About The Role

We seek a highly driven Head of Engineering to build and lead Rockland's engineering team and architect our product. You will own the overall technical vision, strategy, and execution. You will:

• Collaborate closely with the CEO and future product team to translate business requirements into technical solutions

• Define and execute the technical strategy and roadmap for Rockland's AI-native platform, contributing directly as an individual contributor

• Lead, mentor, and grow a high-performing engineering team fostering a culture of innovation and excellence

• Drive continuous improvement in engineering processes, tools, and methodologies

• Evaluate and adopt new technologies to maintain a competitive edge

About You

• 8–10 years of software engineering experience, with 3–5 years in a leadership role (VP/Head/Director of Engineering), preferably in healthcare, AI, or SaaS

• Strong leadership and communication skills with the scrappiness to build from day one yourself

• Strong familiarity with AI/ML technologies and ability to quickly onboard new technical paradigms

• Comfort with fast-paced startup environments and evolving priorities

• Located in or willing to relocate to San Francisco