Gusto

This role leads the transformation of client experience at Symmetry (part of Gusto) by defining and executing a vision for agentic-powered client support. The Head of Client Experience will partner with Product and Engineering to integrate AI products, build 24/7 AI-powered support, and enhance team efficiency with AI and automation, while maintaining a human touch and client empathy. The role requires a technical builder with proven AI fluency and experience in leading teams and driving operational transformation.

This role is for a Principal Product Manager focused on building an AI-native, agentic platform to enhance internal workforce productivity and customer experience. The individual will architect a "System of Intelligence" and "Digital Exoskeleton" to automate tasks, provide real-time assistance, and create a symbiotic AI-Human-AI loop, transforming how GTM and Service teams operate.

Senior Product Manager for Gusto's Document Studio, an AI-powered platform that helps small business owners generate personalized and compliant HR documentation for various situations like new hires, compensation changes, and terminations. The role involves owning the product strategy, roadmap, and execution for the entire end-to-end experience, including the Handbook product, document templates, employer-facing manager, employee experience, and the underlying platform. The PM will partner closely with engineering, design, Legal, and Compliance, leveraging AI tools to automate processes and deliver customer value.

Staff Product Designer for the Benefits team at Gusto, focusing on designing and launching a new AI-native product offering. The role involves leading discovery, designing end-to-end service experiences, creating AI-assisted decision moments, defining systems for AI safety and scalability, making data operational for AI collaboration, and building feedback loops to improve AI quality. The designer will also use AI-assisted dev tools for prototyping and delivery.

Product Manager to lead the transformation of Gusto's benefits administration platform, focusing on agentic workflows, customer-facing experiences, internal tooling, and carrier integrations. This role requires strategic thinking, collaboration across functions, and accelerating execution in an AI-first world.

Product Designer role focused on the Time Tools team at Gusto, with a strong emphasis on designing AI-native experiences for small business owners and employees. The role involves defining how users interact with AI-generated outputs, ensuring human control and safety, and shipping end-to-end product experiences.

Principal Product Designer to lead AI design across Gusto, defining AI's interaction model, UX principles, and product direction. This role is strategic and hands-on, shaping AI-powered workflows, ensuring user trust, and shipping customer-facing AI capabilities. The designer will work with senior leaders to define the AI portfolio and establish scalable AI interaction patterns.

Product Manager role focused on developing an AI agent to improve customer onboarding for Gusto's payroll and expansion services, aiming to increase conversion rates by simplifying and clarifying the process.

This role is for a Senior Pricing and Monetization Manager at Gusto, a fintech company. The role focuses on developing and executing pricing and monetization strategies for Gusto's platform, including payroll, time management, HR, and financial services. While the company emphasizes an 'AI-native environment' and expects employees to use AI tools, the core responsibilities are product strategy, commercial go-to-market initiatives, and KPI management, rather than direct AI/ML model development. The role involves collaborating with various teams and shipping MVPs and pilots, indicating a focus on product delivery within an AI-enhanced workflow.

This role is for a Workplace Operations Lead who will ensure seamless day-to-day workplace operations and deliver a high-touch, hospitality-driven employee experience at the Denver office. The role involves facilities coordination, vendor management, asset tracking, maintenance, workplace request workflows, office services, event support, EH&S program management, and process improvement. The candidate will use AI tools to draft communications, summarize feedback, identify patterns in requests, track open requests, flag overdue items, analyze vendor spend, and leverage AI-driven dashboards for occupancy, safety, and resource usage. The role requires building at least one workflow from scratch using AI.

Product Manager for Gusto's Reporting team, focusing on delivering AI-native reporting capabilities to small businesses. This role involves driving strategy, defining vision, shipping customer-facing value, and partnering with engineering, design, and data teams to build AI-powered reporting experiences.

This role is for a Partner Account Executive at Gusto, focusing on the GustoPro platform for accounting firms. The primary responsibility is to recruit, enable, and drive new accounting firm partners to add net new clients. The role involves engaging with C-level executives, negotiating agreements, managing a 30-day enablement plan, and ensuring partners reach activation benchmarks. The role is described as a 'builder' who designs systems and processes, and is expected to leverage AI tools to enhance sales workflows and partner engagement. While AI tools are mentioned as a part of the role's function, the core craft is sales and partner management, not building AI models.

This role is for an Expansion Sales Account Executive at Gusto, a company that provides payroll, benefits, and HR services for small businesses. The role involves driving expansion revenue by engaging existing customers through inbound and outbound outreach, using a structured cadence to generate ARR growth. A key aspect of the role is the mandatory use of AI-powered workflows for selling, including running assigned tools daily, identifying inefficiencies, and providing feedback to improve these tools. The role requires 3+ years of consultative sales experience, proficiency in Salesforce, and a proven track record of integrating AI into daily work for writing, research, prep, and summarization, with a focus on providing feedback for tool improvement.

