Staff Quality Engineer – Exploratory Test Lead

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Bestow

51 - 200 employees

Founded 2017

💼 Consulting

🏥 Healthcare

💳 Fintech

Consulting • Healthcare • Fintech

Bestow is a leading life insurance SaaS platform provider that offers innovative technology solutions for life and annuity insurance carriers. By providing tools such as digital applications, customizable underwriting engines, and comprehensive customer portals, Bestow helps streamline the entire insurance process from quoting to policy administration. The company focuses on enhancing the speed and efficiency of insurance operations, enabling carriers to launch new products swiftly and optimize their customer service capabilities.

📋 Description

• Embed with Labs/R&D during invention and specification to model products, capture risks, and identify questions before coding • Design and execute chartered, time-boxed exploratory testing sessions and lead structured debriefs • Investigate critical failure modes involving multi-tenant isolation, configuration interaction, concurrency, lifecycle transitions, integration timing, observability, and long-horizon policy behavior • Model risk using the Heuristic Test Strategy Model and maintain a living risk catalogue • Report bugs, risks, questions about intent, and obstacles to testing • Maintain coverage and testability maps • Practice bug advocacy and drive important findings toward resolution • Partner with Product, Labs, and Engineering in Example Mapping and Specification-by-Example workshops • Analyze and advocate for system testability, observability, controllability, and trustworthy test oracles • Identify gaps in automated checks and route improvements to automation and specification-test backlogs • Build tools for data generation, state manipulation, comparison, log and trace mining, high-volume testing, and oracle construction • Investigate AI-generated code, tests, and agentic workflow output • Help teams interpret dashboards and automated-check results accurately • Coach Quality Engineers, SDETs, engineers, and product managers • Produce the testing story supporting release and Labs-to-Engineering transition decisions • Contribute evidence and risk narratives to release readiness, promotion gates, rollback validation, and canary strategy • Supply failure hypotheses to performance, resilience, accessibility, security, and chaos-testing efforts • Strengthen testing records for regulators and auditors and escalate compliance findings

🎯 Requirements

• 10+ years of demonstrated experience with progressively increasing responsibility in software testing and test automation • Serious testing practice focused on investigating products, not only verification • Fluency in modeling, model-based coverage, oracles, heuristics, chartering, note-taking, test framing, safety language, and bug advocacy • Rapid Software Testing, BBST, or equivalent grounding is valued but not stated as required • Deep risk-analysis ability to produce plausible, specific, and arguable failure stories • Experience with decision logic and configuration-driven behavior, including rules engines, eligibility or underwriting logic, pricing or calculation engines, and multi-tenant configuration variation • Track record of finding issues missed by green automated suites and explaining the investigation • Experience building an organizational testing capability as a consultant, coach, or practice lead • Exceptional written communication for engineers, executives, auditors, and regulators • Influence without formal authority and ability to deliver unwelcome findings constructively • Comfort with agentic AI coding tools such as Claude Code, Cursor, and Copilot • Must reside in the contiguous 48 United States • Must address U.S. employment eligibility and visa sponsorship requirements • Willingness to demonstrate work through session notes, a bug report, or a test strategy

🏖️ Benefits

• Competitive salary • Equity • Flexible paid time off • Parental leave programs • 100% paid-premium option for medical, dental, and vision insurance • Lifestyle stipend supporting physical, emotional, and financial wellbeing • Flexible work-from-home policy • Remote and WFH options • Optional access to a state-of-the-art office in Dallas’ Deep Ellum • Substantial growth opportunities • Coaching, paired sessions, debriefs, and professional development through enablement

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