Gusto

Head of AI and Machine Learning Engineering at Gusto, leading teams across ML engineering, ML platform, risk data science, and AI research. Responsible for defining AI/ML strategy, building production systems, and scaling platform capabilities across payroll and HR products.

Sr. Staff AI/ML Engineer at Gusto building the CoreX AI Platform. Design and scale agent orchestration, RAG infrastructure, eval tooling, and model serving for internal teams shipping AI-powered products.

Enterprise Applications AI Architect at Gusto designing AI agents and Model Context Protocols to automate and augment internal enterprise workflows across systems like NetSuite and Zuora. Combines hands-on AI development with strategic systems thinking to transform reactive processes into predictive, autonomous platforms.

Strategic Operations Lead at Gusto building and operating Benefits Labs, a system for testing and scaling operational change. Role centers on designing AI agents, automations, and workflows to govern pilot execution, measurement, and decision-making across the Benefits organization.

Senior Engineering Manager at Gusto leading the Builder Enablement team, which owns the design system (Workbench) and AI tooling for developers and agents. Responsible for strategy, team growth, and shipping AI-assisted development infrastructure across the company.

Head of Client Experience at Gusto's Symmetry division, leading support, enablement, and success teams. Role focuses on designing AI-native client experience, managing ~10 people, and partnering with product/engineering on agentic workflows.

Staff Software Engineer at Gusto building an internal platform for self-service infrastructure and AI-agent-driven deployment workflows. Focus on Kubernetes, Crossplane, and designing tooling (MCPs, Claude skills) for agentic consumption.

Senior Engineering Manager at Gusto/Symmetry leading product development for payroll infrastructure. Focus on AI-native product features, DevOps transformation, and quality assurance while managing engineering teams and platform architecture.

Principal Product Designer at Gusto leading AI design across the platform, including the Gus conversational assistant and AI-powered workflows. Shapes UX vision, interaction patterns, and product direction for AI features in payroll, benefits, and HR.

Principal Product Manager at Gusto leading customer onboarding strategy and AI agent development. Focus on improving conversion through simplified onboarding experiences for small businesses using payroll and HR products.

Engineering Manager at Gusto leading the Benefits team to design and deploy AI-powered customer experience solutions. Manage senior engineers and contractors while integrating AI/agentic tools into legacy systems and third-party platforms.

Senior Product Manager at Gusto building Document Studio, an AI-powered HR platform that generates compliant employment documents for small businesses. Owns product strategy, roadmap, and end-to-end execution from Handbook to document templates and employer/employee experiences.

Principal Product Manager at Gusto leading the Reporting team, which owns payroll and benefits data visibility for small business owners. Role involves strategy, roadmap ownership, and shipping AI-powered reporting features across web, mobile, and embedded surfaces.

Senior Product Manager at Gusto leading Workflows for Gusto Pro, a payroll and HR platform for accountants. Focus on product discovery, strategy, and AI-driven feature development to serve small and medium businesses.

Senior Product Manager at Gusto/Symmetry leading 0-to-1 payroll tax products. Owns strategy, discovery, and execution for new business lines, working with engineering and cross-functional teams to deliver AI-powered solutions in regulated payroll infrastructure.

Staff Product Designer at Gusto leading 0→1 design for a new Benefits product offering. Focus on designing AI-assisted workflows, human-in-the-loop systems, and service experiences for small businesses and employees navigating complex benefits choices.

Staff Software Engineer at Gusto building security foundations for products and AI/LLM systems. Focus on authentication, authorization, and secure data handling at scale.

Senior Staff Service Designer at Gusto designing customer journeys and AI-assisted service workflows. Focus on cross-functional coordination, operational resilience, and how AI systems integrate with product and human teams.

Principal Product Manager at Gusto leading benefits administration platform transformation. Owns strategy, cross-functional execution, and agentic workflow integration for SMB benefits operations and PEO offering.

Staff Software Engineer at Gusto building and operating distributed database infrastructure on Kubernetes. Focus on architecting TiDB systems, coordinating zero-downtime migrations, and mentoring the Datastores Infrastructure team.

Staff Product Designer at Gusto designing time and attendance tools for small businesses. Focus on AI-native design patterns for scheduling automation, compliance, and PTO management across web, mobile, and kiosk surfaces.

Staff Data Scientist at Gusto focused on growth analytics and experimentation. Drives statistical inference, causal analysis, and AI-assisted analytics to inform customer acquisition and retention strategy across the organization.

Senior Staff IT Controls role at Gusto owning IT General Controls across enterprise applications (NetSuite, Workday, Salesforce). Combines SOX 404 compliance, SoD governance, and pioneering AI-augmented continuous controls monitoring to transform assurance from manual to intelligent and scalable.

Senior Staff Product Designer at Gusto leading UX vision and strategy across Money and Risk financial products. Focus on AI-first financial UX, cross-team design strategy, and building trustworthy experiences for small businesses.

