Staff Product Designer
Remote
Toronto, San Francisco Bay Area, New York, Miami, Los Angeles, Denver, Chicago, Austin, Remote (Canada)
$146,000 - $222,000/yearly
Staff
Top Benefits
Comprehensive medical, dental, and vision benefits
Variety of mental health resources
Flexible vacation
About the role
Who you are
- 8+ years of experience in product design, with a strong focus on conversational UI, messaging platforms, or AI-driven customer support experiences
- Proven track record of designing cross-platform conversational AI experiences, whether for internal tools, consumer-facing CX/support experiences, or AI-enabled applications
- Concepting and creating variety of user flows and workflows for internal tooling experiences
- Experience scaling early-stage products in a B2B or B2C environment, particularly in Series B-C startups or mid-stage growth (2→10) companies
- Strong research and customer empathy skills, with a background in designing tools that connect people—especially in consumer gig platforms, concierge services, or machine-mediated applications
- Ability to navigate ambiguity and refine scope as the user base scales, balancing short-term execution with long-term product vision
- Familiarity with service design methods, including journey mapping and blueprinting, to align stakeholders and drive strategic product decisions
- Strong collaboration and communication skills, with the ability to work independently or cross-functionally, driving alignment across design, engineering, product, and data teams
What the job involves
- Product Design at Gusto is made up of over 70 creative, collaborative people who care deeply about our mission to empower small businesses and their employees
- We’re a cross-functional bunch focused on Design, Research, Writing, Ops and Front-end Development who are always looking for opportunities to build understanding and empathy for the people who use Gusto
- We don’t care a whole lot about swim lanes and we work closely with our partners in Product, Engineering, Data, and Marketing to design, build and ship experiences that make a difference
- We are passionate advocates for thoughtful, crafted, and inclusive experiences and we believe great design can make hard things possible, even delightful
- Read more about Design at Gusto
- Gusto is on a mission to create a world where work empowers a better life
- As part of that vision, we are building out Gusto’s HR capabilities for customers
- As a Staff Product Designer, you will play a critical role in shaping the strategic vision for an emerging product at an early stage, designing conversational UI and messaging experiences that connect people and create meaningful interactions
- You’ll take ownership of a significant area of Gusto’s product, influencing the entire design process—from visioning to execution to refining and launching AI-enabled experiences
- You’ll be a critical part of a newly formed product area within Gusto’s HR product team, dedicated to providing proactive guidance to small business owners tackling the most complex and nuanced HR challenges
- We’ll offer personalized guidance on compliance, people management, and strategic growth
- Over the coming months, this team will expand into multiple engineering, product, and design pods to develop a seamless, AI-powered concierge experience for small businesses
- Personalized HR guidance: helping small businesses navigate compliance, employee relations, and team growth with expert guidance
- Proactive risk mitigation: providing tailored insights to help employers stay ahead of changing regulations and workplace challenges
- White-glove service: connecting business owners with expertise to solve their most pressing people-related issues
- This is an opportunity to help shape a strategic, high-growth area from the ground up
- Design and refine conversational UI and messaging experiences across web and mobile platforms
- Leverage data-driven insights to shape product experiences and improve engagement
- Conduct research and engage with customers—particularly in the gig economy—to understand their needs and design tools that bring people closer together
- Collaborate with cross-functional teams, including engineering, product, and design, to iterate on AI-enabled customer support and concierge experiences
- Ensure the user experience aligns with Gusto’s vision while considering scalability from early-stage adoption to broader market expansion
- Balance strategic vision with execution, contributing to both long-term planning and near-term product development
Benefits
- Comprehensive medical, dental, and vision benefits, plus a variety of mental health resources
- Flexible vacation - Gusties are encouraged to take the time off they need to continue doing great work
- Fertility treatments, parental leave, pregnancy termination, caregiving, gender-affirming surgery, hormone treatments, transgender-inclusive services, and more
- If you work at one of our homebases, enjoy food, drinks, and good conversation — on us
- Celebrate 5 or 10 years at Gusto and take a month off to recharge
- Take advantage of internet, phone, commuter, and wellness stipends each month, along with a WFH stipend and cash for anniversaries
About Gusto
Software Development
1001-5000
Launched in 2011 as ZenPayroll, Gusto serves more than 300,000 businesses nationwide. Each year we process tens of billions of dollars of payroll and provide employee benefits—like health insurance and 401(k) accounts—while helping companies create incredible work places.
Through one refreshingly easy, integrated platform, we automate and simplify your payroll, benefits, and HR, all while providing expert support. You and your employees will get the peace of mind you need to do your best work.
