Head of Software Engineering (Remote)

Head of Software Engineering (Remote)

08 Jul 2026
Pennsylvania, Fortwashington, 19034 Fortwashington USA

Head of Software Engineering (Remote)

Technology Strategy and TransformationDefine and execute a multi-year technology roadmap that systematically modernizes PracticeMatch's legacy ColdFusion and SQL Server 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 DevelopmentLead, 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 performance conversations; provide direct, constructive feedback; and address performance issues promptly and fairly in partnership with HR.Foster psychological safety and a team environment where engineers can raise concerns, propose improvements, and learn from failure.Engineering Execution and DeliveryOwn engineering delivery — ensuring that projects are scoped well, executed reliably, and completed to a standard of quality the team can stand behind.Maintain and improve the engineering systems — CI/CD pipelines, automated testing, deployment infrastructure, quality gates, and observability — that allow the team to ship confidently.Troubleshoot complex production incidents; drive root cause analysis and durable fixes.Implement and refine the repository context, conventions, and executable plans that support effective agentic coding with tools such as Claude Code and Codex.Identify engineering work that can move to AI-assisted or automated workflows, keeping human review in place where it protects quality, accuracy, and compliance.Cross-Functional Partnership and CommunicationServe as the primary technology partner to PracticeMatch's business and product leadership, translating technical considerations into business terms and business priorities into engineering plans.Collaborate with M3 USA's broader technology leadership and other business unit CTOs on shared infrastructure, platforms, and standards.Communicate architecture decisions, transformation progress, and engineering health clearly to senior leadership, including the M3 USA CEO and CHRO.Partner with HR on workforce planning, organizational design, compensation benchmarking, and talent strategy for the engineering team.

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