Staff Data Scientist at Gusto building analytics and experimentation infrastructure for time-tracking products. Focus on statistical inference, causal analysis, and AI-assisted analytics to drive product decisions for small business customers.

Senior Staff Software Engineer at Gusto leading technical architecture for the Commerce Platform, which powers pricing, packaging, and product delivery for 500,000+ small businesses. Focus on platform reliability, scalability, and cross-functional collaboration.

Senior Pricing and Monetization Manager at Gusto responsible for pricing strategy and packaging across payroll, HR, and financial services products. Role combines commercial strategy with AI-native execution, building agents and conducting data analysis to drive go-to-market initiatives.

Senior Product Manager at Gusto leading contractor management products for small businesses. Owns 0→1 product strategy, cross-functional execution, and AI-driven solutions for SMB contractor workflows.

Senior Product Design Manager leading design for Gusto's Payroll product. Manage a design team, set UX direction for a complex product serving 400k+ small businesses, and lead AI-assisted design initiatives across the organization.

Staff Software Engineer at Gusto building developer productivity infrastructure. Focus on asynchronous processing systems (Sidekiq, Kafka) and tooling to improve engineering efficiency across the organization.

Senior Data Engineer at Gusto building scalable data pipelines and ETL workflows. Focus on data modeling, cloud platforms (Snowflake, BigQuery, Databricks), and leveraging AI/automation for self-service tools and intelligent pipelines.

Staff Software Engineer at Gusto building payments and risk platforms for small business payroll and financial operations. Focus on money movement systems, fraud prevention, and platform architecture at scale.

Principal Product Operations Manager at Gusto leading operational and service strategy for a new benefits product. Role combines cross-functional product development oversight with AI-assisted workflow design and customer insights synthesis.

Senior Staff Network Security Engineer at Gusto leading edge and network security strategy. Owns Cloudflare WAF, DDoS protection, Zero Trust, and perimeter controls at scale. Uses Claude Code and agentic workflows daily to automate security operations.

Senior Staff Designer at Gusto building responsive web experiences, design systems, and interactive brand moments. Role emphasizes AI-native design workflows, Figma expertise, and hands-on craft across marketing and product digital touchpoints.

Head of Social and Influencer Marketing at Gusto, a payroll and HR platform for small businesses. Lead social strategy, build and mentor a team, and define AI-assisted workflows for content creation and campaign optimization across LinkedIn, Meta, YouTube, and TikTok.

Staff Product Designer at Gusto leading design strategy for the Contractors product. Drives end-to-end design from discovery through launch, partnering with product, engineering, and research teams. Requires 8+ years of product design experience and demonstrated AI fluency in design practice.

Staff Product Designer at Gusto building retirement financial products for small businesses. Focus on designing cohesive employer and employee journeys, leveraging AI for rapid prototyping and customer testing.

Senior Software Engineer at Gusto building data infrastructure and pipelines. Focus on cloud-based data platforms, OLAP databases, and streaming systems to support analytics and business intelligence teams.

Staff Software Engineer at Gusto building core platform services (communications, reporting, payments, compliance) that power small business products. Requires 8+ years experience, mentoring, and active use of AI tools to accelerate development and testing.

Staff Business Systems Analyst at Gusto leading Salesforce platform strategy and GTM tool integration. Manages revenue systems, cross-functional delivery, and AI-native process improvements for a 500k+ small business customer base.

Principal Software Engineer at Gusto building payroll and tax platform systems. Lead technical work across multiple teams on core infrastructure supporting millions of payroll transactions, using Ruby/Rails and TypeScript/React at scale.

Principal Product Manager at Gusto owning strategy and execution for the Tax Platform, a foundational system serving 400,000+ small businesses. Responsible for modernizing legacy systems, defining multi-year roadmap, and partnering across engineering, compliance, and legal teams.

Corporate Development Deal Lead at Gusto driving M&A and strategic partnerships for a payroll/HR software company. Role focuses on deal sourcing, execution, and market analysis, with explicit emphasis on using AI tools for market mapping, due diligence, and financial modeling.

Growth Marketing Lead at Gusto managing customer referral programs and emerging acquisition channels. Leads a team to drive word-of-mouth growth, run experimentation roadmaps, and scale new channels using AI tools daily.

Compliance Lead at Gusto overseeing regulatory programs for broker-dealer and investment adviser entities. Owns supervisory architecture, AI governance frameworks, exam readiness, and cross-functional compliance operations across SEC and FINRA regimes.

Principal Product Manager at Gusto leading the Tax Credits product to deliver cashflow solutions for small businesses. Owns roadmap end-to-end, from discovery through launch, partnering with engineering, design, and data science teams.

Senior Product Manager at Gusto managing Gusto.com signed-out experience and website platform. Owns new customer acquisition flows, design systems, and core web vitals while partnering with growth and GTM teams.

Jr. Onboarding Associate at Gusto handling inbound sales and customer onboarding for small business payroll and HR platform. Role involves phone, chat, and email interactions with advisory selling and cross-sell opportunities, with daily use of AI-powered workflows.

