Staff Product Designer, Gusto
HR Experiences
$146-222k
Salary range dependent on candidate location
2-3 days a week in office
Automated payroll, benefits & HR platform
Be an early applicant
Automated payroll, benefits & HR platform
1001+ employees
Be an early applicant
$146-222k
Salary range dependent on candidate location
2-3 days a week in office
1001+ employees
Company mission
To create a world where work empowers a better life.
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
- 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
- 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
Our take
For many small businesses, vital administrative tasks such as payroll, taxes, and benefits are manual tasks that take time and energy which many SMB owners don’t have. The three co-founders of Gusto – all coming from small business backgrounds – collaborated on a Fintech company that would handle employee payments, benefits administration, and compliance support specifically for small businesses.
The company may have started slowly, as the founders focused on nailing each individual aspect of Gusto’s operations, but has now skyrocketed to unicorn status with more than 200,000 customers and a multi-billion dollar valuation. In 2021, Gusto began acquiring other companies to strengthen its offering and its position in a competitive market, including two other fintech startups, Ardius and Symmetry.
Through its continued acquisitions and fundraising efforts, the company has carved out a strong position for itself in the space. Although Gusto has found itself impacted by the macroeconomic situation, through the significant effect it has had on its clientele, the company still appears positive for the future after raising funds in 2023 that will see it reach key profitability benchmarks. It continues to consolidate its platform, for example by integrating with OpenComp to grant its users access to the company's Compensation Intelligence Platform.
Steph
Company Specialist at Welcome to the Jungle
Insights
45% employee growth in 12 months
Company
Funding (last 2 of 8 rounds)
May 2022
$55m
SERIES E
Aug 2021
$175m
SERIES E
Total funding: $706.1m
Company 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
Company HQ
Central Waterfront, San Francisco, CA
Leadership
Joshua Reeves
(CEO)Studied Electrical Engineering at Stanford and went onto co-found Gusto in 2011.
Tomer London
(CPO)Has a PhD in Electrical Engineering from Stanford. Was a Researcher at Intel, and then interned at Bump Technologies. Co-founded Vizmo, a mobile self-service technologies company, in 2008. Co-founded Gusto in 2011.
Edward Kim
(Head of Engineering)Studied Electrical Engineering at Stanford. Was Senior Project Engineer at Volkswagen of America Electronics Research Lab and then co-founded Picwing, a printed photos company, in 2008. Co-founded Gusto in 2011.
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