Future Opportunities: Payroll Advocate at Gusto

About GustoGusto is dedicated to empowering the small business economy by managing essential services such as payroll, health insurance, 401(k)s, and human resources. Our goal is to allow business owners to concentrate on their passion and customers. Operating from offices in Denver, San Francisco, and New York, we proudly support over 400,000 small business…

About GustoAt Gusto, we are dedicated to empowering the small business economy. Our mission is to simplify complex tasks such as payroll, health insurance, 401(k)s, and HR, allowing business owners to concentrate on what they do best—serving their customers. With teams located in Denver, San Francisco, and New York, we proudly support over 400,000 small businesses nationwide, fostering a workplace that reflects and celebrates the diverse clientele we serve. Discover more about our Total Rewards philosophy. Join Our Customer Experience Team!Gusto is on the lookout for dynamic customer experience professionals who excel in fast-paced, consultative environments and are eager to be considered for future start dates in 2026. If you are interested in future opportunities within our team, please complete the form below and upload your resume. While the exact start dates for 2026 are yet to be confirmed, we are excited to connect with you! Does this resonate with you? Apply now!About the Role:We are seeking enthusiastic, customer-focused professionals ready to be considered for future health insurance benefits customer experience roles in 2026. These positions are perfect for customer-facing benefits experts who thrive in a dynamic, consultative setting and possess a passion for supporting small businesses in their success.As a knowledgeable Health Insurance Benefits Advocate, you will serve as the primary contact for all inquiries related to benefits support and renewals, enhancing the overall user experience while acting as a subject matter expert on Gusto’s core products. You will assist employers in obtaining group benefits for the first time and guide them in making crucial benefits decisions annually. Together, we are not just simplifying benefits—we are enabling small businesses to offer competitive, people-first benefits that contribute to healthier and happier teams.Daily Responsibilities:Oversee the customer journey by establishing trust, rapport, and partnerships with clients through inbound and outbound phone, email, and Zoom interactions.Deliver passionate, knowledgeable, consistent, and reliable support as the primary contact for health insurance benefits inquiries. Collaborate with internal teams to address customer needs effectively.

About Gusto Gusto supports the small business economy by managing payroll, health insurance, 401(k)s, and HR services. This lets business owners focus on their work and customers. With teams in Denver, San Francisco, and New York, Gusto serves over 400,000 small businesses nationwide. The company values a workplace that reflects the diversity of the communities it serves. Full-time employees receive a competitive base salary, a comprehensive benefits package, and equity (RSUs). Compensation varies by role, level, and location. Details about Gusto’s Total Rewards philosophy are available online. AI plays an active role at Gusto. Team members are encouraged to use AI tools relevant to their work and to grow their skills as technology evolves. The need for AI experience depends on the position and is assessed during the interview process. Role Overview: Director of Partner Growth for Embedded Payroll Solutions Gusto Embedded Payroll (GEP) is a major growth initiative, allowing software companies to offer Gusto-powered payroll directly within their products. The Director of Partner Growth leads efforts to help embedded partners succeed, executes go-to-market strategies, increases partner revenue, and builds the operational and strategic foundations to scale this business toward $100M and beyond. What You Will Do Oversee a cross-functional team focused on Partner Success Management (PSM) and Partner Enablement. Maintain direct involvement with key partner relationships while managing the team. Shape and execute the partner growth strategy from planning through launch and ongoing optimization. Manage go-to-market planning, launch sequencing, and escalation issues. Develop and nurture executive-level relationships with partners. The partnerships organization at Gusto seeks out and builds strategic partnerships in emerging sectors. Gusto Embedded Payroll expands the company’s reach, helping thousands of additional businesses beyond Gusto’s direct customers and playing a key role in the company’s growth. Locations This role is based in one of the following cities: Denver, CO; San Francisco, CA; New York, NY; Las Vegas, NV; Atlanta, GA; Chicago, IL; Phoenix, AZ.

At Gusto, we are driven by a mission to empower the small business economy. We manage the complexities of payroll, health insurance, 401(k)s, and HR, allowing business owners to concentrate on what they do best: their craft and their customers.With teams based in Denver, San Francisco, and New York, we proudly support over 500,000 small businesses across the nation. We are committed to building a workplace that mirrors the diverse communities we serve.All full-time employees enjoy competitive base salaries, comprehensive benefits, and equity in the form of RSUs, as we believe that those who contribute to Gusto’s growth should also share in its success. Compensation packages are tailored to role, level, and location. Find out more about our Total Rewards philosophy.AI technology plays a vital role at Gusto. We encourage all team members to engage actively with AI tools relevant to their roles and to enhance their proficiency as technology evolves. Requirements related to AI experience will be evaluated during the interview process.The Data Engineering team is responsible for creating tools and systems that ensure Gusto's data is consistent, user-friendly, and actionable. Our mission is to empower teams to make data-driven decisions and deliver tailored experiences to our customers.We are in search of a Senior Data Engineer who can navigate loosely defined problems and drive them from conception to execution—this includes framing the issues, aligning stakeholders, and designing, building, and deploying robust data solutions. You will collaborate closely with analytics, product, and engineering teams to implement data strategies that yield significant business and customer outcomes.

