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Head of Product Design, New Revenue Streams

Gusto

Gusto

Product, Design
Multiple locations
Posted on Sunday, June 9, 2024


About Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 300,000 businesses nationwide.

Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy.

About the team

Product Design at Gusto is made up of over 60 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We’re a cross-functional bunch focused on Design, Research, Writing, Ops and Front-end Development who are always looking for opportunities to build understanding and empathy for the people who use Gusto. We don’t care a whole lot about swim lanes and we work closely with our partners in Product, Engineering, Data, and Marketing to design, build and ship experiences that make a difference. We are passionate advocates for thoughtful, crafted, and inclusive experiences and we believe great design can make hard things possible, even delightful. Read more about Design at Gusto.

About the opportunity

As the Head of Design for New Revenue Streams, you’ll oversee four emerging business teams across Gusto: Members, Tax Credits, Gusto Embedded, and Gusto Money. This is an exciting opportunity to drive the vision, strategy, and execution for these high-potential strategic investments, and be a part of the core senior leadership group for product design. You’ll empower a team of 8-10 designers, including managers, and collaborate closely with senior leadership counterparts across teams such as Data, Engineering, Product Management, Sales, and Customer Support. You’ll be responsible for driving long-term strategy and vision, and ensuring high quality experiences for our customers.

Here’s what you’ll do day-to-day:

  • Work with cross-functional partners in Product Management, Engineering, and Data Science to drive strategy and sequencing based on a deep understanding of customer problems and key opportunities for the customer and our business.
  • Empower designers and design managers across four teams, creating the conditions to deliver quality output and services the needs of our customers.
  • Drive the multi-year vision and develop frameworks and principles that can be used to help align our teams on the right experiences.
  • Be the catalyst to drive visibility and alignment for your teams’ work to the broader Gusto, EPD and design leadership.
  • Drive improvements to the ways of working across our overall product design team and EPD teams.
  • Collaborate with other key teams, leaders, and stakeholders at Gusto such as Legal, Compliance, Risk Operations, Customer Support, and other various product owners.
  • Ensure that proposed solutions are customer-informed through research, data, and insights from our Customer Support team.
  • Ensure the balance of an iterative approach and urgency to solve customer pain with ensuring that short term improvements ladder up to long-term vision and meet a high bar for the customer experience.
  • Hold high standards for the customer experience, including partnering with engineering leaders to refine the end customer experience and ensure that what we release is bug free, performant, accessible, and responsive.
  • Ensure cohesive experiences. through the use of Workbench, our Design System, and other platform capabilities.
  • Collaborate with design leaders on other teams to develop and drive cohesive solutions for shared problems across Gusto.

Here’s what we're looking for:

  • 10+ years’ Product Design experience, with at least 6 of those years being in a management role, and at least 2-3 years in a senior management capacity.
  • Experience in complex SaaS domains like payroll, finance or banking.
  • Management experience should include overseeing a team of 6+ designers and experience managing managers.
  • Previous scope responsibilities should include overseeing several, distinct areas of the business each with its own roadmap and stakeholders.
  • Experience leading 0-to-1 or emerging business teams.
  • A track record of strong performance management; up-leveling direct reports through leadership frameworks and raising the bar for design quality across the organization.
  • Evidence of driving transformative change to the product strategy and customer experience; showing up as a “business-minded design leader” who leads their teams to deliver substantial impact through a stellar customer experience.
  • Ability to thrive in ambiguity and leverage ambiguous situations as opportunities to drive clarity and change.
  • Excellent communication and storytelling skills with a track record of utilizing these skills to drive alignment and influence product direction.
  • Ability to inform and deliver against multiple time horizons, from multi-year strategic vision to current roadmap priorities.
  • A proven track record of leading great UX design for complex workflows and end-to-end experience visions and frameworks, while showcasing an iterative approach toward execution.
  • A master at personal time management and knowing how and when to operate at various altitudes.
  • Strong craft — you know good UX and product design, content strategy, UXR and systems design. You can break down complex experiences and design with consideration for all touch points through a Platform-first approach.
  • Shows up with strong opinions loosely held, and a willingness to engage in constructive debates about scope and tradeoffs to build alignment and unblock work.
  • You’ve built great relationships with cross functional collaborators and know how to model this for your team.
  • Strong understanding of the common patterns, foundations, and the ability to discern when to innovate versus adopt existing patterns.
  • Passion for Gusto’s mission and the impact we can have on the world.

At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page.

Our cash compensation range for this role is $207,000/yr to $259,000/yr in Denver & most remote locations, and $243,000/yr to $279,000/yr in San Francisco,Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If you require assistance in filling out a Gusto job application, please reach out to candidate-accommodations@gusto.com.