Jobs at Gusto

Lead business intelligence for Customer Experience by building trusted data pipelines, models, governance practices, monitoring systems, and dashboards. Partner with CX leaders and technical teams to define metrics, investigate customer outcomes using advanced statistics, detect anomalies with AI, and improve data quality. Manage high-impact analytical projects independently, communicate findings to technical and non-technical audiences, establish AI-assisted analytics validation standards, and mentor data practitioners.

Design, build, and maintain Gusto’s financial data and payment systems, including ledgers, subledgers, reconciliation, reporting, payment profiles, bank verification, and payment infrastructure. Lead variance investigations, make architectural decisions, scale Ruby/Rails and TypeScript/React applications, collaborate cross-functionally, and mentor engineers while ensuring correctness, auditability, and fault tolerance.

Own the People Page experience, HR Suite experience direction, and Training product at Gusto. Lead the transition from workflow-based HR software to AI-native, conversational, embedded, and agentic experiences. Partner with design, engineering, data, compliance, legal, marketing, advisory teams, and HR operators to establish product principles, prototype and ship solutions, improve adoption and outcomes, and integrate Gusto with AI assistants such as Claude and ChatGPT.

Own security operations initiatives, lead incident response, improve cloud and corporate threat detection, build Python automation, conduct threat hunting, and govern non-human identities and AI-agent connections. The role includes monitoring AWS and GCP security tools, managing post-incident improvements, collaborating across teams, mentoring teammates, and participating in a lightweight after-hours escalation rotation.

Leads go-to-market strategy for Gusto Business Insurance, owning customer research, segmentation, positioning, pricing, launches, adoption, and performance optimization. Partners with Product, Sales, Marketing, Finance, Growth, and Data Science to build scalable GTM processes and self-serve growth channels. Uses AI tools to accelerate research, content development, reporting, and insight synthesis while driving cross-functional alignment and measurable growth.

Own paid social strategy and execution across major platforms, managing multi-million-dollar budgets, attribution, creative testing, and full-funnel campaigns. Test emerging acquisition channels, use AI to improve marketing workflows, and partner cross-functionally to drive pipeline and revenue. Lead measurement, audience strategy, campaign optimization, landing-page alignment, and scalable paid acquisition playbooks.

Own technical discovery, solution scoping, proof-of-concept development, production implementation, and client handoff for agentic AI solutions that automate payroll tax and compliance workflows. Build reliable integrations and multi-agent systems, resolve data and jurisdiction issues, communicate with technical and executive stakeholders, develop business cases, and create reusable implementation playbooks.

Own and scale Gusto’s VC and private equity partnership strategy. Build programmatic ecosystem partnerships, manage high-impact investor relationships, collaborate with Marketing, Events, Sales, and Partnerships, and measure impact through ARR, pipeline influence, and founder reach. The role represents Gusto externally, develops scalable portfolio and founder engagement programs, and translates ambiguous opportunities into clear strategies and execution plans.

Own and configure recruiting systems, integrations, access, and roadmap. Gather requirements, map workflows, write specifications, and partner with engineers to build and launch AI agents and automations. Lead projects from discovery through implementation, measure process improvements, manage stakeholder communication and trade-offs, maintain documentation and training, and advise Recruiting leaders on systems strategy.

Manage and grow a portfolio of strategic accounting firm partners for Gusto Pro. Responsibilities include account planning, QBRs, partner acquisition, renewals, upsells, contract negotiation, enablement, product adoption, executive relationship management, pipeline reporting, and cross-functional product feedback. The role requires frequent partner engagement, AI-enabled workflows, CRM and sales software experience, and travel to partner meetings and industry events.

Lead end-to-end UX for Gusto Payroll, define long-term vision, drive AI and automation initiatives, partner cross-functionally, mentor designers, and scale design systems to simplify complex payroll workflows.

Lead the configuration, optimization, and support of Workday HR and payroll solutions across HCM, Payroll, Absence, Time Tracking, Talent, and Compensation. Develop business processes, calculated fields, security roles, reports, dashboards, and testing strategies. Ensure data quality, audit readiness, release management, and system reliability while advising stakeholders, resolving complex issues, mentoring team members, and guiding best practices.

Own full-stack HR Experience features from technical design through deployment and monitoring. Build maintainable frontend, backend, and data-layer solutions; participate in code reviews, planning, reliability improvements, on-call response, and incident management. Partner with product and design, mentor less-tenured engineers, and independently deliver projects with minimal oversight.

Own end-to-end product design for Gusto’s Money, Banking, Retirement, or HR Experiences teams. Responsibilities include framing ambiguous problems, shaping product roadmaps, designing accessible and trustworthy AI-enabled experiences, conducting customer research, evolving design systems, and collaborating with product, engineering, and data teams. The role requires strong craft, systems thinking, judgment around AI uncertainty and human handoffs, and experience shipping products in high-trust or regulated domains.

Lead organization-wide technical initiatives for Gusto’s API and AI agent platform. Design reliable, scalable API contracts and agent-facing tools, write clean Ruby on Rails code, mentor engineers, improve reliability and observability, engage developer customers, and troubleshoot production issues.

Conduct complex enhanced due diligence and KYC investigations for high-risk customers and entities. Research adverse media, sanctions, PEPs, source of wealth and funds, beneficial ownership, and geographic or industry risks. Prepare investigative summaries and SARs, resolve escalated alerts, make risk-based onboarding and exit recommendations, validate AI-generated research, improve investigative workflows, and mentor junior analysts.

Conduct complex fraud investigations involving account takeover, business email compromise, identity theft, payment fraud, and social engineering. Analyze transaction, authentication, communication, and external intelligence data; document investigative narratives; prepare Unusual Activity Referrals; recommend risk-based remediation; support customer and fund recovery efforts; use AI-enabled tools; collaborate with Risk, Compliance, Product, Engineering, and Data Science; and mentor junior analysts.

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.

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.

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.