Payroll, benefits, and HR for modern small businesses
Design Leadership
9 open design roles
Denver, CO; San Francisco, CA; New York, NY; Remote
A principal-level role leading AI design at Gusto is genuinely compelling — this is where payroll and HR software gets reimagined from tedious admin into something intelligent. The CoreX AI team suggests greenfield product thinking at a company that already has strong design DNA.
San Francisco, CA
Gusto is a design-mature company with a strong product culture, and staff-level roles here carry real influence. Benefits is a core product area touching millions of small business employees — the design challenges around simplifying complex insurance and benefits decisions are genuinely interesting.
San Francisco, CA
Time tracking may sound mundane, but at Gusto's scale this touches millions of workers and payroll runs. A staff-level seat means real ownership over a core workflow. Gusto consistently invests in design quality — this is a strong opportunity for someone who wants impact in the HR-tech space.
Denver, CO / San Francisco, CA / New York, NY / Los Angeles, CA / Seattle, WA
Gusto has always punched above its weight on brand — their illustrations and tone are distinctive in a sea of fintech sameness. A brand design manager here gets to shape visual identity for a product used by hundreds of thousands of businesses. Strong role for someone who wants brand leadership at scale.
Denver, CO / San Francisco, CA / New York, NY / Los Angeles, CA / Seattle, WA
Gusto's brand voice has always been warm and human in a category that defaults to corporate — this role shapes that voice at the highest level. Group Creative Director signals serious investment in the creative team. A great opportunity for a copy-focused creative leader.
Remote (US/Canada)
Another staff-level opportunity at Gusto, this time focused on retirement products. The remote-friendly setup broadens the appeal, and designing for 401(k) enrollment and management is a meaty UX challenge. Gusto's design team has a strong reputation for craft.
San Francisco, CA / New York, NY
Gusto's contractor product is a growth area as the gig economy expands. Staff-level IC roles here come with real autonomy, and the design culture is strong enough to make this a place where craft matters. The contractor space has interesting UX challenges around compliance and payments.
Denver, CO / San Francisco, CA / New York, NY
Creative ops is increasingly important as design teams scale, and Gusto's commitment to quality makes this more than a traffic cop role. Good fit for someone who loves systems thinking applied to creative output, though it's more operational than hands-on design.
San Francisco, CA
Design management at Gusto is a solid bet — the company treats design well and payroll is their bread and butter. It's a well-run team at a mature company, though the domain itself isn't the most creatively stimulating.