About the Role:

As a Dedicated Advisor, you'll guide small business owners through one of the most important decisions they make for their teams: health benefits. You'll build lasting relationships with your clients, help them understand their options, and guide them through benefits decisions with clarity and confidence.

This is a high-impact role on a team of licensed benefits experts who serve as trusted partners to employers throughout the benefits life cycle.

Location & Training Requirements:

This role is hiring in Denver, CO and Phoenix, AZ only. Candidates must be located in or able to commute within the Denver or Phoenix metro areas. All new hires will complete an onsite training program at their local office during their first 4–6 weeks of employment. Training is fully in-person, 5 days a week, so you'll need to be available and able to commute onsite for the duration of that period.

Following the training, candidates will be expected to adhere to Gusto's hybrid policy where Gusto has physical office spaces.

Here’s what you’ll do day-to-day:

• Serve as the primary benefits contact for a portfolio of small group employer clients
• Guide clients through the full renewal process — from assessment of needs, plan evaluation, selection through enrollment support
• Proactively assess client needs and recommend coverage options (dental, vision, life, disability, HSA/FSA) and plans (SGHI, Level Funded, LGHI) that best fit their teams
• Provide clear, approachable guidance on health insurance concepts via phone and email
• Ensure clients receive timely, accurate support that meets their needs throughout the year
• Meet SLAs and performance standards in a fast-paced, deadline-driven environment

Here’s what we're looking for:

• Minimum 4+ years in a customer-facing role; health insurance or benefits experience preferred
• Active Life and Health Producer License OR willingness to obtain an active Life and Health Producer License prior to start date
• Experience supporting a client portfolio or managing ongoing client relationships
• A track record of strong client retention and service delivery
• Clear communicator who can simplify complex benefits concepts
• Self-starter who thrives with autonomy and adapts well to change

About the Role:

We are building AI-powered, agentic workflows to transform how service operations scale, resolve customer needs, and maintain quality in high-stakes environments. At Gusto, that means designing systems that can earn the trust of small business owners — where a wrong answer or a missed escalation has real consequences.

As an AI Solutions Architect, you will own the end-to-end design and performance of these workflows in production — where models, tools, data, and human judgment come together to deliver outcomes. This is not a traditional architecture role. You will design, prototype, deploy, and continuously improve AI-driven systems that directly impact customer experience and operational efficiency. You will also play a key role in shaping the evolution of our AI platform by identifying capability gaps, prototyping solutions, and informing the primitives required to scale agentic systems effectively.

You will report into the Service Transformation org and work at the intersection of AI governance, service quality, and operational transformation — operating as the connective tissue between Engineering, CX, Legal, and Compliance as Gus, Gusto's AI assistant, scales.

About the Team:

The mission of our Service Transformation (CXT) team is to quickly evolve and scale how Gusto delivers outstanding service experiences and leverages AI to do so. Our team designs the systems, governance frameworks, and feedback loops that allow Gusto's service model to improve continuously, operate reliably, and earn the trust of the customers and employees who depend on it.

Here’s what you’ll do day-to-day:

• Architect, prototype, and own end-to-end agentic service workflow frameworks, from scoping through production deployment and iteration — including solve and assist targets, HITL protocols, override logic, and downstream quality safeguards
• Analyze SOPs, operational metrics and interaction data to identify and prioritize high-impact automation opportunities based on volume, risk, and customer impact
• Design and implement multi-agent orchestration patterns across tools, data sources, and decision steps within a single end-to-end workflow
• Apply and influence AI platform capabilities in partnership with CoreX (Gusto's AI Platform team) — including orchestration, retrieval, and evaluation — helping define what needs to be built to support production workflows at scale
• Identify platform gaps, prototype workflow-level solutions, and partner with engineering to shape the primitives required for reliable, scalable AI systems
• Serve as the primary CX voice in Legal, Security, Compliance, and CoreX forums — translating CX quality stakes and workflow risk into terms each audience acts on, and ensuring governance requirements are embedded in design, not retrofitted after launch
• Strengthen evaluation frameworks and feedback loops to ensure quality, compliance, and continuous improvement; contribute to Gusto's human evaluation programs and AI governance practices through deep partnership with our internal CX Labs team
• Partner with Data teams to define and track workflow performance — including solve and assist rate, AHT, rework rate, and customer effort score — clearly distinguishing between model-level, workflow-level, and operational drivers
• Build ROI models to quantify workflow impact across efficiency, quality, and cost before and after deployment
• Represent workflow performance and risk to senior stakeholders with appropriate precision and brevity; communicate in a way that drives action, not overwhelm
• Lead through ambiguity and rapid change: the function is still being defined, and you will help define it

