Head of Engineering - Remote

About the role

Thriveworks is one of the leading mental healthcare companies in the USA, with over 2,800 employees, founded by and still led by clinicians. We have recently launched a new vision to become America's most valued mental healthcare company—where our teams can fulfill their purpose and do their best work, where clients are treated with warmth and respect, and where communities benefit from access to high-quality care that helps them heal and thrive in life. Thriveworks is committed to providing accessible, top-tier mental health services through a network of licensed therapists and mental health professionals. As we enter this exciting new chapter, our mission remains focused on helping people live happier, healthier lives through both in-person and online counseling services.

Key Responsibilities

• Lead and grow a distributed product engineering team, fostering a culture of craft, psychological safety, and continuous improvement.
• Own engineering quality standards—code review practices, testing philosophy, documentation expectations, and how the team thinks about technical debt.
• Drive architectural evolution in partnership with tech leads, including ongoing modernization of our platform and our integrations with AdvanceMD EHR, Salesforce, and third-party insurance and credentialing systems.
• Own site reliability: incident response, on-call structure, observability tooling (Datadog), and the broader SRE function as it matures.
• Shape how our engineering team adopts agentic coding tools—setting the tone, building guardrails, and developing the internal practices that make AI-assisted development a genuine accelerant.
• Partner with Product and Design leadership to influence how work is scoped, sequenced, and executed—ensuring engineering perspective is part of the planning process, not just the delivery.
• Own the engineering hiring process end-to-end: defining roles, calibrating candidates, and building a team that raises the collective bar.
• Represent engineering in cross-functional leadership conversations, translating technical context into business impact and vice versa.
• Build and maintain a healthy, high-trust relationship with your team—creating the conditions for engineers to do the best work of their careers.

Requirements

• 8+ years of software engineering experience, with at least 4 years in engineering leadership roles.
• Hands-on experience with modern web application architectures and the judgment to make sound architectural decisions.
• Experience owning or significantly contributing to site reliability, observability, and incident management practices.
• Strong cross-functional communication skills—comfortable partnering with Product, Design, Operations, and executive stakeholders.

Preferred

• Healthcare technology experience, or experience in another regulated industry where compliance, data privacy, and system reliability are foundational.
• Familiarity with our core stack: TypeScript, Node.js, NestJS, Next.js/React, PostgreSQL.
• Experience leading teams through meaningful AI tooling adoption, particularly agentic or LLM-assisted development workflows.
• Background in multi-system integration environments (EHR, CRM, payment processing, insurance verification, or similar).
• Experience scaling engineering practices in a high-growth company.

Benefits

• An amazing team culture
• Healthcare, Dental, Vision, and life insurance benefits
• 401K with 3% employer match
• Paid time off and paid holidays
• Additional coverage options are available, such as Short Term Disability, Long Term Disability, and Group Accident Insurance
• Professional development & advancement opportunities

Equal Opportunity Employer

We are an Equal Opportunity Employer. Our people are our most valuable assets. We embrace and encourage differences in age, color, disability, ethnicity, gender identity or expression, national origin, physical and mental ability, race, religion, sexual orientation, veteran status, and other characteristics that make our employees unique. We encourage and welcome diverse candidates to apply for any position you are qualified for to bring your unique perspective to our team.