Benefits Advising (Renewals) Leader

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. Gusto is seeking a dynamic and experienced HR professional to take on a unique and critical role within our organization. As an Employee Relations Partner, you will serve as a trusted advisor and strategic partner to frontline managers and skip-levels, with a particular focus on navigating complex, high-stakes employee matters with sound judgment and care. This role sits at the intersection of people advocacy and organizational risk. You'll regularly partner with Legal, People Partners, and business leadership to resolve sensitive workplace issues, high-risk performance cases, and make judgment calls that meaningfully impact both individuals and the business. This role is a key driver in fostering a culture of performance enablement, inclusivity, and respect within the Gusto community; ultimately enabling Gusto to live into its promise of being the global People Platform. As the People Team continues to build and grow our shared services model, the Employee Relations Partners will be key players within the model and provide 1:1 connection between

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: We're looking for a detail driven problem solver who thrives on precision. As a ConversionOps Associate, you'll independently manage the transfer of retirement plans from prior providers onto our platform. That means validating asset allocations, reconciling trust data, and establishing participant loan records before going live. You'll partner closely with CX Onboarding, Compliance, and Reconciliations to catch discrepancies before they become downstream problems. If you're energized by high stakes work, get satisfaction from finding the one number that doesn't add up, and want to build the operational foundation that makes every conversion go smoothly, this role is for you. About the Team: At Gusto 401(k), conversions are the foundation of trust. Before a plan ever starts, our ConversionOps team has already moved every dollar, every loan, and every historical record into place, accurately and on time. Here’s what you’ll do day-to-day: Own asset allocations. Independently manage participant level asset alloca

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: We're looking for a senior People Business Partner to support our Customer Experience organization at Gusto. This role reports into Gusto's Head of People and serves as an embedded, execution-oriented partner to the CX Leadership Team — someone who advises and then stays in the room until the work is done. This is a senior partnership role with a team management component. You'll spend most of your time working directly with CX Senior Leaders — the leaders who run one of our largest, most operationally complex functions — on org design, workforce strategy, and the harder talent conversations that only land when there's real trust. At the same time, you'll directly empower 2 People Partners who deliver the day-to-day: coaching frontline managers, managing ER volume, and executing People programs across a large, distributed org. You earn trust through follow-through, not decks. You stress-test thinking and then own the outcome — from org change communication to the last Workday update. You don't identify primarily as a strategist. Y

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: AI Dev Tools builds the platform Gusto engineers use to work with AI, not just alongside it: agentic coding environments (local and cloud), automated AI code review, and the CI/security infrastructure underneath both. In this role, you'll own that platform end-to-end from the product bet (what should an agent be trusted to do autonomously, and when) to the infrastructure underneath it (CI systems, sandboxing, vendor contracts) to the team building it. This is not a traditional "developer productivity" management role. You'll be making judgment calls on agent autonomy and security posture, negotiating infrastructure vendor contracts, and setting the AI-spend guardrails your own team operates under in addition to the standard Engineering Manager work of growing and unblocking a team of senior engineers. About the Team: AI Dev Tools builds Gusto's agentic coding platform: tooling infrastructure, agent runtimes, AI code reviews, The team also owns the security work required to run AI workloads safely in the cloud, like queue isolation

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role We're looking for a strategic and execution-oriented Lead, Process Transformation to lead the evolution of our People Operations ecosystem. This leader will identify opportunities to simplify, standardize, and automate people processes while ensuring operational excellence across our HRIS Operations and service delivery teams. Reporting into the People Systems & Operations organization, this role sits at the intersection of strategy, technology, and operations. You'll partner across HR, Legal, Finance and business leaders to redesign how work gets done—from hire to retire—creating scalable experiences for employees, managers, and People teams. In addition to leading enterprise process transformation initiatives, you'll oversee the teams responsible for executing our core people operations workflows, including HRIS Operations and People Services. What You'll Do Lead People Process Transformation Develop and execute a multi-year strategy for transforming People Operations processes. Analyze end-to-end employee lifecycle workflows

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: Your role will be to help small business customers choose Gusto. Interacting with customers who sign up on our website via email, chat, and live phone interactions, you’ll help match our people platform offering to their specific business needs, exercising advisory sales skills. You’ll help them navigate an important onboarding process, demonstrating sophisticated customer success skills. Our team of over a hundred sales professionals includes folks practices across all channels and with different types of customers, but we all share deep passion and commitment to solutions selling: our company exists to solve problems for small businesses, and our sales team is a vital front door for small businesses who need and love our solutions. We have communal goals, a team spirit, and company leadership that cares about selling the right way. Here’s what you’ll do day-to-day: Manage Inbound Volume: Handle high volume & high velocity inbound calls, chats and emails to customers at different points in the customer journey: discovery, qua