AI-Native Quality Engineer at Bestow

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 [Upgrade to PRO to see link] ABOUT THE TEAM We are hiring an AI-Native Quality Engineer to help establish the future of our software validation and verification capabilities in the age of AI. This role is designed for an early-career engineer with strong experience in artificial intelligence, machine learning workflows, or modern automation tooling who wants to apply those skills to one of the hardest unsolved problems in all of software engineering: turning product intent into trustworthy, testable, verifiable system behavior. You will work at the intersection of application engineering, product development, and applied AI to help translate ideas into structured specifications, executable examples, and scalable validation systems. Along the way, you will learn modern Quality Engineering disciplines such as Definition of Ready, Example Mapping, Specification by Example, and behavior-focused acceptance criteria – while helping us explore how AI can transform those practices. This role is a discipline-building apprenticeship with meaningful technical ownership from day one and mentorship from senior engineering leaders shaping next-generation specification-driven delivery systems. WHAT YOU’LL DO Software teams now build faster than ever–but confidence still depends on how clearly behavior is defined, validated, and verified. We are investing in a new generation of engineers who can combine: - AI-native thinking - structured system reasoning - specification clarity - automation fluency - validation and verification disciplines to help modernize how software organizations measure correctness and readiness. You will help shape the future here. Automation & Verification Engineering (~30%) - Contribute to API verification using REST testing tools and schema-based checks - Help translate structured examples into executable verification artifacts - Support UI and integration automation aligned with documented behavior - Assist with test data setup and environment readiness - Contribute to CI/CD verification workflows - Analyze unexpected behavior discovered during automated execution - Improve signal quality from automated feedback loops Specification & Behavioral Clarity (~30%) - Support structured refinement activities that make software behavior explicit before implementation begins - Participate in Example Mapping and specification workshops with engineers and product managers - Translate feature ideas into structured scenarios and acceptance criteria - Capture assumptions, edge cases, and behavioral expectations early in development - Help create reusable specification templates and example libraries - Apply AI-assisted workflows to improve requirements clarity and consistency - Identify ambiguity before it becomes rework AI-Enabled Quality Engineering Exploration (~40%) - Prototype AI-assisted approaches to specification generation - Experiment with prompt-driven verification workflows - Explore semantic regression detection techniques - Evaluate machine-interpretable documentation strategies - Integrate AI-assisted tooling into requirements and specifications, test generation, maintenance, failure analysis, and reporting workflows - Help identify innovative opportunities to improve engineering confidence using modern AI tooling WHO YOU ARE - Recent college graduate or early career experience in software engineering, AI/ML workflows, or applied automation - Strong proficiency in Python, JavaScript/TypeScript, or another modern programming language - Hands-on experience working with APIs or modern web systems - Demonstrated interest in artificial intelligence, prompt engineering, or evaluation workflows - Ability to reason about system behavior through structured examples - Strong written communication skills - Curiosity about how complex systems behave under changing conditions - Interest in learning modern validation and verification disciplines Preferred Experience - LLM experimentation or prompt engineering - Evaluation harnesses or benchmarking workflows - JSON schema or OpenAPI - Test automation frameworks - CI/CD pipelines - Containerized environments - Semantic search or embeddings workflows - Agent pipelines or structured output systems - Behavior-driven development practices - Preference for candidates that submit a link to their GitHub Repository WHY THIS ROLE IS UNIQUE - You will help establish the future of our software validation and verification capabilities in the age of AI. - You will work on real product behavior – not synthetic exercises. - You will collaborate directly with senior engineers to shape next-generation Quality Engineering practices. - You will help explore how artificial intelligence changes the way software correctness is defined and measured. - You will grow into a rare engineering discipline at the intersection of AI and other disciplines: - specifications - automation - systems behavior - verification science TOTAL REWARDS 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 Recent Employer Awards include: - Best Place for Working Parents 2023 + 2024 + 2025 - Great Place to Work Certified, 2022 + 2023 + 2024 + 2025 - Built In Best Places to Work, 2022 + 2023 + 2025 - Fortune’s Best Workplaces in Texas 2022 + 2023 - Fortune’s Best Workplaces in Financial Services and Insurance 2022 + 2023 + 2024 We value diversity at Bestow. The company will hire, recruit, 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 job at Bestow!