Jobs at Gusto

Founding quota-carrying seller for Gusto's PEO sales team. Own full sales cycle, close net-new and install-base conversions, guide complex co-employment decisions, work broker/channel partners, use AI-powered workflows daily, maintain Salesforce, and collaborate cross-functionally to scale the PEO motion.

Own and scale Gusto's VC and PE partnership strategy, building programmatic, high-leverage ecosystem motions. Lead partner portfolio decisions, design repeatable programs with Marketing/Events/Sales, track ARR and pipeline impact, and represent Gusto externally to drive founder and investor engagement.

Lead design of complex, cross-team AI-enabled service journeys—mapping systems and handoffs, building AI-assisted service design workflows, enabling practitioners, and improving operational sustainability and measurement.

Lead pricing and monetization strategy across Gusto's product portfolio. Partner with product, finance, marketing, sales, data science, and engineering to design, launch, and monitor pricing, build AI-powered pricing pilots and MVPs, and drive cross-functional go-to-market execution with executive visibility.

Founding leader to build Gusto's PEO sales org 0->1 while acting as a player-coach. Design sales motion and Salesforce pipeline, hire and onboard sales talent, develop channel strategy, convert existing payroll customers, plan around PEO selling season, collaborate cross-functionally, use data and AI to drive decisions, and ensure team expertise in PEO compliance and employment regulations.

Lead and develop a team of Expansion Account Managers to drive upsell, cross-sell, retention, and expansion revenue. Own pipeline management, forecasting, sales coaching, playbook optimization, CRM-driven segmentation, and analytics to improve engagement, productivity, and long-term customer value.

Serve as the primary, consultative point of contact for retirement benefits clients via phone, email, and Zoom. Provide expert support on 401(k) and plan health, proactively identify churn risk, educate customers on fiduciary responsibilities, leverage AI tools and cross-functional partners to resolve issues, and drive customer retention and engagement.

Lead strategy, design, and operationalization of Gusto's Accountant Partner Program. Own program financials, partner relationships, enablement strategy, competitive intelligence, and vendor partnerships. Manage two enablement ICs, collaborate cross-functionally to build an AI-leveraged operating model, and represent Gusto externally to grow partner adoption and program reputation.

Lead managers and ~40 specialists in Group Fulfillment to deliver timely, accurate benefits for customers. Set operational objectives, capacity planning, SLAs, policies, and cross-functional alignment. Build and execute an AI-driven automation roadmap, coach AI fluency, run performance calibration and development, and drive organizational change to improve accuracy, timeliness, and team capability.

As a Payroll Advocate, you will manage customer inquiries, enhance user experiences, provide expert support, and drive customer success in payroll services.

The Retirement Advocate will enhance user experience, support retirement benefits inquiries, build client relationships, and educate clients on their plans.

Early-career sales or onboarding role handling high-volume inbound calls, chats, and emails plus some outbound outreach. Advise small businesses on product selection, guide onboarding for successful adoption, use consultative selling, maintain Salesforce/CRM records, and meet performance goals.

The Dedicated Service Advisor will enhance customer support through proactive engagement, expert assistance in payroll and benefits, and collaboration to resolve issues, ensuring customer loyalty and satisfaction.

The Expansion Account Manager will manage customer relationships, drive account retention, identify growth opportunities, and leverage data for proactive outreach to enhance customer success and satisfaction.

The role involves developing insights and solutions to enhance productivity for sales teams, driving AI strategies, optimizing processes, and providing operational support while collaborating across teams.

Lead Gusto's social and influencer marketing strategy, oversee team expansion, and drive brand engagement through innovative campaigns and AI integration.