[Hiring] Engineering Director @Bestow

Role Description

The Director of Engineering for Insurance Product Configuration & Enrollment Platform Core will be a highly technical, strategic engineering leader who is comfortable owning outcomes that span teams you manage and teams you do not. You are comfortable leading cross-team initiatives, even with teams who do not report to you. You understand distributed systems deeply, you can hold a firm line on quality in a regulated domain, and you are energized by building the managers and engineers on your team.

Qualifications

• Bachelor's degree or equivalent experience.
• 8+ years of professional software development experience.
• 5+ years of progressive engineering management experience, including managing managers.
• Proven ability to design, build, and operate distributed systems and microservices architectures at scale, including event-driven and event-sourced designs.
• Extensive experience with relational databases, particularly PostgreSQL, including schema design, data modeling, and query performance.
• Strong background in Golang and/or Python backend services, API design (gRPC, REST), and asynchronous messaging patterns.
• Strong advocate for agentic engineering, who has recently transformed at least one team to fully embrace agentic engineering.
• Deep expertise across the software development lifecycle — inception, design, planning, delivering, continuous delivery, release strategy, monitoring, and continuous improvement.
• Credible across adjacent boundaries you do not own.
• Ability to 'go deep' technically when it matters.
• Advocate for automated testing and test-driven development.
• Experience with cloud platforms, with a preference for Google Cloud Platform and Kubernetes.
• Ability to define and track key metrics, drive accountability across teams, and consistently meet committed dates and SLAs.
• Highly organized, with a demonstrated ability to manage competing priorities across multiple teams and partner commitments at once.
• Proven ability to attract, hire, mentor, and retain top-tier engineering talent.
• Excellent written and verbal communication.
• Life insurance, annuities, or other regulated-industry experience is a strong plus.

Requirements

• Define and drive the technical vision for your teams Core.
• Push configuration-driven repeatability over bespoke per-partner work.
• Provide architectural guidance and oversight across the configuration layer, the enrollment workflow engine, and the event-sourced domain services.
• Lead initiatives whose success depends on teams that do not report to you.
• Own the interfaces between your teams and the ones you depend on.
• Represent Bestow credibly with carrier partners, vendors, and other technology companies.
• Stay current with emerging technologies and evaluate honestly what belongs on our platform.
• Foster a culture of technical excellence, innovation, and continuous learning.
• Own your teams' delivery commitments to carrier partners.
• Head off requirements churn at the source.
• Own your organization's incident posture.
• Hold the principle that the team owning a service owns its operation.
• Ability to build a testing strategy that scales with the rules and configuration we ship.
• Champion data and metrics for technical decisions, system health, and the impact of engineering investment.
• Translate business requirements and partner roadmaps into clear technical strategies and staffing plans.

Benefits

• 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.
• Employee-led diversity, equity, and inclusion initiatives.