Head of Engineering - Money Group

GustoSan Francisco, NY
1d$214,000 - $309,000Hybrid

About The Position

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.

Requirements

  • 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.

Responsibilities

  • 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.
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