Head of QA

About Winona:

Winona is one of the leading telemedicine companies providing HRT for women in menopause. We’ve built all of our technology in house including an EHR, patient care admin system, patient portal, website, marketing technology etc. Winona has two compounding pharmacies and a team of in house physicians providing world-class care via a fully vertically integrated business model.

Responsibilities

• Lead the QA Strategy: Define, implement, and continuously refine the testing strategy across projects — including automation, manual testing standards, and CI/CD quality gates.

• Mentor and Guide the Team: Provide technical guidance, code reviews, and mentorship to QA engineers. Promote best practices in automation, clean code, and test design.

• Drive Test Automation Excellence: Design and maintain robust and scalable automated tests for our web applications using WebdriverIO and TypeScript/JavaScript.

• Evolve the Framework: Own the architecture of our automation framework (Page Object Model, utilities, shared components) to ensure maintainability and scalability.

• Ensure Test Reliability: Anticipate complex scenarios (iFrames, multi-window sessions, async flows) and build resilient strategies to reduce test flakiness.

• Integrate Testing Across the Stack: Build and integrate API tests (using Axios/node-fetch) into WebdriverIO for full end-to-end coverage.

• Champion Quality in CI/CD: Integrate automated tests into our CI/CD pipelines (GitHub Actions, Jenkins, or GitLab CI), monitor quality metrics, and enforce release readiness standards.

• Collaborate Across Teams: Partner with engineering managers, developers, and product managers in an Agile environment to embed quality throughout the development lifecycle.

• Evaluate and Innovate: Stay up to date with emerging QA tools and methodologies and proactively recommend improvements to enhance test efficiency and product quality.

Requirements

• 5+ years of experience in software testing and automation, including 2+ years in a leadership or mentoring capacity.

• Strong proficiency in JavaScript/TypeScript, with a deep understanding of async/await, Promises, and modern ES features.

• Hands-on expertise with JS-based test automation frameworks (e.g., WebdriverIO, Playwright, Cypress) and strong understanding of framework configuration, services, and reporters.

• Proven experience architecting scalable test automation frameworks using the Page Object Model (POM) and reusable design principles.

• Experience integrating automation into CI/CD pipelines (GitHub Actions, Jenkins, GitLab CI).

• Strong understanding of API testing using tools such as Postman, REST Assured, or Axios within automated frameworks.

• Excellent leadership, communication, and collaboration skills, with the ability to influence engineering and product decisions around quality.

• A proactive mindset focused on continuous improvement and enabling teams to deliver high-quality software efficiently.

As full-time member of our team, you’ll enjoy:

• Flexible hours

• Work wherever you choose

• Fun and casual work environment

• Employee engagement activities and virtual gatherings

• We are a diverse, global team!

This company is affiliated for recruitment efforts. Each entity maintains operational independence, and no personal data is shared between them except as necessary for coordinated recruitment activities. Both teams are committed to protecting applicant privacy and ensuring a respectful, transparent hiring process.

Equal Employment Opportunity

Winona provides equal employment opportunities to all qualified individuals without regard to race, color, religion, sex, gender identity, sexual orientation, pregnancy, age, national origin, physical or mental disability, military or veteran status, genetic information, or any other protected classification. Equal employment opportunity extends to all aspects of employment including, but not limited to, recruitment, hiring, training, promotion, demotion, transfer, leaves of absence, and termination. Winona takes allegations of discrimination, harassment, and retaliation seriously and will promptly investigate such behaviors.