Here’s what we're looking for:

• 8+ years in operations, product, or AI roles — with at least 2 years designing and deploying AI-assisted or agentic workflows
• Strong fluency with LLM systems, including prompt design, evaluation, and production behavior at scale
• Hands-on experience with agentic tooling, orchestration frameworks, or MCP-style integrations — conceptual familiarity is not sufficient at this level
• Experience designing human-in-the-loop (HITL) systems with clear escalation logic, override controls, and compliance-aware checkpoints
• Working knowledge of multi-agent systems and tool coordination
• Strong operational judgment: able to define and diagnose workflow metrics 
• Proven track record influencing cross-functional stakeholders — including Product, Engineering, Legal, Security, and Compliance — in writing, in design reviews, and in high-stakes forums
• Familiarity with Responsible AI practices, governance, and risk management in production environments
• Proven ability to operate in high ambiguity, create clarity, and drive alignment across technical and non-technical audiences
• Strong systems thinking with a bias toward execution and measurable outcomes
• Deep empathy for small business customers and the employees who serve them

Our cash compensation amount for this role is $133,470/yr to $173,511/yr in Denver & most major metro locations, and $157,145/yr to $204,289/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy. 

About the Role:

We're looking for a people leader who is ready to step into a high-impact role at a pivotal moment for Gusto HR Partners. This isn't a role for someone who wants to manage a steady-state team - it's for a builder. You'll get to help shape how leadership works within Gusto HR, develop a team of senior HR consultants, and drive the operational and service excellence that defines what great looks like as we scale.

You'll bring a systems-thinking mindset, a coaching orientation, and the credibility to earn trust with a high-caliber team. Whether you're coming from inside Gusto or from the outside, you're someone who leads with authenticity, leans into hard conversations, and thrives in ambiguity.

About the Team:

The Gusto HR Partners team is a group of senior HR consultants who serve as embedded, fractional HR leaders for the small businesses we support — bringing strategic guidance, operational expertise, and a deeply human touch to every client relationship. We're at an inflection point: scaling our service model, pioneering AI-native ways of working, and redefining what world-class fractional HR looks like for the 400,000+ businesses on the Gusto platform. As a leader on this team, you'll join a tight-knit, mission-driven group that prizes craft, client outcomes, and continuous evolution — and you'll help shape the playbook for how we grow from here.

Here’s what you’ll do day-to-day:

• Lead and develop a team of senior HR consultants, coaching them to exceed expectations, building trust through authenticity, and being a hands-on player-coach when needed
• Drive performance across client satisfaction, retention, and consultant productivity metrics in a high-growth environment
• Scale operations through process optimization, AI integration, and technology enablement to improve consultant-to-client efficiency
• Partner with product teams to pioneer AI-native HR services that augment human expertise and create new service possibilities
• Navigate ambiguity and build scalable systems from the ground up, helping to write the playbook 
• Coach and develop your team
• Champion change management: build new processes, drive adoption, and iterate quickly in a fast-moving environment
• Collaborate with peer leaders on hiring strategy, process innovation, and cross-functional initiatives
• Shape organizational strategy as we expand service offerings and redefine what's possible in fractional HR service

Here’s what we're looking for:

• Minimum 8+ years of progressive HR or related professional services experience
• Early people leadership experience or strong evidence of leading without authority (mentoring, onboarding, influencing peers, or owning team initiatives) and scaling teams
• Experience operating in client-facing environments (HR, consulting, or service delivery models)
• Demonstrated ability to manage and prioritize across multiple stakeholders or clients
• Evidence of contributing to or driving process improvements, team initiatives, or new ways of working
• Strong track record of delivering high-quality work, building trust, and maintaining client satisfaction
• Experience collaborating cross-functionally and contributing to team-level outcomes, not just individual success
• Experience partnering with Product, Ops, and GTM to innovate and scale
• Familiarity with AI/ML applications in professional services or HR
• AI and technology fluency with a vision for how emerging tools can transform professional services delivery

Compensation

Our cash compensation amount for this role is targeted at $127,000/yr - $157,000/yr in Denver, and $154,000 - $191,000 for San Francisco and New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

Submit your interest to join our CX team!

