Senior Engineering Manager, Gusto

• 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

• 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
• 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
• 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

• Comprehensive medical, dental, and vision benefits, plus a variety of mental health resources
• Flexible vacation - Gusties are encouraged to take the time off they need to continue doing great work
• Fertility treatments, parental leave, pregnancy termination, caregiving, gender-affirming surgery, hormone treatments, transgender-inclusive services, and more
• If you work at one of our homebases, enjoy food, drinks, and good conversation — on us
• Celebrate 5 or 10 years at Gusto and take a month off to recharge
• Take advantage of internet, phone, commuter, and wellness stipends each month, along with a WFH stipend and cash for anniversaries

Total funding: $706.1m

For many small businesses, vital administrative tasks such as payroll, taxes, and benefits are manual tasks that take time and energy which many SMB owners don’t have. The three co-founders of Gusto – all coming from small business backgrounds – collaborated on a Fintech company that would handle employee payments, benefits administration, and compliance support specifically for small businesses.