Engineering Director

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 uses E-Verify to confirm the employment eligibility of all newly hired employees. To learn more about E-Verify, including your rights and responsibilities, please visit E-Verify.gov .
ABOUT THE TEAM
The Engineering team is the core of Bestow, driving all technology for our SaaS platform that empowers insurance carriers. We build and operate the systems that serve our enterprise carrier partners across the entire lifecycle of a life insurance policy, our consumers, and our employees. Within Bestow Engineering, our major functional teams are product engineering, infrastructure engineering, IT, data and analytics, and technical program management. Engineering partners closely with Product Management, Experience Design, and Delivery Management to define and prioritize the roadmap and to hold our commitments to carrier partners and to the business.
Our primary technologies are a microservices architecture in Golang, Python, and TypeScript on PostgreSQL, integrated over gRPC, REST, and asynchronous messaging, with event sourcing in our configuration and domain layers. We deploy and operate on Kubernetes in Google Cloud Platform.
This role reports to the VP of Engineering, manages a group of Engineering Managers, and is open to Remote (US).
WHO YOU ARE
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.
- Bachelor's degree or equivalent experience.

- 8+ years of professional software development experience.

- 5+ years of progressive engineering management experience, including managing managers. You will lead 2–3 Engineering Managers and roughly 20–30 engineers across multiple teams.

- 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. You can reason about the frontend composition layer, data platform, and infrastructure well enough to ne