Product Manager for Gusto's website, focusing on the new customer experience and scalability. The role involves owning the website roadmap, balancing improvements to the signed-out customer experience, and ensuring long-term scalability and ecosystem health. The role emphasizes using AI and automation in product development and requires experience with cross-functional collaboration and data-informed decision-making.

Senior Manager, Growth Data Science at Gusto, leading a team to leverage data and AI for product understanding, scaling, and growth. The role involves managing data scientists and analysts, shaping strategy through data, developing measurement frameworks, supporting experimentation (including for AI/ML systems), partnering on AI-powered product development, and influencing senior leadership. Requires 10+ years in data science with 4+ years of management experience, deep product analytics expertise, technical fluency, AI product intuition, strategic acumen, and strong communication skills. Experience with ML applications in product contexts is preferred.

This role leads customer referral and emerging acquisition channels, leveraging AI to identify advocates, personalize outreach, and analyze signals. The primary focus is on building and scaling acquisition programs, with AI used as a tool to enhance these efforts.

Gusto is seeking a Partner Manager to drive the strategy and growth of their Gusto Pro accounting firm partners. The role involves managing existing revenue, identifying growth opportunities, building relationships, and collaborating with internal teams to influence product roadmap. The ideal candidate will have 5+ years of experience in a sales-related function, a track record of exceeding sales quotas, deep understanding of the accounting firm landscape, and proven experience integrating AI into their daily workflow for sales, research, and summarization.

This role is for a Mid-Level Retirement Account Executive at Gusto, focusing on selling and expanding 401(k) and retirement plans to small and mid-sized businesses. The role involves consultative sales, managing inbound and outbound opportunities, and guiding customers through the sales process using AI-enabled tools. It requires quota ownership and collaboration with internal teams for plan migration and compliance.

This role is for a Controller at Symmetry, a payroll infrastructure company that is part of Gusto. The role involves managing financial close, reporting, accounting for internally developed software and cloud computing arrangements, SaaS revenue recognition, and compliance. A key aspect of the role is to champion and pilot AI and automation tools to modernize finance workflows and improve efficiency. While the company uses AI extensively and expects employees to engage with AI tools, the core function of the Controller is not to build or research AI models, but to leverage AI for operational improvements within finance.

This role is for a Senior Paid Social Marketing Lead who will own the paid social program end-to-end, from brand awareness through conversion, across various social channels. The role involves managing multi-million dollar budgets, defining measurement frameworks, leading creative strategy and testing, and acting as an internal subject matter expert on paid social and AI-powered marketing workflows. The ideal candidate will be AI-fluent in practice, using AI tools consistently in their daily workflow to accelerate tasks and implement AI-driven efficiencies.

This role is for a Head of Partner Growth at Gusto, focusing on their Embedded Payroll platform. The primary responsibility is to lead a team that drives go-to-market execution, revenue growth, and operational frameworks for embedded partners. While the role involves leading a team and managing strategic relationships, a significant emphasis is placed on leveraging and driving AI fluency within the team, embedding AI tools into daily operations, and identifying AI-powered workflows to improve efficiency and decision quality. The role is product-focused within the enterprise AI domain, aiming to scale the embedded payroll business.

Senior Product Manager for Gusto Pro Workflows, focusing on the accountant user base. The role involves leading product discovery, strategy, and iterative development, with a strong emphasis on leveraging AI tools to enhance workflows and deliver customer value. The product manager will partner with engineering, design, and data science, define key metrics, and drive product outcomes in an AI-first environment.

This role focuses on operationalizing and improving AI tools and AI-assisted workflows within a product operations context, specifically for a new Gusto product. The individual will leverage customer feedback and operational metrics, using AI tools to accelerate service design, insight synthesis, and build AI agents for operational tasks. The goal is to enhance customer experience and drive business insights through AI.

This role is for a Senior Franchise Account Executive at Gusto, a company that provides payroll, benefits, and HR services for small businesses. The primary focus is on generating new franchise revenue by prospecting, building relationships with multi-unit operators, and closing deals. The role involves executing and refining the franchise sales playbook, managing the full sales cycle, and partnering cross-functionally. A key aspect is the expectation for all team members to actively use and provide feedback on AI tools integrated into their workflows, particularly in sales activities like writing, research, prep, and summarization.

Gusto is seeking a founder-minded sales leader to establish and build their PEO sales organization from the ground up. This player-coach role involves designing the sales motion, building the team, carrying a personal book of business, and leveraging AI tools to drive sales performance and adoption. The ideal candidate has PEO sales expertise and experience building sales teams in a high-growth environment.

