Job Description

As a Senior UI and UX Designer at DraftWise, you will be primarily responsible for the UI and UX of our core product inside Microsoft Word. Lawyers are a demanding user base, so DraftWise must feel engaging, simple, and learnable in minutes while still supporting complex drafting, review, negotiation, and search workflows. You will own the end to end experience across key surfaces, from information architecture and interaction design to high fidelity UI and microcopy, raising the quality bar across the product.

A major part of the role is designing AI powered experiences that lawyers can trust and control. You will design interfaces that make AI behavior understandable, provide clear controls for guiding outputs, and support safe iteration, with the right balance of automation and human judgment. You are also AI enabled in your own practice, comfortable using modern AI tools to accelerate exploration, research synthesis, and prototyping while maintaining strong craft and judgment.

You will partner closely with Product, Customer Success, Engineering, and AI teams to deliver new capabilities. You will conduct user research directly with lawyers, build and iterate on prototypes, produce polished screens and interaction specifications, and validate that your work improves adoption, satisfaction, and workflow efficiency.

We are quickly growing the number of lawyers on the platform and need DraftWise to be compelling, valuable, and enjoyable to use. We can only do that with your help.

We are a small team and expect everyone to flex to what the company needs most. If you see an opportunity to make DraftWise better, we want to empower you to pursue it. You will have broad ownership over your initiatives, real influence on our culture as we grow, and the chance to lead efforts that put our technology in the hands of lawyers.

What we value:

• Strong communication in an open and collaborative environment
• Creating trust through thoughtful, well intentioned feedback
• High ownership, independence, and comfort making decisions with minimal supervision
• Comfort operating in a dynamic environment with shifting priorities
• A high bar for UI polish and UX clarity, where every screen and interaction earns its place

About you

We're looking for employees who have:

• 3 plus years of UI and UX design experience on production B2B software with real users
• Strong end to end UX skills, including research planning, workflow mapping, prototyping, usability testing, and post release validation
• Excellent UI craft, including layout, typography, visual hierarchy, and high fidelity execution
• Experience collaborating closely with product, engineering, customer teams, and founders, synthesizing multiple perspectives into a clear direction
• Design system experience, including creating components, documenting patterns, and keeping quality consistent at scale
• AI enabled, comfortable using AI tools in your workflow, and good judgment about how to design AI features that users can understand, guide, and trust
• Exceptional communication skills with an emphasis on building trust across functions
• Passion for customer outcomes and a desire to see lawyers succeed with what you build
• Proficiency with Figma or similar design and prototyping tools

What we offer

• Equity plan
• Competitive salary
• New laptop and a work-from-home stipend for necessary accessories
• Generous PTO / sick leave
• Opportunity to lead our company as we disrupt the legal world

Interview Process

• Intro Chat: We want to share with you what we are building and to learn more about your interests and experience. We are searching for enthusiasm, ownership and autonomy. We'd love to see an example of a project you've worked on. (30 mins)
• Case Study Discussion: We'll share a user need and some background context and we'll ask you to walk us through your user research process (45 mins)
• Take-Home Project: We'll share a set of features that we need to incorporate into a new search page and we ask that you spend a small amount of time producing a design for this new search page (<2 hours)

We would also love for you to meet the team! We have excellent people working here and we want to help you feel welcome before making your decision.

The typical interview process takes 2 weeks from start to finish.