Software Engineering Manager, Payroll Canada

Overview Software Engineering Manager, Payroll Canada role at Gusto. Join to lead a small, mission‑driven team building the next evolution of Gusto’s payroll engine for a new market.

Responsibilities

Lead and grow a team of software engineers, fostering a culture of technical excellence, ownership, and inclusion.

Set technical direction for Gusto’s Canadian payroll systems — architecting APIs, services, and data models that scale from early pilots to a multi‑country platform.

Drive execution of complex, cross‑functional initiatives from inception to production, ensuring systems are correct, compliant, and resilient under load.

Collaborate closely with Product, Design, and Operations partners to shape the customer experience for Canadian payroll, balancing speed with long‑term scalability.

Mentor engineers through thoughtful feedback, design reviews, and hands‑on guidance — helping them grow technically and professionally.

Promote engineering excellence through best practices in testing, observability, performance, and maintainability.

Build strong partnerships across Gusto’s R&D and operations organizations, ensuring alignment on technical strategy and execution.

Influence global payroll evolution, contributing to Gusto’s long‑term strategy for scaling payroll systems to new markets.

Qualifications

8+ years of experience in software engineering, with a proven record of driving IC‑level impact through technical direction and execution on complex, distributed systems.

2+ years of full‑time experience as an Engineering People Manager or PE, leading product engineering team(s).

Proven success building or modernizing high‑availability, transactional, or compliance‑critical systems, ideally within payroll, fintech, or tax domains.

Deep experience designing APIs, data models, and customer‑facing experiences that perform reliably at scale.

Demonstrated ability to lead cross‑functional technical initiatives from inception to production, balancing speed, quality, and operational excellence.

Experience working with systems that integrate third‑party APIs, handle sensitive financial data, or require high auditability.

Strong track record of mentoring senior engineers, influencing system design beyond direct ownership, and establishing engineering best practices.

Comfortable operating across infrastructure and product layers — from backend logic to orchestration, observability, and deployment.

Proven ability to build and sustain high‑performing teams, fostering trust, collaboration, and a sense of shared purpose.

Bonus experience with global payroll, multi‑currency systems, or region‑specific compliance frameworks.

Bonus familiarity with Kafka, event‑driven architectures, or distributed data consistency models.

Bonus familiarity with Ruby on Rails or similar web frameworks.

End‑to‑end systems thinker who understands the interconnected nature of payroll systems — from compliance logic and data pipelines to product workflows and customer experience.

Technical visionary and hands‑on builder who combines architectural foresight with deep implementation experience.

Champion of engineering excellence who sets a high bar for code quality, testing rigor, and observability.

Master executor in ambiguous domains who thrives in “0→1” environments and drives clarity through complexity.

Cross‑functional collaborator and influencer who builds strong, trust‑based relationships with Product, Design, Ops, and CX partners.

Builder of scalable foundations who recognizes patterns that generalize across regions to enable future growth.

Cultural contributor and mentor who leads by example and fosters a culture of curiosity, ownership, and inclusivity.

Compensation & Benefits Target base salary $163,000/yr to $204,000/yr in Denver (plus most remote locations), and $198,000/yr to $247,000/yr for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

Location & Remote 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 from the office on designated days approximately 2‑3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto’s subsidiary, whose physical office is in Scottsdale. If approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non‑office days for hybrid employees. When approved for remote work, qualified candidates may work from any location with a reliable internet connection. Eligibility criteria for S. A. remote work include a prior remote work history and a policy‑based “remote first” shift that complies with local labor requirements.

EEO Statement Gusto is proud to be an equal‑opportunity employer. We do not discriminate in 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, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

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