About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy 

About the team:

We’re a team of 80+ designers, writers, researchers, and systems thinkers devoted to building experiences that feel both intelligent and human. We perceive language as the connective tissue between people, products, and intelligence.

If designing experiences where AI works with people—anticipating needs, explaining decisions, and amplifying consideration—lights you up, you’ll thrive here.

About the role:

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.

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