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.

We are seeking a strategic and execution-focused leader to lead our end-to-end Money platform and product engineering organization. This leader will own the technical vision, architecture, and delivery across Consumer Money, Business Money (including Tax Credits), Accounting, Expenses & Invoicing, and Payments.

This is a critical leadership role responsible for building secure, scalable, and compliant financial systems that power how customers move, manage, and understand their money. You will lead multiple engineering teams, partner closely with Product, Design, Risk, Compliance, and Finance, and drive operational excellence across high-scale, high-trust financial infrastructure. 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.

What You’ll Do:

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 toward greater scalability, reliability, and flexibility 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.
• Act as a key voice in Gusto's engineering leadership, collaborating across the company to influence strategy and ensure our payroll platform enables the ambitious future of our entire product ecosystem.

Here’s what we're looking for:

• 12+ years of engineering experience, including 5+ years leading senior engineering leaders.
• Proven experience building and scaling fintech, payments, accounting, or financial infrastructure systems.
• Experience owning regulated financial systems with strong compliance and audit requirements.
• Demonstrated success leading multi-team organizations (50+ engineers preferred).
• Deep understanding of payment systems, ledgers, reconciliation, and financial data integrity.
• Experience with distributed systems at scale.
• Familiarity with regulatory frameworks impacting financial products.
• Strong data and platform architecture instincts.
• Strategic thinker with strong execution discipline.
• Exceptional cross-functional collaborator.
• High ownership mindset with bias for action.
• Strong communication skills with executive presence.
• Passion for building inclusive, high-performing teams.
  
  

Why This Role Matters:

Money is foundational to our platform and our customers’ success. This leader will shape the systems that power how businesses and individuals manage, move, and understand their money—ensuring trust, reliability, and innovation at scale.