Head of Software Engineering

This is a fully remote position, open to applicants in Pennsylvania, +1 more state.

📋 Description

• Develop and implement a long-term technology roadmap that systematically upgrades PracticeMatch's legacy platform, focusing on migrations and rewrites based on business value, risk, and continuity.

• Collaborate with product and business leadership to ensure engineering priorities are aligned with PracticeMatch's competitive strategy and customer outcomes.

• Create a practical, phased approach to system transformation — ensuring product stability and customer commitments while progressing towards a modern, maintainable architecture.

• Assess and suggest modern technology options (languages, frameworks, cloud infrastructure, data platforms) that prepare PracticeMatch for long-term scalability.

• Advocate for the responsible integration of agentic AI throughout the engineering lifecycle — from planning, design, and development to testing, deployment, and production operations — ensuring engineers develop the review discipline and repository context that render AI-assisted work reliable.

• Lead, manage, and nurture the PracticeMatch engineering team, encompassing both direct and indirect reports across software engineering and QA functions.

• Cultivate a culture of engineering excellence: establish clear standards for code quality, security, documentation, peer review, and test automation.

• Attract, recruit, and retain top engineering talent; create career paths and development plans that foster growth for engineers at all levels.

• Conduct regular performance discussions; deliver direct, constructive feedback; and address performance issues promptly and fairly in collaboration with HR.

• Promote psychological safety and a team environment where engineers can voice concerns, suggest improvements, and learn from failures.

• Take ownership of engineering delivery — ensuring projects are well-defined, executed reliably, and completed to a quality standard that the team can endorse.

• Maintain and enhance engineering systems — CI/CD pipelines, automated testing, deployment infrastructure, quality gates, and observability — that empower the team to deliver confidently.

• Diagnose complex production incidents; lead root cause analysis and implement lasting solutions.

• Establish and refine the repository context, conventions, and executable plans that facilitate effective agentic coding using tools like Claude Code and Codex.

• Identify engineering tasks that can transition to AI-assisted or automated workflows, ensuring human review remains where it safeguards quality, accuracy, and compliance.

• Act as the primary technology partner for PracticeMatch's business and product leadership, translating technical considerations into business terms and vice versa.

• Collaborate with M3 USA's broader technology leadership and other business unit CTOs on shared infrastructure, platforms, and standards.

• Clearly communicate architecture decisions, transformation progress, and engineering health to senior leadership, including the M3 USA CEO and CHRO.

• Work with HR on workforce planning, organizational design, compensation benchmarking, and talent strategy for the engineering team.

⛳️ Requirements

• Bachelor's degree in Computer Science, Software Engineering, or a related technical field, or equivalent experience.

• Active participation in M3 USA's AI training and upskilling initiatives; proven adoption of agentic coding tools.

• Over 12 years of progressive software engineering experience, including substantial time in a hands-on technical role.

• More than 5 years of engineering leadership experience, including direct management of engineering teams.

• Proven experience in leading legacy system modernization or technology platform migration projects.

• Experience in a SaaS, data, or platform product environment; experience in healthcare technology or physician recruiting industry is a plus.

• Expert-level knowledge of web application architecture.

• Strong familiarity with modern web technologies (React or equivalent front-end frameworks, RESTful APIs, cloud infrastructure, containerization).

• Experience in designing and managing CI/CD pipelines, automated test frameworks, and observability systems.

• Practical understanding of application security, data privacy, and compliance requirements for web products.

• Working knowledge of agentic coding tools (Claude Code, Codex, or equivalents) and the techniques — repository context, quality gates, review discipline — that ensure their reliability in production engineering.

• Demonstrated ability to recruit, manage, and develop engineering talent at various levels.

• Excellent written and verbal communication skills; capable of presenting technical information to executive, business, and engineering audiences.

• Familiarity with the physician recruiting or healthcare data domain is an advantage.

🏝️ Benefits

• Health and Dental

• Life, Accident and Disability Insurance

• Prescription Plan

• Flexible Spending Account

• 401k Plan and Match

• Paid Holidays and Vacation

• Sick Days and Personal Day