Revenue Operations Analyst at Gusto supporting the Retirement sales business. Build ad-hoc analyses, dashboards, and use AI tools daily to standardize data and automate workflows for revenue leadership.

Payroll Advocate at Gusto providing customer support for payroll and benefits inquiries. Role involves phone, email, and Zoom interactions with small business customers, leveraging AI-assisted tools while maintaining accuracy and compliance.

Director of Brokerage Operations at Gusto, founding leader building the operational architecture for a broker-dealer entity. Responsible for establishing policies, procedures, and controls for money movement, trade clearing, and regulatory compliance.

Staff Software Engineer at Gusto building core products (Payroll, Benefits, HR, Retirement). Full-stack role spanning frontend, backend APIs, and product ownership across Ruby/Rails and JavaScript/React at scale.

Workplace Experience Program Manager at Gusto managing on-site events, employee engagement programs, and office experience initiatives across multiple locations. Role emphasizes using AI tools for survey automation, feedback analysis, event logistics, and workplace communications.

Senior Manager, Voice of Customer at Gusto leading customer insights strategy and NPS ownership. Owns VOC program end-to-end, leads analyst team, and delivers executive storytelling on customer experience data.

Tier 2 support specialist at Gusto handling complex Consumer Money cases including fraud investigations, disputes, and account issues. Requires 3+ years in financial services operations with strong judgment in high-stakes scenarios.

Learning & Development Manager at Gusto leading facilitation teams and overseeing cohort-based learning programs. Manages team development, program delivery, and stakeholder partnerships across onboarding, upskilling, and leadership initiatives.

Head of PEO Sales at Gusto, a payroll and HR platform. Build Gusto's PEO sales organization from scratch, personally close deals while hiring and scaling the team, and convert the company's 500K+ existing payroll customers to PEO solutions.

Controller at Symmetry Software (Gusto subsidiary) managing financial close, SaaS revenue recognition, and NetSuite operations. Leads accounting team and partners with finance leadership on compliance and AI-driven process automation.

Senior Sales Compensation Analyst at Gusto, a payroll and HR platform for small businesses. Owns end-to-end commission administration, Xactly platform management, and compensation analytics for sales teams. Reports to Head of Sales Compensation.

Dedicated Service Advisor at Gusto providing expert customer support for payroll and benefits products. Role involves proactive customer engagement, churn mitigation, and cross-functional collaboration to enhance retention and loyalty.

Staff Android engineer at Gusto building secure login and authentication for small business payroll platform. Focus on native Android development, biometric authentication, and passkey implementation.

Group Operations Fulfillment Specialist at Gusto managing health insurance enrollment, carrier coordination, and compliance for small business customers. Role involves processing forms, managing carrier portals, and using AI tools to improve accuracy and efficiency.

Senior Compensation Partner at Gusto building and scaling compensation programs for a 500k+ small business payroll platform. Owns compensation cycles, market analysis, compliance, and automation of pay equity workflows using AI tools and data systems.

Member Fulfillment Specialist at Gusto managing health insurance enrollment, carrier coordination, and benefits processing. Role involves working across carrier portals, Salesforce, and internal systems with emphasis on accuracy and AI tool adoption.

Mid-level retirement sales account executive at Gusto selling 401(k) and retirement plans to small and mid-sized businesses. Role combines inbound and outbound sales with AI-enabled tools, customer education, and plan migration support.

Channel sales role at Gusto, a payroll and HR platform for small businesses. Candidates will manage relationships with accounting firms and financial advisors, drive new partnerships, and support client adoption of Gusto's platform.

Corporate Tax Manager at Gusto managing federal, state, and local tax compliance, provisions, and planning for a payroll and HR SaaS company. Requires CPA certification and 5-7 years of progressive corporate tax experience.

Dedicated Service Advisor at Gusto providing expert customer support for payroll and benefits products. Role involves proactive customer engagement, churn mitigation, and cross-functional collaboration to enhance retention and loyalty.

Senior Editor & Motion Designer at Gusto's in-house creative studio. Owns editing and motion design for brand films, product stories, and social content. Collaborates with marketing and creative teams to deliver polished narratives and fast-turn social work.

Licensed benefits advisor at Gusto managing a portfolio of small business clients through health insurance renewals and benefits planning. Guides employers on plan selection, retention, and ancillary coverage expansion.

HR Consultant at Gusto managing people operations for small business clients. Drives HR processes, leverages technology systems, and supports payroll, benefits, and compliance functions.

Readiness Advocate at Gusto coaching new BenOps hires through onboarding and building training content. Role combines live coaching, performance assessment, and instructional design for operations teams.

Benefits Onboarding Advocate at Gusto managing health insurance enrollment and customer support for small businesses. Oversees onboarding process, provides benefits expertise, and manages customer relationships via Salesforce and direct communication.

Retirement Benefits Advocate at Gusto providing customer support for 401(k) plans and retirement benefits. Role involves phone, email, and Zoom support for small business clients, with emphasis on proactive education and relationship-building.