Head of Engineering - Money Group

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

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:

• Defines and executes the long-term technical strategy for the Money platform, ensuring scalable, resilient, and compliant financial systems across consumer and business products.
• Drives platform thinking across payments, ledgers, accounting systems, and financial data infrastructure while meeting regulatory, security, and audit requirements.
• Leads and develops senior engineering leaders, fostering a high-performing, inclusive culture focused on accountability and customer impact
• Owns org design, capacity planning, and hiring strategy, while establishing clear ownership across product and platform teams
• Oversees delivery of high-quality financial products and complex cross-functional initiatives (e.g., money movement, tax credits, invoicing, expense management)
• Improves engineering velocity, operational excellence, and incident response, partnering with Risk, Compliance, and Legal for secure delivery
• Guides architecture for critical financial systems, including ledgers, payment orchestration, reconciliation, and reporting pipelines
• Champions best practices in distributed systems, data integrity, and fault tolerance, while driving observability, auditability, and technical modernization

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