Director of Quality Assurance / Quality Engineering

We are seeking a Director of Quality Assurance to lead the transformation of our QA organization into a modern, automation-first quality engineering function. This role will drive the strategy, execution and continuous improvement of testing practices across customer-facing and internal insurance platforms, ensuring high-quality, scalable, and reliable software delivery. The ideal candidate brings a strong track record of building and scaling test automation, improving engineering quality practices, and leading high-performing teams in an Agile environment.

Responsibilities

• Build, mentor, and lead a high-performing QA organization, including automation engineers and manual testers.
• Evolve team structure and skillsets to support increased automation and engineering maturity.
• Foster a culture of accountability, continuous learning, and quality ownership across teams.
• Communicate quality status, risks, and progress to executive leadership using clear metrics and insights.
• Define and execute a multi-year QA transformation strategy, shifting from manual-heavy testing to scalable, automation-first quality engineering practices.
• Establish a clear vision for quality across the SDLC, including test automation, shift-left testing, and continuous quality practices.
• Introduce and track quality metrics (e.g., defect escape rate, automation coverage etc) to drive data-informed decisions.
• Lead the design and implementation of robust test automation frameworks across UI, API, and backend systems.
• Champion modern testing practices, including CI/CD-integrated automation and test data management.
• Evaluate and implement tools and frameworks to improve automation scalability, reliability, and maintainability.
• Oversee test planning, execution, and release readiness for complex, customer-facing and internal applications.
• Ensure alignment between QA, engineering and product teams to deliver high-quality software on predictable timelines.
• Identify and mitigate risks related to quality, performance, and system reliability.
• Ensure quality practices support critical insurance workflows, including quoting, policy lifecycle, billing, and claims.

Qualifications

• 12+ years of experience in software quality assurance, with 5+ years in a leadership role managing QA or Quality Engineering teams.
• Proven track record of leading QA transformations, particularly moving from manual testing to scalable automation.
• Experience delivering quality for complex, customer-facing applications in Agile environments.
• Experience in insurance or financial services is strongly preferred.
• Deep expertise in test automation strategies, frameworks, and tools across UI, API, and backend layers.
• Hands-on experience with modern automation tools (e.g., Selenium, Cypress, Playwright, REST Assured, Karate, or similar).
• Strong understanding of CI/CD integration for automated.
• Familiarity with modern application architectures, including microservices, APIs, and event-driven systems.
• Proven ability to define and track KPIs to improve quality and delivery outcomes.
• Excellent communication and stakeholder management skills, with the ability to influence at all levels of the organization.

Perks and Benefits:

• 4 weeks accrued paid time off + 9 paid national holidays per year
• Free onsite gym at our Boston Location
• Tuition Reimbursement
• Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision)
• Robust health and wellness program and fitness reimbursements
• Auto and home insurance discounts
• Matching gift opportunities
• Annual 401(k) Employer Contribution (up to 7.5% of your base salary)
• Various Paid Family leave options including Paid Parental Leave
• Resources to promote Professional Development (LinkedIn Learning and licensure assistance)
• Convenient location directly across from South Station and Pre-Tax Commuter Benefits

The pay range for this position is $155,000 to $205,000 annually. Actual compensation will vary based on multiple factors, including employee kno