Jobs at Gusto

Lead Gusto's AI/ML strategy, managing teams in Machine Learning Engineering, AI, and Risk Data Science. Ensure systems are reliable and impactful while fostering a culture of technical excellence.

Lead design and maintenance of Workbench components and token architecture, pair with engineers on implementations, build AI tooling and LLM-readable documentation, support builders via office hours and reviews, and drive component architecture and migration during a brand refresh.

Design, build, and deliver scalable data pipelines and products end-to-end. Partner with analytics, product, and engineering to ingest diverse data sources, implement dbt transformations, ensure data quality, CI/CD, observability, monitoring, and cost/performance optimization. Leverage AI/automation for self-service tooling and intelligent pipelines while driving stakeholder alignment and reliable production operations.

Build and own Otto, Gusto's LLM agent platform end-to-end: runtime, tool/action layer, Rails/GraphQL backend, advocate-facing frontend, and eval/observability systems. Expand safe autonomous actions, work with LLMs and retrieval, partner with Product/Data/Design/CX, and mentor engineers to ship reliable agentic features.

As a Staff Product Designer at Gusto, you'll lead end-to-end design for contractor products, collaborating with cross-functional teams to enhance user experiences and implement strategic design solutions.

Lead financial services compliance for consumer and commercial products, payments, and embedded finance. Advise Product, Engineering, Legal, and Ops on launches, partnerships, controls, monitoring, vendor oversight, regulatory change management, and examinations. Build and scale compliance programs using AI-enabled workflows while ensuring human-in-the-loop controls and risk-based decision making.

Own end-to-end revenue recognition for Gusto Retirement, apply ASC 606 to complex arrangements, prepare journal entries and reconciliations, support period closes and audits, build automation using AI/Python/SQL/Excel, and partner cross-functionally to improve revenue data integrity and processes.

Lead design and implementation of the Tax platform: build scalable, fault-tolerant systems, improve extensibility, mentor engineers, drive technical strategy and roadmap, collaborate cross-functionally, improve reliability/incident response, and build AI guardrails to safely leverage agentic LLMs for tax compliance.

Lead full‑stack development for Gusto's PEO Benefits product: design and build benefits shopping, plan recommendation flows, carrier integrations, automation agents, and MCP tools; scale Ruby/Rails and JavaScript/React systems; mentor engineers; drive multi‑quarter, cross‑functional projects from spec through launch and iteration; collaborate with Product, Data, Design, and Platform teams to deliver customer‑facing features.

Run and improve day-to-day reconciliation and loss-detection for payments; investigate anomalies and drive issue resolution with Engineering and Finance; tighten controls, document processes, and automate repetitive workflows using AI and data tooling to improve accuracy and reduce manual effort.

Lead design and scaling of reconciliation and control infrastructure for payments. Own audit remediation, cross-functional projects, and complex reconciliation/loss escalations. Partner with Engineering, Product, Accounting, and Finance to build tooling, trace root causes, and implement durable controls. Mentor analysts and build reusable AI workflows and documentation to increase team efficiency and standards.

Design end-to-end AI-assisted HR products and services across customer and advisor surfaces. Lead service design (journeys, blueprints, handoffs), set patterns for trust, uncertainty, and human override, co-lead strategy with PM/eng/data, and run research to validate high-stakes, compliance-sensitive experiences.

Lead organic social strategy and execution across major platforms, manage executive amplification and agency collaboration, coordinate organic-to-paid efforts, run reporting and tooling, support product/partnership launches, handle community management and crisis escalation, and manage social vendor relationships.

Own strategy and roadmap for tax payments and filings: build automation, tooling, and AI-enabled systems to ensure accurate, on-time tax compliance. Partner closely with Engineering, Operations, Compliance, Legal, and CX; prototype and ship solutions, prioritize work using data, and deliver end-to-end outcomes that scale with regulatory change.

Lead design, configuration, and optimization of Workday modules; architect business processes, calculated fields, security, and reports; drive reporting, data quality, testing/UAT, release readiness; provide expert support, mentor teammates, and partner with People and IT stakeholders.

Manage and grow a portfolio of strategic accounting firm partners for Gusto Pro. Drive revenue and usage through account plans, QBRs, upsells, renewals, and new partner acquisition. Build relationships across partner organizations, coordinate cross-functional enablement, surface product feedback to inform roadmap, use AI-powered workflows in daily work, and represent Gusto at industry events and partner meetings.

Provide embedded legal counsel for Gusto's HR Apps portfolio: review product requirements for compliance, develop compliance artifacts and rules, build processes and AI-driven tooling, monitor regulatory changes, handle customer escalations, and support vendor integrations, contracts, and go-to-market communications.

Lead cross-functional product and service strategy to scale Gusto's customer experience, design end-to-end service blueprints, and build AI-powered workflows. Drive go-to-market and launch processes, provide data-driven insights, influence senior stakeholders, and lead initiatives from strategy through execution to improve service reliability and automation.

Lead architecture, build, test, and scale Gusto's iOS app and mobile infrastructure. Improve build pipelines, automated testing, release processes, and foundational services (push, accessibility, localization). Collaborate across product, design, security, and infrastructure teams; prototype, iterate, and launch customer-focused features while mentoring engineers.

Lead full‑stack development for Gusto's HR Experience: design, build, and test employer and employee HR tools, create AI agents to scale HR partners, own large cross‑functional projects, mentor engineers, and operate on a large Ruby on Rails and JavaScript/React codebase.