Director of Engineering

Role overview Lead the day-to-day work and long-term development of an engineering organization of roughly 60 people, guiding delivery, team health, manager development, staffing, and technical direction. You’ll partner with product leaders and the Head of Engineering, while shaping how AI is applied both in customer-facing products and across software development.

Responsibilities - Lead and coach seven engineering managers, setting a consistent management cadence and supporting staffing, performance, and organizational design decisions. - Own engineering delivery and act as the first escalation point for cross-team execution, dependencies, and resourcing issues. - Improve the use of delivery, cycle-time, and reliability measures so teams can identify problems and make measurable improvements. - Assess current AI use and bring AI or agent-based initiatives into production with clear standards for evaluation, security, cost, and reliability. - Set technical priorities and allocate capacity across product work, architecture, platform improvements, reliability, developer productivity, and technical debt. - Work closely with product leadership to surface risks and align engineering plans with business priorities.

Requirements - 12+ years in software engineering, including at least five years in engineering leadership and three years leading managers or technical leaders. - Experience leading a 30–60-person engineering organization through multiple managers. - Track record of developing managers and making hands-on decisions about hiring, performance, staffing, and organization design. - Experience creating useful engineering metrics, such as DORA, cycle-time, or reliability measures, and using them to change team practices. - Shipped AI or agentic systems in a product or software development workflow, with attention to evaluation, observability, security, cost, and return on investment. - Strong judgment in system design, architecture, engineering practices, and balancing product delivery with platform investment.

Nice to have - Experience in healthcare technology or vertical SaaS. - Experience at a product company during a period of significant growth.

Benefits and work setup - Remote-first team and a senior engineering leadership role with broad ownership of delivery, people, and technical strategy. - Competitive salary and stock, plus health, dental, and vision coverage.