Head of Engineering - Money Group

San Francisco, CA; New York, NY 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 Productsand the team most directly connected to our customers' peace of mind.We believe that financial wellness isn't just a feature - it’s the foundationof trust with every business we serve.We don't just build software; we take onthe immense complexityof financial wellness so our customers can focus on their passions. What You’ll Do:

• Definesand executes the long-term technical strategyfor the Money platform ensuring scalable,resilient,and compliant financial systems across consumerand business products.
• Drives platform thinking across payments ledgers accounting systems,and financial data infrastructure while meeting regulatory security,and audit requirements.
• Leadsand develops senior engineering leaders fostering ahigh-performing inclusive culture focused on accountabilityand customer impact.
• Owns org design capacity planning,and hiring strategy while establishing clear ownership across productand platform teams.
• Oversees deliveryof high-quality financial productsand complex cross-functional initiatives (e.g., money movement tax credits invoicing expense management).
• Improves engineering velocity operational excellence,and incident response; partnerswith 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:

• Setthe technical north star for Gusto's core paymentsand fintech platforms guiding theevolutionof our architecture toward greater scalability reliability,and flexibilityfor the future.
• Buildand nurture aworld-class engineering organizationof over 50 fostering acultureof excellence,and investing deeply in the growthof our People Empowerersand senior technical leaders.
• Deliver withexcellenceon ahigh-stakes roadmap leading your teams to execute complex deeply technical projects that are fundamentalto our customers' trustand our business's success.
• Drive thenext generationof financial products innovation by partneringwith productand design leaders to transformour customer experience from simply being possibleto being truly magical.
• Uplevel our engineering craftand operational rigor championing acultureof quality continuous improvementand ownershipfor thesystems that formthe bedrockof Gusto.
• Act asa key voicein Gusto's engineering leadership collaborating acrossthe companyto influence strategyand ensureour payroll platform enablesthe ambitious futureof 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 buildingand scaling fintech payments accounting orfinancial infrastructure systems.
• Experience owning regulatedfinancial systemswith strong complianceandaudit requirements.
• Demonstrated success leading multi-team organizations(50+ engineers preferred).
• Deep understandingof payment systems ledgers reconciliationand financial data integrity.
• Experience with distributed systems at scale.
• Familiarity with regulatory frameworks impactingfinancial products.
• Strong dataand platform architecture instincts.
• Strategic thinkerwith strong execution discipline.
• Exceptional cross-functional collaborator.
• High ownership mindsetwith biasfor action.
• Strong communication skillswith executive presence.
• Passion for building inclusive high-performing teams.

Why This Role Matters: Money is foundationalto our platformand our customers’ success.This leader will shape thesystems that power how businessesand individuals manage moveand understandtheir money—ensuring trust reliabilityand innovation at scale. Additional Information: Gusto has physical office spaces in Denver San Francisco,and New York City. Employees who are based in those locations will be expected to work fromthe officeon designated days approximately 2–3 days per week(or more dependingon role). The same office expectations applyto all Symmetry roles,Gusto's subsidiary whose physical officeis in Scottsdale. Note:The San Francisco office expectations encompass boththe San Franciscoand San Jose metro areas. When approvedto work froma location other thana Gusto office,a secure reliable,and consistent internet connectionis required.This includes non-office daysfor hybrid employees. Gusto is proudto be an equal opportunity employer.We do not discriminatein hiring or any employment decision based on race color religion national origin age sex(including pregnancy childbirth or related medical conditions) marital status ancestry physical or mental disability genetic information veteran status gender identity or expression sexual orientation or other applicable legally protected characteristic.Gusto considers qualified applicants with criminal histories consistent with applicable federal stateand local law.Gusto is also committedto providing reasonable accommodationsfor qualified individuals with disabilitiesand disabled veteransin our job application procedures.We wantto seeour candidates performto the bestof their ability.If you requirea medicalor religious accommodationat any time throughout your candidate journey please fill out this formanda memberof our teamwill getin touchwith you. Gusto takes securityand protectionof your personal information very seriously.Please reviewour Fraudulent Activity Disclaimer.Personal information collectedand processedas partof your Gusto applicationwill be subjectto Gusto's Applicant Privacy Notice.