Director of Engineering - Kalepa for Underwriting

Role overview Lead the engineering organization responsible for a platform that helps insurers make underwriting decisions, either by supporting human underwriters or coordinating AI systems. You’ll shape the technical direction and team as the product grows, connecting engineering choices to customer outcomes and business goals.

Responsibilities - Hire, develop, and retain engineers; build the management and technical leadership capacity needed as the team expands. - Set the platform’s architecture and technical strategy, keeping the roadmap aligned with company objectives. - Establish engineering standards, planning practices, and cross-functional routines that support dependable delivery. - Work with product, executive, and commercial leaders to turn product goals into technical plans and measurable results. - Track delivery, quality, reliability, and cost, and use those measures to improve engineering operations. - Evaluate how AI agents can work alongside engineers while maintaining software quality and reliability; make accountable tradeoffs among speed, scope, and quality.

Requirements - At least 10 years of relevant software engineering experience, including 3 or more years in engineering leadership. - Deep technical experience across full-stack software development and architecture. - Experience growing engineering teams and developing managers or technical leads. - Ability to connect technical investment to product and business outcomes. - Strong judgment in balancing delivery speed, scope, quality, reliability, and cost.

Benefits and work setup - Full-time, primarily remote role open to candidates in the US or Canada; the organization also has employees across Europe. - Salary range varies by location: $260,000–$350,000 in New York and San Francisco, and $230,000–$350,000 elsewhere in the US and Canada. Final compensation depends on experience, interview performance, and location. - Listed benefits include a health and fitness stipend, phone stipend, continuing education credits, and an employer-contributed 401(k). US employees receive medical, vision, and dental coverage for individuals and families.