230K–350K USD / year
Director of Engineering - Kalepa for Underwriting
Engineering managerRemote — US, Canada
Published on 2026-10-28
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About this role
Lead and grow the engineering organization for Kalepa’s underwriting platform, which supports human underwriters and orchestrates AI underwriting workflows. Set technical strategy and architecture, and build engineering practices that deliver reliable, high-quality software with measurable customer and business impact.
About the company
Kalepa builds AI systems for insurers that help automate underwriting, risk analysis, and related insurance workflows. It serves carriers, MGAs, and brokers looking to speed up submission processing and decision-making.
The team
Kalepa for Underwriting engineering team
Stack
PythonReactPostgreSQLAWSLambdaEC2
What you'll do
- Hire, develop, and retain engineers while building managers and technical leads.
- Set the platform’s architectural roadmap and technical strategy.
- Establish engineering standards and cross-functional delivery practices.
- Partner with executive, product, and go-to-market leaders to align technology with business goals.
- Use metrics to improve delivery, quality, reliability, and cost.
- Explore how AI agents can work alongside engineers while maintaining quality and reliability.
- Balance speed, quality, and scope, and own delivery outcomes.
What we're looking for
- 10+ years of software engineering experience.
- At least 3 years of full-time engineering people management experience.
- Experience driving large-scale engineering initiatives and aligning technical strategy with company objectives.
- Strong recruiting and team-building ability.
- Deep expertise in architecture, system design, distributed systems, and scalable infrastructure.
- Experience scaling platforms using serverless technologies, asynchronous workflows, and modern cloud environments.
- Experience making delivery tradeoffs and applying metrics-driven engineering practices.
Nice to have
- Experience in insurance, financial services, or another data-heavy regulated industry.
- Production experience with LLM-based or agentic systems.
- Experience with Python, React, PostgreSQL, and AWS.
- Experience leading distributed, multi-time-zone teams.
- Experience scaling an engineering organization through rapid growth.
Benefits
- Significant equity options package
- 20 days of PTO per year
- Global team offsites
- Healthy living or gym stipend
- Mobile phone bill stipend
- Continuing education credits
- For US employees: medical, vision, and dental coverage for individuals and families, and a 401(k) plan with employer contribution