Gusto

Engineering Manager

• Build and foster an inclusive, collaborative, and impact-oriented culture
• Coach, mentor, and sustain a high-performing team of engineers, including regular 1:1s and performance coaching
• Maintain cross-functional relationships with key partners in Product, Data, Tax Operations, Tax Filings Compliance, and with engineering and product leaders on other Tax teams
• Help set technical direction on the team, ensuring that we are meeting our compliance commitments, as well as advocating for work to reduce the operational overhead of adapting to changing tax legislation
• Advocate for and build systems that enable us to hold our correctness bar incredibly high, while also enabling iteration, experimentation, and speed
• Work to understand the context-rich Tax domain, to be able to weigh in on the team’s technical decisions

Engineering Manager, Tax Payments and Filings

Product Manager

• Lead growth initiatives across Gusto Retirement, owning key funnels and levers that increase adoption, engagement, and retention for SMBs and their employees.
• Set a long-term growth vision and strategy. Define the biggest problems to solve, where we can win, and the roadmap of bets to get there.
• Identify new product opportunities/JTBD (new surfaces, features, or offerings) that unlock step-function growth and expand who we serve.
• Partner closely with Engineering, Design, Data, Ops/Compliance, Legal, Marketing, Finance, and more to align on strategy, make smart tradeoffs, and deliver results.
• Define KPIs, baselines, and instrumentation; run rigorous experiments and reviews to ensure we’re improving customer outcomes and business health.
• Drive execution with urgency and high standards, unblocking the team however needed. Use AI as a co-builder to move faster from insight → iteration → durable, customer-loved solutions.

Principal Product Manager – Retirement

Product Marketing

• Define and execute Gusto's comprehensive AI-native GTM operations strategy
• Build, lead, and mentor a team of AI Agent Builders, automation engineers, and RevOps specialists
• Oversee the design and deployment of agentic systems and intelligent workflows that automate manual GTM processes
• Lead the technical architecture connecting Salesforce, GTM tools, data warehouses, and AI platforms into a unified, intelligent revenue system
• Maintain operational excellence in territory design, quota setting, pipeline management, forecasting, and compensation
• Partner with Sales, Marketing, Partnerships, Growth, Finance, Data, and Product teams to identify high-impact automation opportunities
• Champion AI adoption across GTM teams through training, enablement, and change management programs
• Build comprehensive frameworks to measure AI/automation ROI—tracking productivity gains, conversion lifts, time saved, cost efficiency, and revenue acceleration
• Stay at the forefront of AI/ML developments in revenue operations.

Head of Sales and GTM Operations

Data Scientist

• Lead and develop a team of data scientists: hire, empower, and coach team members; set a high bar for analytical quality and career growth.
• Shape product and business strategy through data and AI: partner with Product and cross-functional leaders to identify opportunities, prioritize investments, and influence long-term product roadmaps.
• Develop and scale measurement frameworks: define key metrics, design monitoring systems, and ensure product initiatives are rigorously tracked and evaluated through an AI-native lens.
• Support experimentation and decision-making: support inferential analyses and experimentation (e.g., A/B tests, segmentation, funnel analysis), ensuring findings are actionable and aligned to strategic goals.
• Balance strategic and hands-on impact: dive deep into data, review and refine analyses, and ensure insights are both technically sound and business-relevant.
• Influence senior leadership: communicate insights and recommendations clearly, framing trade-offs and shaping executive decision-making.
• Strengthen the data craft at Gusto: champion AI-native ways of working, partner with Data Platform, Data Engineering, and ML Engineering to bring scalable, technical solutions to product problems; set team-level standards for analysis quality and documentation.

Senior Manager, Product Data Science

Payroll

• Lead, coach, and develop a team of two designers
• Contribute directly to end-to-end product design work as an active IC
• Define and drive the design vision and direction for GEP
• Collaborate closely with Product, Engineering, Technical Solutions, and external platform partners
• Build and evolve the UX frameworks that guide embedded payroll
• Drive alignment across stakeholders
• Advocate for research-informed decision-making
• Contribute to Gusto’s product design leadership community

Product Design Manager

Full-stack Engineer

• Learn by doing: pair daily with engineers to design, code, test, and ship features safely and incrementally.
• Explain your thinking: talk through tradeoffs, ask clarifying questions, and make your reasoning visible in daily conversations.
• Practice feedback as a skill: give and receive actionable feedback, and iterate quickly with your mentor and teammates.
• Build breadth and depth: rotate pairing partners and tasks to expand your toolkit across frontend, backend, and tests.
• Grow your independence: progress from observer to driver to navigator with support, celebrating steady, compounding wins.
• Share outcomes: demo your work and reflect on what you learned as you move toward L1 readiness.

