Head of Engineering - Money Group at Gusto

This is a high-impact role for a seasoned engineering executive with at least 15 years of industry experience and a heavy background in fintech or payments. The ideal candidate has managed multi-layered organizations of 50–100+ people and is comfortable navigating the "high-stakes" technical complexity of moving money at scale. You should be a visionary leader who can modernize legacy systems while maintaining the unflinching reliability required for payroll and financial wellness products. Based in either San Francisco or New York, this hybrid role offers a competitive salary range of $251,000–$309,000 (plus equity and benefits). It is a rare opportunity to lead the "foundational pillar" of a major fintech platform that serves over 400,000 small businesses. You will have significant influence over the company's technical "north star" and the chance to integrate AI-powered automation into core financial services. **You might be a good fit if you...** * Have successfully led large-scale migrations from legacy systems to modern, service-oriented architectures. * Are a "leader of leaders" with a proven track record of coaching directors and principal engineers. * Possess deep technical credibility and can still "dive into the weeds" of system design and code when necessary. * Thrive in mission-critical environments where data integrity and platform reliability are the top priorities.