Senior Staff Content Designer, Gusto
Pay Group
$172-253k
Salary dependent on location
Automated payroll, benefits & HR platform
Job no longer available
Automated payroll, benefits & HR platform
1001+ employees
Job no longer available
$172-253k
Salary dependent on location
1001+ employees
Company mission
To grow the small business economy.
Role
Who you are
- Breadth of impact: You should have demonstrated experience prioritizing your focus across a number of opportunities, and be able to articulate how you made prioritization and tradeoff decisions
- Builder mindset: The person in this role will ship customer-facing products, not just documentation and frameworks. You should have examples of features you played a key role in designing and shipping. Ideally you can demonstrate how you iterated on the content quality of these features over time
- High quality bar: This role will be a tireless advocate for our customers’ experience with Gusto. You should be able to demonstrate how you’ve championed content quality across an organization, and improved teams’ content skills and ways of working
- Comprehensive content toolkit: The person in this role will do more than UI writing. You should have a well-rounded content design practice, ideally including aspects of information architecture, UX design (especially information hierarchies and user flows), and evaluative research. You should be able to demonstrate how you’ve had structural and strategic impact on your past projects
- Experience with or appetite for AI: This role will heavily lean on AI, whether that’s using patterns from our platform teams on their projects or contributing to the platform at large. While deep experience is not a must, you should be able to demonstrate ongoing efforts to educate yourself and learn about this emerging area
What the job involves
- Lead the next chapter of Content Design at Gusto for an AI-enabled world within our flagship Pay Group. You’ll shape how our words, interactions, and intelligent systems come together to make payroll—and all the work around it—feel effortless, transparent, and human
- As AI transforms how small businesses manage time, pay, and compliance, we’re reimagining how content powers clarity and trust. You’ll define how Gusto’s Pay experiences communicate, guide, and collaborate—with both people and AI agents—in ways that feel deeply human and unmistakably “Gusto.”
- You’ll partner with designers, PMs, and AI researchers to build the frameworks, language systems, and tone strategies that help us design, measure, and scale AI-powered experiences
- Proactively gather context on product roadmaps across your scope, and prioritize the initiatives where you’ll have the most impact
- Ship customer-facing UI content, content hierarchies, user flows, and information architectures. You’ll do this independently in some cases, but mostly by pairing with cross-functional partners across product design, product management, and engineering
- Collaborate with design leaders to set UX direction at the feature and product level
- Partner with our platform teams to leverage and evolve our use of AI, both at the company level and on specific projects
- Support cross-functional teams in refining their own UI content and learning basic content design skills
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 400,000 customers and a multi-billion dollar valuation. And 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 has seen it reach key profitability benchmarks. It continues to expand its platform, most recently partnering with Parafin to launch a payroll line of credit for small businesses. With a growing suite of services and a clear focus on supporting small businesses through changing economic conditions, Gusto looks set to sustain its momentum and further strengthen its position in the HR and payroll technology market.
Steph
Company Specialist at Welcome to the Jungle
Insights
45% employee growth in 12 months
Company
Funding (last 2 of 9 rounds)
May 2022
$55m
SERIES E
Aug 2021
$175m
SERIES E
Total funding: $706.3m
Company benefits
- Health and Wellbeing: Medical, dental, and vision insurance for employees and dependents. Family care and support, including family planning and fertility benefits. Gender-affirming care and support. A variety of mental health resources.
- Time Away: It's important to take time away for yourself or to take care of your family. Gusto offers paid vacation, sick time, bereavement, and holidays, paid leaves, sabbatical, and more!
- Free meals and refreshments: If you work at one of our offices, enjoy food, drinks, and snacks— on us. Conversation and community is an added bonus!
- Perks:
Company HQ
Central Waterfront, San Francisco, CA
Leadership
Joshua Reeves
(Co-Founder & CEO)Studied Electrical Engineering at Stanford and went onto co-found Gusto in 2011.
Tomer London
(Co-Founder & 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
(Co-Founder & 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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