Director of Quality Assurance

ABOUT BESTOW

Life insurance is one of the world's most important products. It's also one of the hardest to build, distribute, and modernize. Bestow exists to change that.

Bestow is a leading vertical technology platform serving some of the largest and most innovative life insurers. Our platform unifies the fragmented, legacy value chain, enabling carriers to launch products in weeks instead of years. Carriers choose us to scale and operate at unprecedented speed, powered by AI and automation.

Bestow isn't selling policies. We're building the infrastructure that helps an entire industry move faster, reach more people, and deliver on its promise.

Backed by leading investors (Goldman Sachs, Hedosophia, NEA, Valar, 8VC) and trusted by major carriers, Bestow is powered by a team that moves with precision, purpose, and heart. If you want to help reimagine a centuries-old industry with lasting impact, join us.

Bestow offers flexible remote/hybrid work, meaningful benefits, equity, and substantial growth opportunities.

Bestow participates in the E-Verify Program.

ABOUT THE TEAM

The Engineering Team is responsible for all technology at Bestow and the Bestow Platform. We serve employees, consumers, and enterprise customers. Engineering works closely with product management and design to define and prioritize the product roadmap.

We're seeking an experienced Director of Quality Assurance to lead our QA strategy and build a world-class program. Reporting to the CTO, you'll be responsible for establishing QA processes, leading a high-performing team, and ensuring our insurance software solutions are reliable, secure, and compliant with industry regulations. This role requires both strategic vision and hands-on technical expertise in a fast-paced startup environment.

The position requires expertise in the use of best-in-class tools and processes, especially AI-enabled testing tools. Candidates must have experience in managing testing programs in a complex environment including frequent deployments, independently released components, feature flagging, and distributed systems.

WHAT YOU’LL DO

Strategic Leadership

• Develop and execute comprehensive QA strategy aligned with business objectives and product roadmap

• Build and scale the QA organization, including hiring, training, and mentoring QA engineers and analysts

• Establish quality metrics, KPIs, and reporting frameworks to measure and communicate quality outcomes

• Collaborate with product, engineering, and compliance teams to integrate quality throughout the development lifecycle

• Drive continuous improvement initiatives to enhance testing efficiency and effectiveness

Technical Excellence

• Design and implement automated testing frameworks for web applications, APIs, and integrations

• Oversee test planning, execution, and reporting for complex insurance workflows and business logic

• Ensure comprehensive testing of data accuracy and performance across all product features

• Lead efforts to implement shift-left testing practices and quality gates in CI/CD pipelines

• Stay current with QA tools, methodologies, and best practices in SaaS and insurtech domains including the latest applications of AI in testing

Compliance & Risk Management

• Collaborate with security and compliance teams to validate data protection, privacy controls, and compliance requirements e.g. SOC 1, SOC 2, GDPR, state insurance regulations

• Develop testing strategies for regulatory reporting and audit requirements

• Manage risk assessment and mitigation strategies related to product quality

Collaboration, Internal & External

• Partner with Product Management to define acceptance criteria and quality standards

• Work closely with Engineering teams to establish testing requirements and review processes

• Coordinate with Customer Success and Support teams to address quality-related customer issues

• Communicate quality status and risks to executive leadership and stakeholders

• Present testing strategy and plans to customers

• Collaborate with customers’ testing teams for integration testing and support of customers’ internal testing

WHO YOU ARE

• 8+ years of software QA experience with 3+ years in management/leadership roles

• Experience with SaaS products and agile development processes

• Hands-on expertise in test automation (Playwright, Cypre