Gusto is seeking customer experience professionals who thrive in a fast-paced, consultative environment and are interested in being considered for future start dates in 2026. If you’d like to be considered for future opportunities with our team, please complete the form below and upload your resume. 

While start dates are still being determined for 2026, we’d love to connect! Does this sound like you? Apply below!

About the Role:

Gusto is seeking motivated, customer-centric professionals interested in being considered for future retirement benefits customer experience opportunities in 2026. These roles are ideal for customer-facing retirement benefits professionals who thrive in a fast-paced, consultative environment and are passionate about helping small businesses succeed.

As a seasoned Retirement Benefits Advocate, you will act as the single point of contact for all support inquiries, enhancing user experience and serving as a subject matter expert for Gusto’s core products. You will serve as a strategic partner, providing a holistic and consultative approach to help clients optimize their retirement plan. Your mission is to empower our clients by proactively educating them on their plan's health, fiduciary responsibilities, and the tools available to drive employee engagement and retirement readiness. You will build deep client loyalty and act as the driver for full resolution of all plan-related matters. You’ll address and solve real problems and deliver an exceptional customer experience to build trust and loyalty to Gusto.

Here’s what you’ll do day-to-day:

• Own the customer journey by building trust, rapport, and partnership with customers through inbound and outbound phone, email, and Zoom interactions.
• Provide passionate, opinionated, consistent, expert, reliable support as a point of contact for retirement benefits inquiries. 
• Leverage AI‑assisted tools to accelerate research and communication while upholding accuracy, compliance, and Gusto’s voice.
• Identify churn risk and quickly act to deliver solutions to mitigate the risk of churn, using your product knowledge and unique understanding of each individual customer.
• Build and maintain relationships built on trust and collaboration with admins to better understand and anticipate their needs.
• Partner with your customers and cross-functionally to unblock points of friction, proactively address potential concerns, and build an understanding of individual team needs and processes. 
• Think creatively, pivot quickly, live in ambiguity, and collaborate strategically. You will be required to expand your critical thinking skills and creatively problem-solve across all areas of the business, with an understanding of a variety of stakeholders and needs. 

Here’s what we're looking for:

• 3-6 years of customer experience with 1+ years of full-time experience in retirement benefits. 
• Experience with 401k retirement plans preferred. 
• Account Management experience preferred. 
• Proven ability to proactively and reactively support customers, driving their success, happiness, and loyalty through expert guidance and creative problem-solving.
• Ability to synthesize and communicate complex subjects clearly and effectively, both verbally and in writing, with customers and internal partners.
• Experience with Salesforce, Zoom, Google Suite, Google Calendar, Gmail, and Chili Piper.
• Excels in balancing inbound calls, scheduled meetings, and email inquiries while managing and prioritizing multiple high-priority resolutions effectively.

This posting represents a general talent pipeline that spans multiple levels within our CX team. Final compensation will be determined based on the specific role, level, and experience alignment. The estimated compensation range for these roles is $21.00–$35.00 per hour.

Submit your interest to join our CX team!

Gusto is seeking customer experience professionals who thrive in a fast-paced, consultative environment and are interested in being considered for future start dates in 2026. If you’d like to be considered for future opportunities with our team, please complete the form below and upload your resume. 

While start dates are still being determined for 2026, we’d love to connect! Does this sound like you? Apply below!

About the Role:

Gusto is seeking motivated, customer-centric professionals interested in being considered for future health insurance benefits customer experience opportunities in 2026. These roles are ideal for customer-facing benefits professionals who thrive in a fast-paced, consultative environment and are passionate about helping small businesses succeed.

As a seasoned Health Insurance Benefits Advocate, you will act as the single point of contact for all benefits support and renewal inquiries, enhancing user experience and serving as a subject matter expert for Gusto’s core products. You’ll help employers get group benefits for the very first time, and then help those employers continue to make important benefits decisions on an annual basis. Together, we’re not just simplifying benefits — we’re helping small businesses offer competitive, people-first benefits that support happier, healthier teams.

