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Sr. Engineering Manager, Contractor Payroll

Gusto
New York City, United StatesRemotecontractVerifiedPosted 15 Apr 2025
💰 $275,000/yr($191,000/yr$275,000/yr)

About the role

 

About Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 400,000 businesses nationwide.

Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy

About the Role:

Gusto is looking for a Senior Engineering leader to drive and execute on the cross-functional strategy for our Contractors team, a team of more than 40 people across Engineering, Product Management, Design, CX, and Data Science. This role will be empowered by our Head of Engineering, Contractors and will play a critical role in how we design, build and execute the roadmap and vision of our Payroll product.

About the Team:

Payroll serves as Gusto's core product, used by each of our 400,000+ customers and contributing significantly to our annual recurring revenue of over $600,000,000. Although we hold the leading market position for SMBs in the US, the market remains highly fragmented, with an estimated 90% still in need of a superior solution. The Contractors team in the Payroll organization empowers businesses to onboard and pay contractors in 120+ countries with ease and speed. This includes critical functionalities such as payroll setup, preparation, and submission, historical reporting, time tracking, and shift scheduling. As a key member of this team, you’ll have the opportunity to make a profound impact on both the product and the customers who depend on it daily.

Here’s what you’ll do day-to-day:

  • Lead Gusto’s Contractors engineering team, including the recruitment, hiring, and empowerment of a world-class team.
  • Work cross functionally with design leadership and product management leadership to build and drive Gusto’s Payroll product vision and strategy
  • Responsible for driving the development of product and core platform in a fast paced, start-up environment
  • Providing technical leadership in defining the product and platform solutions
  • Understand customer pain points, devise solutions, and then iterate through prototyping and frequent, successful product launches.
  • Empowering a team of engineers, creating alignment, clarity, high morale, driving quick but informed decision making, and helping them get unblocked

Here’s what we're looking for:

  • 10+ years software engineering experience
  • Managed highly distributed engineering teams for a minimum of 5 years, with a minimum of 2 years managing managers 
  • Experience in scaling engineering organizations with a focus on individual and team development
  • Ability to balance business needs, development for multiple product lines, and shipping high quality solutions
  • Experience in highly cross-functional environments for highly complex products preferred.
  • Strong technical acumen with the ability to understand and debate tradeoffs and approaches to building scalable architecture and data models A high standard, systems-first approach, and strong point of view for the user experience informed by customer empathy, research, data, and customer support insights
  • Strong product opinions, including the ability to tell a story about where we’re going that is clear and inspiring, and work with teams to map dependencies, risks, and tradeoffs to increase velocity and make the vision real
  • Sharp skills as a builder — even as you’ve become a strategic leader, you are fundamentally a builder who can jump into problem solving with team members when they need the support

Our cash compensation amount for this role is targeted at $191,000-$237,000 for most remote locations, $208,000-$258,000 for Baltimore, Washington DC, and Boston, and $225,000-$275,000 for New York. Final offer amounts are determined by multiple factors including candidate experience, level, and expertise and may vary from the amounts listed above.

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.

Note: The San Franci

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Company

Gusto

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