This role is for a licensed Property & Casualty Insurance Broker to pilot a new broker model at Gusto. The individual will quote and issue business insurance policies, provide customer support, and act as a human-in-the-loop to train and optimize an AI insurance advisor. The role requires active engagement with AI tools, sales experience, and insurance licensing.

This role is for a customer experience professional focused on retirement benefits at Gusto. While the role utilizes AI-assisted tools, the core function is customer support and relationship management within the fintech domain, not direct AI/ML development.

Gusto is seeking a Staff Product Designer for their Retirement team. This role involves shaping strategy, aligning teams, and designing a high-trust retirement experience. The designer will lead the design process, focusing on improving setup, account management, and the connection between payroll and retirement. A key aspect of the role is leveraging AI in daily workflows for faster prototyping and learning, and identifying opportunities where AI can enhance the customer experience. The role also involves translating regulatory requirements into clear UI patterns and mentoring design peers.

This role is for a Sr. Sales Compensation Analyst at Gusto, a company that uses AI tools. The analyst will be responsible for end-to-end compensation administration, shaping compensation programs, and driving operational frameworks. They will leverage AI tools to automate tasks, accelerate reporting, and surface insights, contributing to the company's growth.

This role is for a Senior Compensation Partner at Gusto, a company focused on serving small businesses. The role is part of the People team and is responsible for building and scaling compensation programs. It emphasizes a systems-first, AI-aware mindset, using automation and AI tools to improve decision quality, ensure compliance, and reduce manual analysis. The role involves developing, implementing, and communicating compensation programs, leading annual cycles, performing market analyses, using AI tools for analysis and reporting, designing scalable workflows, building dashboards, crafting offers, ensuring regulatory compliance, and optimizing HRIS and compensation tools. The ideal candidate has 8+ years of experience in compensation or a related field, AI fluency, experience running compensation cycles, survey benchmarking expertise, a systems-first orientation, strong analytical skills, knowledge of compensation law, and excellent communication skills.

This Principal Product Manager role focuses on building products related to tax credits for small businesses. While the company emphasizes the use of AI tools in product development and expects employees to engage with them, the core function of the role is product management and strategy for a specific business domain, not the direct development or research of AI models or systems. The role involves leading product discovery, running experiments, and creating long-term vision, with AI being a tool to achieve these goals.

This role is for a Senior Field Event Marketing Manager at Gusto, responsible for designing, producing, and optimizing event marketing programs. The role involves collaborating with cross-functional teams, managing budgets and timelines, building relationships with external partners, and leveraging AI tools to enhance event marketing workflows. The ideal candidate has 7-10 years of experience in event marketing and production, strong project management skills, and AI fluency.

This role is for a Sales Enablement Learning Partner focused on PEO & Business Insurance at Gusto. The primary function is to design and implement learning solutions for sales teams, focusing on product knowledge, skill development, and driving revenue growth. While the role is not directly building AI models, it requires active engagement with AI tools and a focus on leveraging them to improve sales enablement processes. The role emphasizes collaboration, needs analysis, solution design, delivery, and performance measurement, with a strong focus on learner-centered design and continuous improvement.

Senior Product Manager for Gusto's Contractor Products team, focusing on end-to-end contractor management for SMBs. The role involves leading long-term strategy, defining product vision, and driving execution, with an expectation to actively use AI tools in the product development process.

This role is for a Senior Community Marketing Manager focused on the accountant audience. The primary responsibility is to build and scale Gusto's brand presence and community within this group through thought leadership, community programs, events, and partnerships. The goal is to drive firm recruitment, activation, and engagement, strengthening Gusto's reputation. The role involves developing community strategy, representing Gusto externally, creating and scaling community programs, owning thought leadership, and collaborating with various internal teams. Success metrics will include community health, awareness, sentiment, engagement, and funnel performance. The role requires experience in community marketing, program scaling, external representation, and data-informed decision-making. AI fluency is required for using AI tools to improve efficiency in content creation, personalization, and insight generation.

Product leader to own the development of new business lines for payroll tax products, focusing on AI-powered solutions. This 0 to 1 role requires leading discovery, strategy, and execution for new products, with a focus on delivering durable business outcomes.

Product Manager for Gusto's Tax Platform, focusing on strategy, roadmap, and execution of core systems for tax calculation, tracking, payment, reconciliation, and filing. The role involves modernizing legacy systems, ensuring accuracy, scalability, and resilience in a regulated fintech domain, and partnering with various teams. Experience with AI-driven features is a plus.

