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Head of Engineering

Location: Remote
Compensation: To Be Discussed
Reviewed: Mon, Oct 12, 2026
This job expires in: 30 days

Job Summary

Leading the modernization of PracticeMatch's engineering efforts, the full-time Head of Engineering will oversee the transition from ColdFusion and SQL Server to TypeScript and Python in a fully remote role, while managing the engineering and QA team and ensuring the delivery of reliable software solutions.

Key responsibilities
  • Set the architecture and phased migration path for modernization, ensuring safe change through test automation and CI/CD
  • Collaborate with the Head of Product to provide accurate delivery forecasts and implement small, frequent releases
  • Actively participate in coding, architecture design, and team development, fostering a culture of continuous improvement and leveraging AI in the development process
Required qualifications
  • Bachelor's degree in Computer Science, Software Engineering, or a related technical field, or equivalent experience
  • 12+ years of progressive software engineering experience, with at least 5 years in engineering leadership roles
  • Demonstrated experience in leading legacy system modernization or technology platform migration efforts
  • Expert-level understanding of web application architecture and modern web technologies, including cloud infrastructure
  • Proven ability to recruit and develop engineering talent at multiple levels

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