Gusto is inviting customer experience professionals to express interest in future Licensed Benefits Advisor roles, with anticipated start dates in summer 2026. These roles will be based in Denver, CO or Phoenix, AZ. While exact timing is still being finalized, early applications are encouraged for those interested in joining the team. Role overview Licensed Benefits Advisors at Gusto support small business owners as they navigate health benefits for their teams. Advisors build strong client relationships, explain available benefit options, and guide employers through each step of the decision-making process. The team consists of licensed experts who serve as trusted partners throughout the benefits life cycle. Key responsibilities Act as the main benefits contact for assigned small business employer clients. Guide clients through benefit renewals by assessing needs, evaluating plans, and supporting them from selection to enrollment. Proactively recommend coverage options such as dental, vision, life, disability, and HSA/FSA plans tailored to client needs. Compensation and benefits Full-time employees at Gusto receive a competitive compensation package, including base salary, comprehensive benefits, and equity (RSUs). Compensation details vary by role, level, and location. For more information, see Gusto’s Total Rewards philosophy. Artificial Intelligence at Gusto AI tools play an important role at Gusto. Team members are encouraged to develop relevant AI skills as technology evolves. The need for AI experience depends on the specific role and will be discussed during interviews.

Role overview Gusto seeks a Mid-Level Retirement Sales Account Executive for a summer role based in Denver, CO. This position focuses on helping small and mid-sized businesses navigate retirement benefit planning. Gusto’s platform covers payroll, health insurance, 401(k) plans, and HR services, allowing business owners to spend more time on their customers. What you will do Guide clients as they evaluate retirement plan options, compliance needs, and tax benefits Apply AI tools to enhance client engagement and streamline daily processes Respond to inbound requests from businesses interested in retirement solutions Reach out strategically to connect with new prospective clients Develop and maintain relationships that encourage long-term client satisfaction Contribute to Annual Recurring Revenue (ARR) growth by closing new business About Gusto Gusto supports small businesses by managing payroll, benefits, and HR tasks, freeing up owners to focus on what matters most to them.

About GustoAt Gusto, we are dedicated to empowering the small business economy. We take care of the complexities—such as payroll, health insurance, 401(k)s, and HR—allowing business owners to focus on what they love. With teams based in Denver, San Francisco, and New York, we proudly support over 400,000 small businesses nationwide, while fostering an inclusive workplace that reflects and honors our diverse clientele. Discover more about our Total Rewards philosophy.About the RoleWe are seeking a dynamic Senior Community Marketing Manager to enhance and expand Gusto's brand presence within the accountant community.This strategic position entails representing Gusto to accountants through thought leadership, community initiatives, events, and partnerships. You will play a crucial role in linking our brand, community, and growth efforts—driving firm recruitment, activation, and lasting engagement while solidifying Gusto's reputation as the trusted partner for accountants.About the TeamThis role is integrated within our go-to-market team, focused on generating pipeline and driving growth through indirect channels. We blend creativity, data-driven insights, and collaborative efforts across functions to design impactful campaigns that resonate with and convert our target audiences at scale. Together, we are committed to expanding Gusto's reach to thousands of accounting partners across the nation, and our journey has just begun.Responsibilities● Develop and lead Gusto's strategy for engaging the accountant community, ensuring our presence is consistent and credible across all channels.● Serve as Gusto's representative to the accountant audience through thought leadership initiatives, speaking engagements, events, and collaborative partnerships.● Design and implement community programs and experiences (both virtual and in-person) that promote connection, education, and advocacy among accounting firms.● Oversee and advance Gusto's thought leadership strategy aimed at accountants, collaborating with content, communications, and product marketing teams to craft compelling narratives that build trust and authority.● Work closely with product, marketing, and sales teams to ensure community initiatives effectively translate into tangible outcomes.

Join Gusto as a Principal Product Designer for our CoreX AI team, where you will lead design initiatives that enhance the user experience across our innovative products. You will collaborate with cross-functional teams to create compelling design solutions that address user needs and drive business objectives. Your expertise in product design will play a crucial role in shaping the future of our AI-driven solutions.