Here’s what you’ll do day-to-day:

• Own the customer journey by building trust, rapport, and partnership with customers through inbound and outbound phone, email, and Zoom interactions.
• Provide passionate, opinionated, consistent, expert, reliable support as a point of contact for health insurance benefits inquiries. 
• Partner with internal teams to address and resolve customer inquiries and concerns throughout the benefits renewal process.
• Leverage AI‑assisted tools to accelerate research and communication while upholding accuracy, compliance, and Gusto’s voice.
• Identify churn risk and quickly act to deliver solutions to mitigate the risk of churn, using your health insurance benefits and product knowledge and unique understanding of each individual customer.
• Build and maintain relationships built on trust and collaboration with admins to better understand and anticipate their needs.
• Think creatively, pivot quickly, live in ambiguity, and collaborate strategically. You will be required to expand your critical thinking skills and creatively problem-solve across all areas of the business, with an understanding of a variety of stakeholders and needs. 

Here’s what we're looking for:

• 3-6 years of customer experience with 1+ years of full-time experience in health insurance benefits. 
• Account Management experience preferred. 
• Life & Health Insurance Producers Licensure preferred. 
• Proven ability to proactively and reactively support customers, driving their success, happiness, and loyalty through expert guidance and creative problem-solving.
• Ability to synthesize and communicate complex subjects clearly and effectively, both verbally and in writing, with customers and internal partners.
• Experience with Salesforce, Zoom, Google Suite, Google Calendar, Gmail, and Chili Piper.
• Excels in balancing inbound calls, scheduled meetings, and email inquiries while managing and prioritizing multiple high-priority resolutions effectively.

This posting represents a general talent pipeline that spans multiple levels within our CX team. Final compensation will be determined based on the specific role, level, and experience alignment. The estimated compensation range for these roles is $21.00–$35.00 per hour.

Submit your interest to join our CX team!

Gusto is seeking customer experience professionals who thrive in a fast-paced, consultative environment and are interested in being considered for future start dates in 2026. If you’d like to be considered for future opportunities with our team, please complete the form below and upload your resume. 

While start dates are still being determined for 2026, we’d love to connect! Does this sound like you? Apply below!

About the Role:

Gusto is seeking motivated, customer-centric professionals interested in being considered for future payroll customer experience opportunities in 2026. These roles are ideal for customer-facing payroll professionals who thrive in a fast-paced, consultative environment and are passionate about helping small businesses succeed.

As a Payroll Advocate, you will act as the single point of contact for all support inquiries, enhancing user experience and serving as a subject matter expert for Gusto’s core products. You will guide customers through our newest product features, provide proactive customer education and support, move quickly to strategize and creatively solve problems, act as an advocate to influence our product decisions and roadmap, and holistically support the customer/Gusto partnership. You’ll address and solve real problems and deliver an exceptional customer experience to build trust and loyalty to Gusto.

Here’s what you’ll do day-to-day:

• Own the customer journey by building trust, rapport, and partnership with customers through inbound and outbound phone, email, and Zoom interactions.
• Provide passionate, opinionated, consistent, expert, reliable support as a point of contact for payroll and benefits inquiries. 
• Leverage AI‑assisted tools to accelerate research and communication while upholding accuracy, compliance, and Gusto’s voice.
• Identify churn risk and quickly act to deliver solutions to mitigate the risk of churn, using your product knowledge and unique understanding of each individual customer.
• Build and maintain relationships built on trust and collaboration with admins to better understand and anticipate their needs.
• Partner with your customers and cross-functionally to unblock points of friction, proactively address potential concerns, and build an understanding of individual team needs and processes. 
• Think creatively, pivot quickly, live in ambiguity, and collaborate strategically. You will be required to expand your critical thinking skills and creatively problem-solve across all areas of the business, with an understanding of a variety of stakeholders and needs. 

Here’s what we're looking for:

• 3-6 years of customer experience with 1+ years of full-time experience in Payroll. 
• Account Management experience preferred. 
• Proven ability to proactively and reactively support customers, driving their success, happiness, and loyalty through expert guidance and creative problem-solving.
• Ability to synthesize and communicate complex subjects clearly and effectively, both verbally and in writing, with customers and internal partners.
• Experience with Salesforce, Zoom, Google Suite, Google Calendar, Gmail, and Chili Piper.
• Excels in balancing inbound calls, scheduled meetings, and email inquiries while managing and prioritizing multiple high-priority resolutions effectively.

This posting represents a general talent pipeline that spans multiple levels within our CX team. Final compensation will be determined based on the specific role, level, and experience alignment. The estimated compensation range for these roles is $21.00–$35.00 per hour.