Head of Engineering

Technology Strategy and Transformation Define and execute a multi-year technology roadmap that systematically modernizes PracticeMatch's legacy platform, prioritizing migrations and rewrites based on business value, risk, and continuity. Partner with product and business leadership to align engineering priorities with PracticeMatch's competitive strategy and customer outcomes. Establish a pragmatic, phased approach to system transformation — maintaining product stability and customer commitments while executing toward a modern, maintainable architecture. Evaluate and recommend modern technology choices (languages, frameworks, cloud infrastructure, data platforms) that position PracticeMatch for long-term scalability. Champion the responsible adoption of agentic AI across the engineering lifecycle — from planning, design, and development through testing, deployment, and production operations — ensuring engineers build the review discipline and repository context that make AI-assisted work reliable. Engineering Leadership and Team Development Lead, manage, and develop the PracticeMatch engineering team, including direct and indirect reports across software engineering and QA functions. Build and sustain a culture of engineering excellence: clear standards for code quality, security, documentation, peer review, and test automation. Attract, recruit, and retain strong engineering talent; build career paths and development plans that grow engineers at every level. Conduct regular