Jobs at Gusto

Manage and coach a pod of 10–12 quota-carrying Account Executives toward multi-product quota attainment, pipeline health, and activity targets. Conduct weekly one-on-ones, call reviews, roleplays, and development planning. Partner with RevOps, Product Marketing, Product, and Sales Enablement on sales strategy and positioning. Own two to three team OKRs and drive cross-functional initiatives supporting upsell and cross-sell growth.

Manage 401(k) plan conversions from initial handoff through asset transfer and first contribution. Gather documentation, reconcile data, guide plan sponsors and administrators, monitor activation and readiness benchmarks, prevent process delays, and serve as the primary client contact. Partner with Operations, Sales, and Legal on complex plan changes and compliance requirements while using AI tools to improve workflows and communications.

Own and expand Gusto’s third-party integrations, building reliable Ruby on Rails and Sidekiq backend services that synchronize data with partner platforms. Evaluate traditional APIs and AI agent protocols such as MCP, shape the technical roadmap, collaborate with Product, Design, and Data Science, establish engineering practices, review code, and mentor engineers. The role requires end-to-end project ownership in an ambiguous, evolving domain.

Manage retirement plan conversions by validating asset allocations, reconciling trust and legacy provider data, configuring participant loan records, and ensuring accurate uploads before plan activation. Resolve discrepancies, protect historical data integrity, and collaborate with onboarding, compliance, reconciliations, and client success teams. The role also contributes to automation and tooling improvements while managing competing priorities in a high-volume, deadline-driven environment.

Manage creative programs and integrated campaigns across Brand Studio and cross-functional partners. Own schedules, stakeholder communication, vendor and agency coordination, legal review pipelines, production logistics, project dashboards, and task trackers. Identify risks, run feedback checkpoints and retrospectives, and improve workflows through templates, rituals, and automation. The role requires bringing structure and clarity to multiple concurrent, fast-changing creative projects.

Own the vision, strategy, and roadmap for Gusto’s Payroll Platform. Define APIs, shared interfaces, platform boundaries, adoption metrics, and migration strategies. Lead cross-functional work with engineering, design, data, compliance, partners, and internal teams. Build trustworthy payroll controls, audit trails, and evaluations for AI agents, while connecting platform reliability and adoption to customer outcomes.

Own lifecycle marketing for Gusto’s accountant and bookkeeper channel, focusing on email and webinar programs. Plan, build, QA, launch, and report on campaigns; manage webinar production and promotion; develop AI-powered workflows for segmentation, personalization, and reporting; collaborate cross-functionally with Product Marketing, Product, Analytics, Engineering, and Creative; and analyze performance to improve engagement, retention, and growth.

Leads Gusto’s Employee Relations team, overseeing complex investigations, performance management, disciplinary actions, and employee exits. Coaches ER Partners and organizational leaders, ensures consistent policy application, partners with Legal on high-risk matters, and uses ER metrics to identify trends and reduce risk. Advises senior leaders through organizational change while balancing employee experience, fairness, compliance, and business needs. Promotes effective use of AI for case analysis and documentation while protecting sensitive information.

Build and operate AWS cloud infrastructure using Terraform/OpenTofu and Spacelift. Lead multi-account architecture migrations, develop reusable infrastructure modules, improve reliability and disaster recovery, support compliance, troubleshoot cloud environments, and automate recurring issues. Partner with engineering teams, strengthen observability and incident response, and participate in an internal infrastructure support on-call rotation. The role also drives multi-quarter platform initiatives with significant autonomy.

Leads a payroll and tax customer support team, coaching representatives, monitoring performance metrics, improving customer experience, and driving scalable processes. Partners cross-functionally with product and other teams to reduce inquiries, enhance tools, and support retention and growth. Uses data and AI to improve efficiency, develop employees, and implement organizational change in a regulated support environment.

Build and own backend services and APIs supporting retirement money movement, payments, settlements, reconciliation, compliance integrations, payroll, and financial workflows. The role involves shipping reliable production code, debugging incidents, improving observability, partnering with product, compliance, and operations, and mentoring engineers. Candidates should have extensive software engineering experience, financial systems expertise, end-to-end ownership, and Ruby on Rails or comparable backend framework experience.

Design, build, and ship production LLM-powered features for Gusto Retirement. Implement and integrate LLMs (RAG, agents, prompting, tool loops), make pragmatic architecture decisions, collaborate with product, design, and engineering, write reliable well-tested code, and drive end-to-end execution and iteration.

Leads enterprise recruiting process transformation, operational excellence, and technology-enabled improvements across recruiting operations and candidate experience. Oversees workflow redesign, automation, governance, metrics, compliance, service delivery, and cross-functional initiatives. Manages recruiting operations and candidate experience teams while partnering with Recruiting, People Technology, Legal, Finance, IT, Security, and business leaders to improve hiring efficiency, candidate satisfaction, and operational scalability.

Lead the design and product lifecycle of Gusto’s enterprise capability framework and talent development ecosystem. Build modular learning architecture, taxonomies, enablement programs, and workflow-integrated learning solutions. Partner with HR, technology teams, and executives to validate capability needs, prioritize investments, define AI-native skills, and establish scalable content governance. Use data tracking, rapid prototyping, generative AI, and A/B testing to optimize learning experiences and support organizational development.

Build and own backend services and APIs supporting money movement, payments, settlements, reconciliation, payroll integrations, retirement workflows, and financial compliance. Ship reliable production code, debug incidents, improve observability and operational tooling, and collaborate with product, compliance, operations, and engineering teams. Mentor engineers and ensure systems handling customer funds are correct, scalable, and well tested.

Own segmentation, book-of-business design, quota setting, and headcount capacity planning across multiple sales motions. Build defensible quantitative models, maintain account assignment and routing logic, manage quota administration, and partner with GTM leaders, Finance, Sales Compensation, and Operations. The role requires recurring planning processes, scenario modeling, clear documentation, and confident communication of methodology, tradeoffs, and risks.

Own and develop Gusto’s PeopleOS internal HR platform, integrations, and AI-powered tooling. Build full-stack software, REST API integrations, MCP servers, and Claude-based workflows across Workday, Greenhouse, Slack, Google Workspace, and other systems. Partner with People Operations stakeholders on design, implementation, testing, documentation, releases, troubleshooting, and user feedback. Handle sensitive HR data while delivering reliable employee-facing tools.

Leads Gusto’s Escalation Services team for high-visibility benefits and access-to-care cases while redesigning intake, triage, routing, root-cause analysis, reporting, and automation. The role manages specialists, handles executive escalations, establishes operational KPIs, partners cross-functionally on systemic fixes, and develops an AI-enabled escalation roadmap to improve resolution speed, service quality, and scalability.

Owns the roadmap and business outcomes for Gusto Wallet’s consumer banking products. The role delivers spending, saving, credit, and money-management experiences across the customer lifecycle, while coordinating with engineering, design, data, risk, compliance, legal, operations, and external financial vendors. The product manager will use customer research, accounting knowledge, data analysis, AI tools, and KPI measurement to build compliant, reliable fintech products.

Own the development and growth of Gusto’s SMB banking product from pre-beta through scale. Lead workstreams covering onboarding, identity verification, funding, payments, cards, servicing, and platform integration. Drive acquisition, activation, experimentation, account primacy, and deposit growth while coordinating with engineering, design, data, risk, compliance, legal, operations, and external banking vendors. Apply fintech and banking expertise to create compliant, self-serve products tailored to small-business cash flow and spending needs.