivery with long-term system resilience and maintainability.
• Strong executive communication skills and ability to influence engineering and product leadership on quality strategy, risk, and investment.
• Experience with performance and load testing at scale.

Nice To Haves

• Familiarity with LLM observability and evaluation tooling such as Braintrust, Arize, MLflow, or LangSmith.
• Experience with cloud-based testing platforms and tools such as AWS Device Farm, Sauce Labs, or BrowserStack.
• Familiarity with e-commerce or healthcare platforms and quality-at-scale practices in regulated environments.
• Experience with internationalization and localization testing.
• Track record of building quality engineering communities of practice, such as through tech talks, katas, or lunch-and-learns.
• Published writing, talks, or open-source work on modern testing practice or AI in quality engineering.
• Experience building evaluation or testing infrastructure for LLM-based or ML-driven product features, such as evaluation harnesses, LLM-as-judge scoring, or regression testing for non-deterministic systems.

Responsibilities

• Own quality architecture and long-term quality strategy for critical systems and initiatives, aligned with business and product goals.
• Design shared quality platforms, automation frameworks, and test infrastructure adopted across multiple teams.
• Establish scalable quality patterns and guardrails, reducing duplicated, brittle, or low-signal testing through platform-level solutions.
• Anticipate systemic quality and reliability risks and drive preventative architectural solutions.
• Set the standard for quality engineering at scale.
• Define and drive AI-assisted testing strategy, including autonomous test generation, intelligent test selection, agent-based failure triage, and self-healing automation.
• Build guardrails for trustworthy AI-driven testing and distinguish real regressions from harmless implementation drift.
• Orchestrate AI agents in the CI/CD decision pipeline to convert test signals into release confidence.
• Own quality for AI-powered product features by designing evaluation suites, golden datasets, LLM-as-judge scorers, statistical approaches, and testing for hallucination, safety, and response stability.
• Establish methods for validating the behavioral correctness of AI-generated application code.
• Rigorously evaluate emerging AI testing tools and assess their limitations.
• Define quality metrics, dashboards, and release-confidence indicators, and lead post-incident analysis that informs architectural and process improvements.
• Produce technical artifacts such as quality architecture documents, automation frameworks, and test platforms while remaining hands-on in critical systems and code paths.
• Serve as accountable technical leader for strategic initiatives and manage reliability, scalability, and technical debt across teams.
• Mentor senior SDETs, quality engineers, and senior technical leaders, including helping them develop AI fluency.
• Establish hiring standards and contribute to coaching and talent development.
• Champion customer-centric quality decisions that reflect user needs and long-term product value.
• Partner with Engineering and Product leadership to incorporate scalability and resilience into roadmap planning.

Benefits

• Competitive salary and equity compensation for full-time roles.
• Unlimited PTO, company holidays, and quarterly mental health days.
• Comprehensive health benefits, including medical, dental, and vision coverage, and parental leave.
• Employee Stock Purchase Program (ESPP).
• 401(k) benefits with employer matching contribution.
• Offsite team retreats.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed