Senior Staff Content Designer Pay Group

GustoGusto·Remote(Denver, CO;San Francisco, CA;New York, NY;Los Angeles, CA;Seattle, WA;Toronto, Ontario, CAN)
Other

WFA Digital Insight

As demand for digital specialists grew 28% in 2025, Gusto's Senior Staff Content Designer role stands out. This INTEGRAL position requires expertise in remote work, AI-enabled content design, and human-centered experiences. With Gusto supporting over 400,000 small businesses, candidates should understand the intricacies of digital skills in a rapidly evolving market. Before applying, consider how your skills can amplify Gusto's mission to grow the small business economy.

Job Description

About the Role

The Senior Staff Content Designer at Gusto plays a pivotal role in shaping the next chapter of Content Design within the Pay Group, focusing on an AI-enabled world. This involves defining how Gusto's Pay experiences communicate, guide, and collaborate with both people and AI agents in deeply human and unmistakably 'Gusto' ways. As a leader in this area, the successful candidate will be at the forefront of reimagining how content powers clarity and trust in a sector where AI is transforming traditional payroll and compliance management.

Day-to-day, this role entails partnering with cross-functional teams, including designers, product managers, and AI researchers, to build the frameworks, language systems, and tone strategies necessary for designing, measuring, and scaling AI-powered experiences. The role demands a unique blend of content design expertise, understanding of AI integration, and the ability to lead and collaborate effectively within a dynamic and innovative environment.

Given the critical nature of this position, Gusto is looking for a candidate who can not only lead by example but also contribute to the growth and development of the content design team. This includes mentoring junior designers, contributing to the development of design standards and best practices, and ensuring that all content design solutions are aligned with Gusto's mission and values.

What You Will Do

  • Lead the development of content design strategies for Gusto's Pay Group, focusing on AI-enabled experiences.
  • Collaborate with cross-functional teams to design, test, and iterate on content solutions.
  • Develop and maintain design systems, style guides, and tone of voice documents to ensure consistency across Gusto's products and services.
  • Conduct research to understand user needs and behaviors, informing content design decisions.
  • Design and implement A/B tests to measure the effectiveness of content design solutions.
  • Lead workshops and design sprints to facilitate collaboration and innovation within the team.
  • Develop and manage project plans, timelines, and resource allocation for content design projects.
  • Stay up-to-date with industry trends and emerging technologies in content design and AI.

What We Are Looking For

  • 5+ years of experience in content design, with a focus on digital products and AI-enabled experiences.
  • Portfolio that demonstrates expertise in content design, including samples of work that show an understanding of human-centered design principles and AI integration.
  • Strong understanding of design systems, style guides, and tone of voice in content design.
  • Experience working with cross-functional teams, including designers, product managers, and engineers.
  • Strong leadership and collaboration skills, with the ability to mentor and guide junior designers.
  • Excellent communication and project management skills.
  • Experience with design tools such as Figma, Sketch, or Adobe Creative Suite.
  • Familiarity with AI technologies and their application in content design.

Nice to Have

  • Experience working in a remote or distributed team environment.
  • Knowledge of front-end development principles and how they apply to content design.
  • Certification in design or a related field.
  • Experience with agile methodologies and version control systems like Git.

Benefits and Perks

  • Competitive salary and equity package.
  • Comprehensive health, dental, and vision insurance.
  • 401(k) plan with company match.
  • Flexible PTO policy and remote work stipend.
  • Access to professional development opportunities, including conferences and training.
  • Collaborative and dynamic work environment with a team of experienced professionals.
  • Opportunity to work on challenging and impactful projects that contribute to the growth of the small business economy.

How to Stand Out

  • Tip: When applying, ensure your portfolio highlights your expertise in content design for AI-enabled experiences and includes specific examples of how you've led cross-functional teams to achieve design goals.
  • Tip: Familiarize yourself with Gusto's products and services to understand the company's mission and how your skills can contribute to its growth.
  • Tip: Prepare to discuss your experience with design systems, tone of voice, and how you've applied these principles in previous roles.
  • Tip: Emphasize your ability to work collaboratively in a remote environment and your experience with tools like Figma, Sketch, or Adobe Creative Suite.
  • Tip: Be ready to talk about your understanding of AI technologies and how you see them integrating with content design in the future.
  • Tip: When discussing salary, consider highlighting your research on market standards for content design salaries in the industry and how your skills and experience align with those standards.

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