Join Gusto as a Business Insurance Account Executive and play a pivotal role in helping small businesses thrive by providing essential insurance solutions tailored to their unique needs. As a key member of our team, you will engage with clients, assess their insurance requirements, and offer expert guidance to ensure they are adequately protected.This position offers the opportunity to work in various dynamic locations, including Denver, New York, Las Vegas, Atlanta, Chicago, and Phoenix. Your contributions will directly impact our clients' success, making this a rewarding and fulfilling career choice.

About Gusto Gusto helps small businesses handle payroll, health insurance, 401(k)s, and HR, so owners can focus on what matters most to them. With teams in Denver, San Francisco, and New York, Gusto supports over 400,000 small businesses nationwide. The company values a workplace that reflects the diversity of the communities it serves. Full-time employees receive a competitive base salary, a full suite of benefits, and equity (RSUs). Compensation varies by role, level, and location. More details are available in Gusto’s Total Rewards philosophy. Artificial Intelligence plays a key role at Gusto. All team members are encouraged to use AI tools and grow their skills as technology changes. AI experience will be discussed during interviews. Role Overview: Senior Paid Social Marketing Lead The Senior Paid Social Marketing Lead manages Gusto’s paid social campaigns, guiding efforts from brand awareness through to conversion. Platforms include Meta, LinkedIn, Reddit, and TikTok. This role combines performance marketing, creative direction, and AI-driven workflow design. Strategic and creative ownership of a core acquisition channel offers a direct influence on pipeline and revenue. Candidates who balance creative ideas with data-driven thinking and use AI daily will thrive here. The Team This role sits within Gusto’s Demand Generation team, a group of performance marketers committed to the craft and purpose of marketing. Collaboration happens closely with the Paid Acquisition team, which focuses on building awareness and generating leads through paid media. The team values autonomy, experimentation, and a collaborative spirit. High standards, quick action, and an AI-native mindset are central to how the group operates. What You Will Do Own the paid social strategy and hands-on execution across Meta, LinkedIn, Reddit, Quora, and TikTok, running campaigns that span the full funnel from awareness to conversion.

Join Gusto as an Expansion Account Manager and play a pivotal role in our mission to empower small businesses across the nation. In this dynamic position, you will be responsible for cultivating relationships with new clients and expanding our market presence. You’ll work collaboratively with sales and customer success teams to ensure a seamless onboarding experience for new customers.

Gusto helps over 500,000 small businesses by making payroll, health insurance, retirement plans, and HR simpler. The company operates from offices in Denver, San Francisco, and New York, and aims to build teams that reflect the diversity of its customer base. Gusto’s mission is to free business owners from administrative tasks so they can focus on what matters most to them. Full-time roles at Gusto include a competitive salary, equity in the form of RSUs, and a comprehensive benefits package. Compensation depends on role, level, and location. More information can be found in Gusto’s Total Rewards philosophy. AI is central to Gusto’s operations. Team members are encouraged to use AI tools relevant to their responsibilities and to keep their skills current as technology evolves. Experience with AI will be evaluated during the interview process. Role overview Word-of-mouth drives growth for many small businesses, and Gusto’s customers are strong advocates. The Director of Customer Referral & Emerging Channels will turn this advocacy into a scalable customer acquisition strategy. This leader will oversee programs that encourage referrals, activate testimonials, and test new communication channels such as chat. AI tools will be used to identify potential advocates, personalize outreach, and detect signals that point to likely referrers. Collaboration with the AEO team is key, as this role coordinates innovative strategies across the sales funnel. The position is well suited for someone who enjoys refining existing programs and launching new ones, always with an eye on unlocking growth within Gusto’s customer community. Demand Generation Team The Demand Generation team is responsible for driving qualified leads and customer growth across all channels. They work closely with Sales, Product, and RevOps to create scalable programs that deliver measurable results. The team values experimentation and combines creative thinking with analytical rigor. The Director will lead a group of marketers focused on supporting small businesses and improving their approach to growth marketing. Locations Denver, CO San Francisco, CA New York, NY Las Vegas, NV Atlanta, GA Phoenix, AZ Toronto, ON Chicago, IL