Software Engineering Apprenticeship, Summer 2026

• Own the strategy, roadmap, and execution for foundational Tax Platform systems
• Define and evolve a clear Tax Platform strategy
• Partner closely with cross-functional teams to align priorities
• Tie platform initiatives to customer outcomes using data
• Advocate for durable, correct, and scalable solutions while maintaining momentum

Principal Product Manager – Tax Platform

Sales Operations Manager

• Design and implement the BI Sales engine
• Create a scalable system for tracking quotas, assigning territories, and modeling commissions
• Build and automate dashboards in Salesforce
• Provide recommendations that link data insights to automation or process improvements
• Actively identify and prototype AI tools
• Examine existing workflows and rep performance to pinpoint bottlenecks and offer recommendations
• Act as a trusted advisor to various stakeholders
• Facilitate go-to-market readiness for new processes, AI workflows, and product updates

Senior Sales Operations Analyst – Business Insurance

• Develop specific per-partner success metrics and operating plans, in collaboration with product and partner enablement teams.
• Drive success for our partners and their end customers through adoption and utilization of Gusto’s embedded products.
• Help our platform partners learn to sell and market Gusto-powered people platform solutions.
• Own our operating success with your partners by optimizing onboarding, utilization, and satisfaction.
• Create and expand a feedback loop between our partners, their end users, and Gusto’s internal product, marketing, engineering, and operations teams.

Partner Success Manager, Embedded Payroll

• Architect and evolve our customer-facing web platforms with a focus on scale, performance, and AI-driven personalization
• Design, build, and maintain shared services to enable rapid iteration on product offerings.
• Implement and optimize key workflows for a best-in-class customer experience.
• Write high-quality, well-tested code across the stack, leveraging AI-powered tools to accelerate development and improve reliability
• Support, mentor, and up-level fellow engineers on the team, helping to establish best practices for AI-native design patterns.
• Partner cross-functionally with Marketing, Sales, Operations and leadership to translate business needs into technical solutions that fit our needs now and in the future.
• Be an owner of the long-term technical roadmap, ensuring it aligns with Gusto’s AI-native strategy

Senior Staff Software Engineer, Benefits

• Identify and solve inefficiencies in tooling, APIs, and feedback mechanisms
• Design, pitch, plan, measure, and implement solutions iteratively
• Collaborate closely with product engineering colleagues
• Develop and maintain services and architectures
• Advance use of Kafka and Sidekiq for asynchronous processing
• Harden the async infrastructure for resilience

Senior Staff Software Engineer, Developer Productivity Async

• Furthering the API commons - Define, evolve, and evangelize external API standards (request/response patterns, pagination, errors, versioning, deprecation, auth) in alignment with domain architects and R&amp;D teams (Payroll, Time, Benefits, Identity, etc.).
• Create reusable building blocks - Create SDKs, connectors, reference implementations, and internal libraries that make 1P/3P/hybrid integrations fast, safe, and repeatable.
• Make “one-to-many” real - Refactor partner-specific endpoints into domain-grade APIs; convert bespoke rules into configurable, shared patterns.
• Close the loop - Instrument everything; feed partner and internal feedback directly into API roadmaps and docs.
• Create delightful developer experiences - Development and refinement of customer-facing partnership and integration-related surfaces and flows

Software Engineer, Product Infrastructure

Developer Relations

• Identify opportunities to improve developer experience
• Partner with teams to define vision for integration
• Engage with external developers to understand pain points
• Design and evolve APIs and interfaces
• Build and maintain developer-facing tools
• Lead through hands-on development
• Promote best practices in developer-facing systems

Senior Staff Software Engineer, Embedded Payroll, Developer Experience

Product Designer

• Drive end-to-end design strategy and execution across the contractors experience from discovery and visioning through iterative delivery and refinement.
• Partner with product, engineering, research, data, legal, compliance, operations, and support to define problem spaces, align on priorities, and deliver solutions that meet both customer and business needs.
• Translate insights from research and data into intuitive, scalable experiences that support a variety of customer workflows.
• Champion awareness, inclusive design by participating in design reviews, sharing feedback, and contributing to design standards and platform quality.
• Explore how technologies such as AI can improve customer workflows and enhance experiences.
• Mentor and support fellow designers by offering mindful critique, sharing knowledge, and contributing to design community initiatives across Gusto.

Staff Product Designer

• Lead end-to-end design for Payroll
• Define and communicate long-term UX vision for Payroll
• Partner with Product, Engineering, Data, and Ops teams
• Lead AI and automation initiatives
• Collaborate with Research and Data for customer insights
• Influence product and technical roadmaps
• Raise the bar for interaction and visual design
• Manage and grow a team of designers
• Ensure payroll integrates with other Gusto’s People Platform add-ons