Senior Staff Software Engineer, Money Group

Gusto, Inc.•Quinte West, ON

1d•$189,000 - $278,000•Hybrid

About The Position

We're hiring a Senior Staff Engineer to serve as a Technical Lead across multiple pods in the Money Group – Gusto's fastest-growing organization and a cornerstone of the company's transformation into the Small Business Finance Platform. You'll leverage deep domain expertise to help shape the technical vision for systems that power consumer and business financial health including financial accounts, money movement, lending, expense controls, etc. – ensuring the architecture scales as we grow. This role spans strategy and execution: guiding architectural direction across a group of 15-20 engineers, vetting external partners, prototyping new product lines to unblock product decisions, extracting services from our monolith, and mentoring the engineers around you. You'll be the person who fills whatever role the group needs to hit its goals – from hands-on coding to strategic planning to unblocking other teams. If you're excited about building financial infrastructure with real impact on the people and businesses that power the modern economy, we'd love for you to join us.

Requirements

10+ years of software engineering experience (successful applicants typically meet or exceed this).
Deep, hands-on experience building financial infrastructure in a regulated environment — account/balance management, money movement, card systems, lending, etc.
Proven track record of engineering, scaling, and operating large, interconnected production systems.
Experience contributing to technical vision and driving multi-quarter architectural initiatives across one or more teams, and ensuring strong technical stewards drive execution.
Demonstrated ability to own team-level OKRs and contribute to the group's technical strategy.
Ability to bring clarity to complex problems – communicating technical tradeoffs to non-technical stakeholders, surfacing risks and opportunities early.
A track record of raising the technical bar – through code quality, design rigor, testing and security best practices, and the standards you set for those around you.
Comfort with AI-assisted development tools and a habit of staying current with emerging approaches to building software.
Thrives in a fast-moving environment where priorities shift, new product areas and teams are being stood up, and the ability to move from prototype to production quickly is valued.

Responsibilities

Serve as a Technical Lead across multiple pods in the Money Group – setting architectural direction, unblocking engineers, and ensuring high-quality delivery aligned with long-term goals.
Help define the technical vision for your domain areas within the Money Group, and own the shorter-term projects that move us toward it.
Contribute to the architecture connecting Gusto's People Stack and Finance Stack, owning the pieces within your teams' domains.
Lead service migration from a large Ruby-on-Rails monolith into a service-oriented architecture, defining clean domain boundaries across money movement, lending, and tax.
Manage a complex partner ecosystem, including leading technical due diligence in vendor evaluation.
Build prototypes and proof-of-concepts to de-risk new ideas and unblock product decisions quickly.
Tackle complex, ambiguous problems in close partnership with Product Management, Design, Data Science, Compliance, and Operations.
Drive AI-native architecture decisions – from LLM-powered transaction categorization and tax optimization to conversational financial management experiences.
Act as a technical consultant to your teams and partner teams, contributing to architectural coherence across the group.
Set the bar for technical excellence – through code, design reviews, and the standards you hold the group to.
Mentor fellow engineers, contribute to the growth of senior and staff engineers, and help build healthy, high-performing teams.