Staff Product Designer
Remote
Toronto, San Francisco Bay Area, New York, Miami, Los Angeles, Denver, Chicago, Austin, Remote (Canada)
$146,000 - $222,000/yearly
Staff
Top Benefits
Comprehensive medical, dental, and vision benefits
Variety of mental health resources
Flexible vacation
About the role
Who you are
- 8+ years of experience in product design, with a strong focus on conversational UI, messaging platforms, or AI-driven customer support experiences
- Proven track record of designing cross-platform conversational AI experiences, whether for internal tools, consumer-facing CX/support experiences, or AI-enabled applications
- Concepting and creating variety of user flows and workflows for internal tooling experiences
- Experience scaling early-stage products in a B2B or B2C environment, particularly in Series B-C startups or mid-stage growth (2→10) companies
- Strong research and customer empathy skills, with a background in designing tools that connect people—especially in consumer gig platforms, concierge services, or machine-mediated applications
- Ability to navigate ambiguity and refine scope as the user base scales, balancing short-term execution with long-term product vision
- Familiarity with service design methods, including journey mapping and blueprinting, to align stakeholders and drive strategic product decisions
- Strong collaboration and communication skills, with the ability to work independently or cross-functionally, driving alignment across design, engineering, product, and data teams
What the job involves
- Product Design at Gusto is made up of over 70 creative, collaborative people who care deeply about our mission to empower small businesses and their employees
- We’re a cross-functional bunch focused on Design, Research, Writing, Ops and Front-end Development who are always looking for opportunities to build understanding and empathy for the people who use Gusto
- We don’t care a whole lot about swim lanes and we work closely with our partners in Product, Engineering, Data, and Marketing to design, build and ship experiences that make a difference
- We are passionate advocates for thoughtful, crafted, and inclusive experiences and we believe great design can make hard things possible, even delightful
- Read more about Design at Gusto
- Gusto is on a mission to create a world where work empowers a better life
- As part of that vision, we are building out Gusto’s HR capabilities for customers
- As a Staff Product Designer, you will play a critical role in shaping the strategic vision for an emerging product at an early stage, designing conversational UI and messaging experiences that connect people and create meaningful interactions
- You’ll take ownership of a significant area of Gusto’s product, influencing the entire design process—from visioning to execution to refining and launching AI-enabled experiences
- You’ll be a critical part of a newly formed product area within Gusto’s HR product team, dedicated to providing proactive guidance to small business owners tackling the most complex and nuanced HR challenges
- We’ll offer personalized guidance on compliance, people management, and strategic growth
- Over the coming months, this team will expand into multiple engineering, product, and design pods to develop a seamless, AI-powered concierge experience for small businesses
- Personalized HR guidance: helping small businesses navigate compliance, employee relations, and team growth with expert guidance
- Proactive risk mitigation: providing tailored insights to help employers stay ahead of changing regulations and workplace challenges
- White-glove service: connecting business owners with expertise to solve their most pressing people-related issues
- This is an opportunity to help shape a strategic, high-growth area from the ground up
- Design and refine conversational UI and messaging experiences across web and mobile platforms
- Leverage data-driven insights to shape product experiences and improve engagement
- Conduct research and engage with customers—particularly in the gig economy—to understand their needs and design tools that bring people closer together
- Collaborate with cross-functional teams, including engineering, product, and design, to iterate on AI-enabled customer support and concierge experiences
- Ensure the user experience aligns with Gusto’s vision while considering scalability from early-stage adoption to broader market expansion
- Balance strategic vision with execution, contributing to both long-term planning and near-term product development
Benefits
- Comprehensive medical, dental, and vision benefits, plus a variety of mental health resources
- Flexible vacation - Gusties are encouraged to take the time off they need to continue doing great work
- Fertility treatments, parental leave, pregnancy termination, caregiving, gender-affirming surgery, hormone treatments, transgender-inclusive services, and more
- If you work at one of our homebases, enjoy food, drinks, and good conversation — on us
- Celebrate 5 or 10 years at Gusto and take a month off to recharge
- Take advantage of internet, phone, commuter, and wellness stipends each month, along with a WFH stipend and cash for anniversaries
About Gusto
Software Development
1001-5000
Launched in 2011 as ZenPayroll, Gusto serves more than 300,000 businesses nationwide. Each year we process tens of billions of dollars of payroll and provide employee benefits—like health insurance and 401(k) accounts—while helping companies create incredible work places.
Through one refreshingly easy, integrated platform, we automate and simplify your payroll, benefits, and HR, all while providing expert support. You and your employees will get the peace of mind you need to do your best work.