This role focuses on leveraging experimentation, statistical inference, and causal analysis to drive strategic decisions for Gusto's core products (benefits and HR experiences). The Data Scientist will partner with cross-functional teams, apply advanced statistical methods and AI-assisted analytics, design and analyze experiments, and communicate complex findings to stakeholders. The role also involves mentoring and improving team best practices, including the adoption of AI-native tools.

Gusto is seeking a Staff Product Designer to lead design strategy and execution for their contractor products. The role involves driving end-to-end design processes, partnering with cross-functional teams, and translating insights into user experiences. A key aspect of this role is the expectation for designers to be AI-fluent, actively using AI tools for prototyping, feedback loops, and improving user experiences, reflecting Gusto's AI-native design organization.

Senior Product Design Manager for Payroll at Gusto, leading a team of designers to shape the user experience of a core financial product. The role emphasizes an AI-native approach, using AI for prototyping, shortening feedback loops, and automating complex workflows. The manager will set UX direction, mentor designers, and establish quality standards for AI-assisted design, focusing on simplifying payroll processes for small businesses.

This role is for a Benefits Advocate on the CX team at Gusto. The role involves supporting small businesses with their health insurance benefits, acting as a single point of contact for inquiries and renewals. The role requires leveraging AI-assisted tools to enhance research and communication, identifying churn risk, and building customer relationships. While AI tools are used, the core function is customer experience and benefits advocacy, not building AI models.

This role is for a customer experience professional focused on payroll support. While the company emphasizes the use of AI tools, the core responsibilities do not involve building or directly managing AI models. The role is customer-facing and focuses on providing support and leveraging AI-assisted tools to enhance their work.

Gusto is seeking a Head of Product to lead their core Payroll product and business area. This role involves defining strategy, roadmap, and business performance, leading a product team, and collaborating with cross-functional departments to deliver an exceptional Payroll experience. The ideal candidate has extensive product management experience, particularly in SMB-focused software and regulated categories, with a strong track record of building and scaling mission-critical products.

The Head of Social and Influencer Marketing will define and lead Gusto's social and influencer strategy to grow brand awareness, engagement, and consideration among small businesses. This role involves building and managing a team, overseeing social channels, content strategy, and influencer programs. A key aspect is leading Gusto's AI-native evolution by defining standards for ethical and high-quality AI usage across social and brand channels, including developing AI-assisted workflows and ensuring compliance with AI policies. The role requires a proven track record of scaling social and influencer initiatives and operating at an advanced level of AI fluency for the function.

This role is for a Deal Lead in Corporate Development and Partnerships at Gusto, a fintech company. The primary focus is on M&A and strategic partnerships to drive growth. The role requires leveraging AI tools to enhance market analysis, deal sourcing, execution, due diligence, financial modeling, and stakeholder alignment. While AI tools are used extensively, the core craft is not AI/ML model building but rather deal strategy and execution within the fintech domain.

This role is for an Expansion Account Manager at Gusto, focusing on customer relationships, retention, and driving account expansion. While the role itself is not directly building AI models, it heavily emphasizes the use of AI tools in daily workflows for sales, customer success, and account management. The candidate is expected to actively engage with and provide feedback on AI tools to improve them, indicating an AI-adjacent role within an AI-mature company.

This role is a Compliance Lead for Broker-Dealer & Investment Adviser at Gusto, focusing on owning and maturing the compliance program, including AI governance frameworks. The role requires deep knowledge of FINRA and SEC regulations, managing regulatory filings, examinations, and supervisory controls. It involves hands-on execution, strategic oversight, and ensuring AI tools used within the compliance program are deployed lawfully and outputs are validated. The position is critical for maintaining a defensible and modern compliance program in a regulated financial services environment.

This role is for a Licensed Benefits Advisor at Gusto, a company that provides payroll, health insurance, and HR services to small businesses. The advisor will guide clients through health benefits decisions, manage a portfolio of clients, and ensure timely and accurate support. While Gusto emphasizes the use of AI tools in its operations, this specific role focuses on client-facing benefits advising and does not involve building or directly managing AI/ML models.

This is a sales role at Gusto, a company that uses AI internally. The role focuses on partner sales, nurturing relationships with accounting firms and financial advisors, and driving new business. While AI is fundamental to Gusto's operations, this specific role is not directly building or researching AI models.

Gusto is seeking a Founding Operations Leader for its broker-dealer entity to establish and architect its in-house carrying broker-dealer operations. This role involves setting operational objectives, policies, and work plans from the ground up, ensuring compliance with FINRA/SEC regulations and protecting customer assets. The leader will oversee back-office functions, including money movement, transaction reconciliation, and reporting, while collaborating with various teams to balance innovation, execution, financial integrity, and compliance. The role also involves managing an AI-native team and demonstrating ROI on headcount and AI agents.