Director of Quality Assurance

Bestow is a leading insurance technology platform serving some of the world's largest and most innovative life insurers. We are on a mission to increase financial stability for everyone. Bestow is a team of mission-driven, results-oriented individuals. We offer all employees a remote (contiguous 48 only)/hybrid workplace, meaningful benefits, substantial growth opportunities, and equity.

Bestow participates in the E-Verify Program.

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.

• 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

• 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

• 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

• 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

• 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, Cypress, or similar)

• Experience with API testing, performance testing, and CI/CD integration

• Knowledge of cloud platforms (GCP, AWS) and engineering process tools (JIRA, Confluence, TestRail)

• Understanding of compliance requirements (SOC 2, GDPR) and security testing

• Strong leadership skills with ability to build and mentor technical teams

• Excellent communication skills and ability to manage multiple projects

• Bachelor's degree in Computer Science, Engineering, or equivalent experience

• Experience in insurance, financial services, or regulated industries

• Advanced automation and performance testing tools experience

• Linux systems and database testing experience

• QA certification (ISTQB, CSTE) or startup/scale-up experience

• Experience building QA metrics dashboards and reporting systems

At Bestow, we’re proud to be awarded for our team members, innovative products, and culture. Our standard benefits include:

• Competitive salary and equity based on role

• Policies and managers that support work/life balance, like our flexible paid time off and parental leave programs 

• 100% paid-premium option for medical, dental, and vision insurance

• Lifestyle stipend to support your physical, emotional, and financial wellbeing

• Flexible work-from-home policy and open to remote

• Remote and WFH options, as well as a beautiful, state-of-the-art office in Dallas’ Deep Ellum, for those who prefer an office setting

• Employee-led diversity, equity, and inclusion initiatives

We're proud to be recognized as a top employer, consistently earning accolades for our exceptional workplace culture and commitment to our employees.

• We've been recognized year after year by Great Place to Work, Built In Best Places to Work, and Fortune's Best Workplaces in Texas (2022-2025).

• We've been named one of Fortune’s Best Workplaces in Financial Services and Insurance (2022-2024), a CNBC and Statista World's Top Insurtech Company (2024), and one of The Financial Technology Report's Top Insurtech Companies (2024-2025).

• We're honored to be recognized as a Best Place for Working Parents for three consecutive years (2023-2025).

We value diversity at Bestow. The company will recruit, hire, and promote regardless of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, pregnancy or maternity, veteran status, or any other status protected by applicable law. We understand the importance of creating a safe and comfortable work environment and encourage individualism and authenticity in every team member. 

Thanks for considering a career at Bestow!

Compensation Range: $215K - $240K