CX Chief of Staff - Benefit Operations

<div class="content-intro"><p style="line-height: 1.2;">&nbsp;</p> <hr> <p><strong>About Gusto</strong></p> <p>At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve.</p> <p>&nbsp;<br>All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our<a href="https://gusto.com/about/careers/total-rewards" target="_blank"> <u>Total Rewards philosophy</u></a>.</p> <p>&nbsp;<br>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p></div><p><strong>About the Role:</strong></p> <p><strong>The Chief of Staff to the Head of Benefit Operations</strong> is a senior operator responsible for turning strategy into durable execution by designing and owning the operating systems that allow the organization to scale. This role exists to increase clarity, accountability, and momentum by reducing reliance on ad hoc coordination and individual heroics in a complex, fast-moving environment.&nbsp;Operating with a systems-first, AI-aware mindset, the Chief of Staff uses automation and well-designed workflows to improve decision quality, execution speed, and organizational resilience. Working closely with cross-functional partners, this role ensures high-priority initiatives are aligned, tradeoffs are clear, and the organization can sustain progress through change.&nbsp;Success in this role is measured by better decisions, fewer escalations, and operating systems that continue to run effectively without constant intervention.&nbsp;This is a leadership role that works closely with cross-functional teams to support high-priority initiatives, align teams around shared goals, and ensure continuity through change. As part of a fast-paced, high-growth environment, the Chief of Staff will have the opportunity to help shape and scale a high-performing Benefits organization while directly influencing outcomes and driving transformation.</p> <p>&nbsp;</p> <p><strong>Here’s what you’ll do day-to-day:</strong></p> <ul> <li>Partner with the department head to shape strategy and translate it into clear p