About GustoAt Gusto, we are dedicated to empowering the small business economy by taking care of the complexities involved in payroll, health insurance, 401(k)s, and HR. This allows business owners to concentrate on their passion and their customers. With teams located in Denver, San Francisco, and New York, we proudly support over 500,000 small businesses across the nation and are committed to creating a workplace that mirrors the diverse community we serve. All full-time employees are offered competitive base salaries, comprehensive benefits, and equity (RSUs) because we believe that everyone who contributes to Gusto’s growth should partake in its success. Compensation is tailored based on role, level, and location. For more details, please refer to our Total Rewards philosophy. At Gusto, artificial intelligence is integral to our operations. We encourage all team members to actively utilize AI tools relevant to their roles and to enhance their skills as technology advances. The specific AI experience required may differ by role and will be evaluated during the interview process.About the Role:The Compliance Lead, Broker-Dealer & Investment Adviser is a pivotal senior position within the Gusto Retirement Compliance Team, reporting directly to the Head of Compliance. This role serves as the operational foundation of the compliance program, overseeing the compliance initiatives for our Registered Investment Advisor (RIA) and Broker-Dealer (BD) entities, including their AI governance frameworks, and acting as a trusted senior contributor to the RIA/BD Compliance team.In this capacity, you will establish the supervisory architecture (including governance of AI tools utilized in compliance), promote exam readiness, and ensure the program is efficiently managed, comprehensively documented, and resilient under SEC and FINRA scrutiny. This role is not limited to policy creation nor is it passive in technology usage. It demands an individual who can seamlessly transition between strategic oversight and hands-on execution, who comprehensively understands the nuances of managing a compliance program within a regulated financial services environment, and who can act as a supervisory principal over AI, ensuring that tools are employed legally, outputs are verified, and the program adapts to evolving regulatory expectations.About the Team:Gusto operates RIA and BD affiliated entities, catering to clients across the retirement savings spectrum. Our Compliance Team is a streamlined, high-impact unit responsible for upholding robust, defensible compliance programs across both regulatory landscapes, designed to scale with the business.

About GustoAt Gusto, we are dedicated to empowering the small business economy. We take care of essential tasks such as payroll, health insurance, 401(k)s, and HR, allowing business owners to concentrate on their passion and their customers. With teams located in Denver, San Francisco, and New York, we're proud to support over 400,000 small businesses nationwide, while fostering a workplace that reflects and celebrates our diverse clientele. Discover more about our Total Rewards philosophy.About the Role:Gusto is on the lookout for a visionary leader in PEO sales. This role is not just about managing an existing team; we seek a founder-minded sales strategist who can create the framework, develop the playbook, recruit the team, and manage a personal portfolio during the initial phase. This is a unique opportunity to establish Gusto's PEO sales organization from the ground up, and we need a candidate who thrives on challenge.You will spearhead new PEO revenue by marketing Gusto's co-employment solution to prospective clients and our extensive customer base of over 400,000—this is our most significant competitive advantage over traditional PEOs. The environment is dynamic, the market potential is substantial, and we are eager to find a candidate who brings experience, creativity, and a true passion for building to the forefront every day. You will resonate with our company values and possess an ability to build for the long term. If you're ready to dive in, lead by example, and develop something exceptional from scratch, we want to hear from you. About the Team:You will take the helm as the founding leader of Gusto's PEO sales function. In the first 6-12 months, you will operate as both a player and a coach—actively closing deals while simultaneously building your team, tools, and the necessary infrastructure. You will identify the ideal customer profile, develop the sales stages and pipeline architecture in Salesforce, and formulate the channel strategy—including partnerships with brokers and accountants—that will facilitate scalable new business growth over time.This team will act as Subject Matter Experts in PEO, guiding prospects through complex purchasing decisions and collaborating closely with HR, benefits, and payroll colleagues to ensure a seamless customer experience. Your greatest advantage is Gusto's existing client base, which will provide a significant portion of your pipeline.

About GustoAt Gusto, we are dedicated to empowering the small business economy. We take care of complex tasks such as payroll, health insurance, 401(k)s, and HR, allowing business owners to focus on their passions and their customers. With vibrant teams across Denver, San Francisco, and New York, we proudly support over 400,000 small businesses nationwide. We are committed to creating a workplace that reflects and celebrates the diversity of our customer base. Discover more about our Total Rewards philosophy.As a Principal Data Scientist on the Payments team, you will play a crucial role at the intersection of financial systems and data science. You will transform the complexities of a large-scale payments ecosystem into actionable insights and models that drive the development, operation, and enhancement of our payment solutions.Your responsibilities will include collaborating closely with Product, Engineering, Design, Finance, and other Data teams. You will gain expertise in your domain's data, define metrics to assess our business performance, and analyze payments data to provide valuable insights. Additionally, you will integrate AI-assisted methodologies to expedite analysis, improve analytical rigor, and broaden the dissemination of insights across Gusto.This position is ideal for individuals who are equally adept at analyzing ledger-level transaction data and engaging with payments engineering teams to impact architectural decisions. If you are passionate about enhancing the financial well-being of countless small businesses, this opportunity is for you.

