Head of Engineering - Remote
Head of Engineering - Remote
About Thriveworks
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.
About the Job
We're looking for a Senior Director of Engineering to lead our product engineering team. This is a high-ownership, high-visibility role that sits at the center of how Thriveworks delivers on its mission: building and operating the technology platform that connects people with the mental health care that can change their lives.
You'll be the head of engineering for our product engineering team—leading a distributed group of talented engineers, owning the technical roadmap, and setting the standard for what great engineering looks like at Thriveworks . You'll partner closely with Product and Design leadership to shape how we build, not just what we build. And you'll be a key voice in how we evolve our platform—modernizing our architecture, deepening our reliability practices, and thoughtfully bringing agentic AI into our engineering workflow.
This is a role for someone who leads from the front. You'll be close enough to the work to make good decisions and earn trust, and experienced enough to know when to delegate and when to get involved. You understand that in healthcare technology, quality and reliability aren't trade-offs—they're the job.
Your Background
You've led engineering teams through meaningful technical evolution—not just feature delivery, but the work of making a platform more reliable, more maintainable, and more capable over time.
You've managed distributed teams and know how to build culture and alignment across time zones and chat threads. You've navigated the complexity of healthcare technology, or something close to it—where compliance, data sensitivity, and patient impact make quality non-negotiable.
You've owned architectural decisions alongside experienced tech leads and know the difference between driving alignment and making unilateral calls. You've built or evolved platform reliability practices—incident response, observability, on-call culture—and you understand what it takes to sustain them.
Past colleagues would describe you as sharp, direct, collaborative, and deeply invested in the people around you. Bonus points if you've led teams through an agentic AI adoption curve and have real opinions about how to do it well.
Key Responsibilities
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Lead and grow a distributed product engineering team, fostering a culture of craft, psychological safety, and continuous improvement.
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Own engineering quality standards—code review practices, testing philosophy, documentation expectations, and how the team thinks about technical debt.
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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.
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Own site reliability: incident response, on-call structure, observability tooling (Datadog), and the broader SRE function as it matures.
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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.
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Partner with Product and Design leadership to influence how work is scoped, seq