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Software Engineering Manager, Payroll Canada

Gusto

$163,000 - $247,000
Nov 4, 2025
New York, NY, US • Seattle, WA, US • San Francisco, CA, US • Los Angeles, CA, US
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Gusto is looking to solve the problem of growing the small business economy by handling payroll, health insurance, 401(k)s, and HR for over 400,000 small businesses across the country, and is building a payroll engine for the Canadian market.

Requirements

  • 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 (though not required) 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.

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.

Other

  • Bachelor's, Master's, or Ph.D. degree in Computer Science or related field.
  • 2-3 days per week of office work expected for employees based in Denver, San Francisco, and New York City.
  • Secure, reliable, and consistent internet connection required for remote work.
  • Gusto is an equal opportunity employer and welcomes applicants from diverse backgrounds.
  • Gusto is committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans.