Jobs at Gusto

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.

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.

Provides legal counsel for payroll, fintech, tax, payments, privacy, and product development. Partners with product, engineering, design, commercial, and risk teams; supports regulated product launches, contract negotiations, risk-based decisions, and scalable legal processes. Leads adoption of AI-driven legal review tools and develops playbooks, standards, and tooling to improve product legal operations.

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.

Design and lead AI architecture for FP&A planning, forecasting, reporting, and analysis. Build ML-assisted forecasting systems and agentic workflows for variance commentary, scenario modeling, board narratives, and financial queries. Establish governed finance data foundations, auditability, human-in-the-loop controls, and AI evaluations. Evaluate planning and AI tools, partner with Finance, Data, and Engineering, mentor teams, and measure improvements in forecast accuracy, cycle time, analyst capacity, and decision speed.

Leads end-to-end recruiting for design and specialized technology roles, specializing in sourcing senior design talent and advising hiring leaders. Builds talent pipelines, uses data and AI to improve search strategy, delivers high-touch candidate experiences, partners cross-functionally, and supports Product Management, Data, and other technical searches. Also develops San Francisco’s design community through local events and relationship-building.

Build and evolve backend payroll platform services and APIs used by multiple engineering teams. Own a core domain, ensuring correctness, scalability, reliability, performance, and observability. Lead architecture and design decisions, solve ambiguous technical problems independently, and partner with product and engineering teams on platform adoption. Collaborate cross-functionally to deliver compliant payroll capabilities while promoting responsible use of AI-assisted development tools.

Build customer-facing full-stack experiences for recommendations, nurture campaigns, booking flows, and plan upgrades. Design reliable backend APIs and data models, run experiments, improve conversion and retention, mentor engineers, and collaborate with Product, Design, Data, and Platform teams. The role requires ownership of complex, multi-quarter projects, scalable architecture, refactoring, performance, reliability, and responsible use of AI tools.

Own the technical direction and business outcomes of Gusto’s expansion funnel, including recommendations, conversion journeys, experimentation, and retained revenue growth. Partner with Product, Design, and Data Science to shape roadmaps, make scoping decisions, build scalable architecture, and iterate based on data. Provide technical leadership through code reviews, mentoring, delegation, refactoring, and reliability improvements while delivering customer-facing products at scale.

Leads Gusto’s internal controls function across business process and IT controls. Builds the team and ICFR strategy, oversees risk assessment, control design, testing, remediation, governance, and external auditor relationships. Partners with Accounting, Finance, Product, Engineering, Data, Security, and Risk to embed scalable controls into complex systems and financial processes. Establishes AI-enabled controls practices and oversight for AI-related risks, while reporting program effectiveness to senior leadership and the Audit Committee.

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.

Own paid social strategy and execution across Meta, LinkedIn, Reddit, Quora, TikTok, and emerging channels. Manage multimillion-dollar budgets, full-funnel campaigns, attribution, forecasting, creative testing, and pipeline performance. Lead AI-powered marketing workflows, evaluate new media channels, and develop acquisition playbooks. Partner with web, brand, engineering, product marketing, sales, communications, and integrated marketing teams to improve tracking, conversion, creative strategy, and revenue outcomes.

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.

Own the end-to-end PEO onboarding experience, from discovery through setup. Set technical direction, design durable full-stack solutions, integrate systems across teams, and improve conversion through funnel instrumentation and experimentation. Build in a regulated domain with strong quality, testing, and observability standards. Use AI tools in engineering workflows and develop AI-assisted customer guidance. Influence cross-functional partners and raise engineering standards across the team.

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.