Engineering Manager, Tax Payments and Filings

<div class="content-intro"><p style="line-height: 1.2;"> </p> <hr> <p><strong>About Gusto</strong></p> <p><span style="font-weight: 400;">At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our </span><a href="https://gusto.com/about/careers/total-rewards"><span style="font-weight: 400;">Total Rewards philosophy</span></a><span style="font-weight: 400;">. </span></p></div><p><strong>About the Role:</strong></p> <p>We’re looking for an Engineering Manager to lead our Tax Payments and Filings team. You’ll manage a team of engineers responsible for building adaptable internal tooling systems to organize legal compliance rules, and apply those rules to our internal engine responsible for generating and processing tax payments and filings.</p> <p>Payroll is the beating heart of Gusto’s business, and Tax is responsible for keeping that beating heart compliant. Lead a team that’s critical to our long-term success, and engage with one of the most surprisingly fun domains of your career!</p> <p><strong>About the Team:</strong></p> <p>Gusto’s Tax Payments and Filings team exists for the sake of our customers’ peace of mind. Every year, we move billions of dollars in tax payments and file millions of tax filings with the thousands of state, local, and federal tax agencies where our customers are located. As compliance rules shift and change over time, so must our systems. Correctness is essential: if we don’t do our jobs correctly, our customers pay - literally.</p> <p><strong>Here’s what you’ll do day-to-day:</strong></p> <ul> <li>Build and foster an inclusive, collaborative, and impact-oriented culture</li> <li>Coach, mentor, and sustain a high-performing team of engineers, including regular 1:1s and performance coaching</li> <li>Maintain cross-functional relationships with key partners in Product, Data, Tax Operations, Tax Filings Compliance, and with engineering and product leaders on other Tax teams</li> <li>Help set technical direction on the team, ensuring that we are meeting our compliance commitments, as well as advocating for work to reduce the operational overhead of adapting to changing tax legislation</li> <li>Advocate for and build systems that enable us to hold our correctness bar incredibly high, while also enabling iteration, experimentation, and speed</li> <li>Work to understand the context-rich Tax domain, to be able to weigh in on the team’s technical decisions</li> </ul> <p><strong>Here’s what we're looking for:</strong></p> <ul> <li>8+ years of software engineering experience, including experience with backend systems.</li> <li>2-4 years of engineering management experience including coaching, mentoring, and sustaining high-performing teams</li> <li>Deep technical expertise in designing, building, scaling, and maintaining high-volume, mission-critical systems, ideally in a product area with a regulatory (or similar) surface area. </li> <li>Expertise in ensuring operational excellence for critical production systems, including setting and meeting SLOs, robust incident management, and navigating complex compliance landscapes.</li> <li>Excellent communication and collaboration skills - you’re comfortable navigating complexity and bringing together teams across orgs.</li> <li>A strong service mindset - you lead with curiosity, care deeply about people, and empower those around you.</li> <li><span style="font-weight: 400;">Bonus, but a big one: experience with financial and/or other regulatory systems (like Tax!)</span></li> </ul> <p>Our cash compensation amount for this role is targeted at $163,000/yr to $204,000/yr in Denver (plus most remote locations), and ... (truncated, view full listing at source)