About the Role:
At Gusto, we're on a mission to create a world where work empowers a better life. For the hundreds of thousands of small businesses we serve, this mission begins with one of their most critical and high-stakes responsibilities: their financial wellness and ability to pay their team. The Head of Engineering, Money sits at the very heart of this promise
You will lead a large, multi-layered engineering organization responsible for the foundational pillar of Gusto’s business - our fntech platform and products. This is a rare opportunity to shape the future of a product that millions of people depend on for their financial stability. You'll be challenged to modernize essential platforms, drive the next wave of product innovation (from financial wellness to AI-powered automation), and build for massive scale and unflinching reliability. We're looking for a visionary leader who can inspire a large organization, navigate immense technical complexity, and ultimately help us make the work of paying a team disappear.
About the Team:
You'll be leading the Money Engineering team, a core part of Gusto's Fintech Products and the team most directly connected to our customers' peace of mind. We believe that financial wellness isn't just a feature - it’s the foundation of trust with every business we serve. We don't just build software; we take on the immense complexity of financial wellness so our customers can focus on their passions.
Here’s what you’ll do day-to-day:
- Set the technical north star for Gusto's core payments and fintech platforms, guiding the evolution of our architecture to be more scalable, reliable, and flexible for the future.
- Build and nurture a world-class engineering organization of over 50, fostering a culture of excellence and investing deeply in the growth of our People Empowerers and senior technical leaders.
- Deliver with excellence on a high-stakes roadmap, leading your teams to execute complex, deeply technical projects that are fundamental to our customers' trust and our business's success.
- Drive the next generation of financial products innovation by partnering with product and design leaders to transform our customer experience from simply being possible to being truly magical.
- Uplevel our engineering craft and operational rigor, championing a culture of quality, continuous improvement, and ownership for the systems that form the bedrock of Gusto.
Here’s what we're looking for:
- A seasoned engineering leadership background with 15+ years in the industry and 7+ years leading multiple teams and other People Empowerers in a senior leadership capacity.
- A proven ability to scale and lead large organizations, with direct experience managing engineering teams of 50-100+ people, including developing other leaders and principal-level engineers.
- Deep technical credibility and a hands-on approach, with the ability to dive into the details of system architecture, design, and code when needed.
- Experience leading mature, at-scale products, with a demonstrated ability to balance long-term strategic investments with short-term business impact.
- A strategic mindset for platform modernization, with demonstrated success leading teams through the evolution of legacy systems into modern, service-oriented architectures.
- A passion for building exceptional teams and a strong track record of hiring, coaching, and retaining top-tier, diverse engineering talent.
Compensation:
Our cash compensation amount for this role is targeted at $214,000-$264,000 /yr in Denver & most remote locations, and $251,000-$309,000 /yr for San Francisco & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.
