Product Designer, HR

About the company

At the company, we're on a mission to grow the small business economy. We handle the hard stuff - payroll, health insurance, 401(k) s, and HR - so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) - because everyone who helps build the company should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at the company. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

The HR Expertise pod builds the company's knowledge and guidance layer - the part of the product that makes a small business feel like it has an expert HR team in its corner, not just a software tool. That layer is increasingly AI-driven: AI-generated guidance, AI-drafted documents, AI workflows for human HR advisors, and the compliance knowledge graph underneath all of it.

This role sits at the intersection of service design and AI product design. You'll shape how the company delivers HR expertise across two sides of a service: the small business owner asking for help, and the HR expert delivering it. You'll design AI-assisted experiences in a domain where mistakes have legal consequences for our customers - which is exactly why judgment, preference, and craft matter here in a way they don't in lower-stakes products.

The HR Experiences team at the company wants to make HR a reliable support for small businesses. They create smart guidance, tools for advisors, and a compliance layer. This helps provide top-quality HR support in a way that feels simple and easy to access.

the company Design is operating in an AI-native way, and HRX is one of the teams encouraging that envelope hardest. We expect this role to bring fluency with AI in two directions:

• AI in your workflow. Using AI to accelerate exploration, prototyping, research synthesis, and content drafting - so the team moves faster without losing craft.

• AI in the product. You will design the user experience for AI-generated outputs. This means showing uncertainty clearly and displaying errors in a user-friendly way. You will also ensure that users can keep control when AI suggestions differ from HR best practices. Additionally, you will create moments for customers or advisors to correct the system if necessary.

• Shape the end-to-end experience of HR Assist, HR Partner Console, Compliance Intelligence, and HR Documents - four AI-powered product surfaces that share a common knowledge layer.

• Lead service design across the two-sided product: journey maps, service blueprints, and operational handoffs between AI systems, human advisors, and small business customers.

• Make judgment calls about AI outputs - when to ship them, when to override them, when to put a human in the loop, and how to articulate why a generated direction is or isn't good enough.

• Define how trust, uncertainty, graceful failure, and human override show up across these surfaces - patterns that will inform AI experience design across the broader HRX org.

• Co-lead product direction with PM, engineering, and data partners across four teams. You'll be a co-owner of strategy, not a downstream executor of it.

• Frame ambiguous problems and align partners around a clear direction, often before the data is in.

• Conduct and direct research with customers and HR partners to validate these experiences in a high-stakes compliance domain.

** Here’s what we're looking for:

What you’ll need:

• You've shipped AI-powered experiences to production - not prototypes - and can speak concretely to how you handled uncertainty, errors, and human override.

• Experience in service design for products that involve two sides or multiple…