Join Gusto as a Senior Franchise Account Executive and play a crucial role in driving the success of our franchise partners. You will leverage your expertise to foster relationships, provide tailored solutions, and ensure franchisees thrive in a competitive market.

Join Gusto as a Senior Manager of Growth Data Science, where you will lead a team of talented data scientists to harness data-driven strategies that fuel our growth trajectory. In this pivotal role, you will collaborate closely with cross-functional teams to derive actionable insights, optimize marketing efforts, and enhance customer experiences. Your expertise in statistical analysis and data modeling will be instrumental in driving key business decisions.

About GustoAt Gusto, our mission is to empower the small business economy. We take care of the complexities—such as payroll, health insurance, 401(k)s, and HR—allowing business owners to concentrate on their craft and their customers. With teams in Denver, San Francisco, and New York, we proudly support over 400,000 small businesses nationwide, and we are committed to creating a workplace that mirrors and celebrates the diverse customers we serve. Discover more about our Total Rewards philosophy.About the Role:The Sales Enablement team, a vital part of our Revenue Operations, is essential to delivering a world-class sales experience. As a Learning Partner, you will be instrumental in executing enablement strategies that boost revenue growth and enhance feature adoption among our sales teams. This role encompasses overseeing the learning lifecycle for Expansion Sales and collaborating closely with leadership on onboarding, ongoing education, and the development of high-performance skills. You will be responsible for designing and implementing impactful learning solutions, including engaging learning assets, self-paced content, and facilitated experiences.We are looking for a candidate with a solid background in learning science, exceptional consulting skills, and experience in professional sales or business development. Your passion for enabling Expansion Sellers (up-sell/cross-sell/renewal revenue motions) with the necessary content, tools, insights, and training will be key to helping them secure more business while delighting our existing clients. You should resonate with our company values, possess a strong self-motivation to achieve results, and exhibit a relentless curiosity to deepen your product knowledge and scale enablement quickly in a fast-paced environment.Key Responsibilities:Collaborate with stakeholders across revenue operations and other cross-functional teams to identify the learning and performance needs of sellers that will drive business results.Analyze skill and knowledge gaps and independently craft and implement enablement solutions that lead to measurable enhancements in capability, productivity, and revenue, often under tight timelines and with minimal resources.Utilize learner-centered design principles, balancing speed and impact while tailoring solutions based on observations, stakeholder feedback, and the depth of learning required for performance improvement.

Gusto helps over 500,000 small businesses manage payroll, health insurance, 401(k) plans, and HR services. Teams work from offices in Denver, San Francisco, and New York, as well as remotely across the United States. The company values a workforce that reflects the diversity of its customers and communities. This contract position centers on advancing Gusto’s legal operations through AI. The Legal AI Engineer (Contractor) will join for a fixed term to design, build, and document foundational legal AI systems. The role involves close collaboration with the legal team and cross-functional partners, with guidance from the Senior Manager of Legal Contracting Operations & AI Systems. Once systems are in place, solutions will be handed off to the legal team for ongoing use and improvement. AI is central to Gusto’s work. Employees are encouraged to use relevant AI tools and keep learning as technology evolves. The company offers competitive pay, benefits, and equity (RSUs) for contributors. More details can be found on Gusto’s Total Rewards philosophy page. Key Responsibilities Design and implement legal AI infrastructure and workflows based on requirements from legal, legal operations, and cross-functional partners. Create clear documentation to support smooth handover and future maintenance. Collaborate closely with the legal team, which already uses AI tools such as Claude. Transform early-stage experiments into reliable, shared systems and tools. Ensure workflows are efficient, measurable, and secure. Who Thrives in This Role This position fits someone who combines legal and technical expertise and can translate legal needs into scalable, maintainable systems. Experience working with both legal requirements and technical implementation is important. Location San Francisco, CA – Hybrid Denver, CO – Hybrid New York, NY – Hybrid United States – Remote

Role overview Gusto is seeking a Licensed Benefits Advisor based in either Denver, CO or Phoenix, AZ. The position centers on supporting clients as they review and choose from various benefits packages. Advisors rely on their expertise to make complex information understandable, answer questions, and guide clients to the options that best fit their needs. What you will do Guide clients through the range of available benefits, explaining each option in straightforward terms Assist clients in evaluating their choices so they can make informed decisions Recommend solutions that fit each client’s individual situation Foster trust and build rapport by communicating clearly and openly