Founding Product Designer (Design Engineer)

The Opportunity

Aspen AI is building the first autonomous workforce for the legal space. Our product goes beyond simple task automation; we develop AI employees that can reason, communicate, and execute complex legal workflows.

This is not a traditional web design role. You won’t be optimizing shopping carts or building basic CRUD apps. Your work will define how people interact with AI in the workplace—specifically, how humans delegate tasks, manage outcomes, and collaborate with digital employees. Most software is still built around users clicking buttons to get things done. Here, you’ll design the next generation of interfaces for working alongside AI.

Core Aspects (What You Will Build)

• Visualize Agency: Give users a robust way to define their specific business processes that serves as a flexible guide for the AI, rather than a strict rule-set.
• Coach, Not Configure: Users should not be burdened with settings. You will design flows where the user "coaches" the AI when it makes a mistake, effectively treating it like a junior colleague.
• Handle Ambiguity: You must design for non-linear flows where the "happy path" is not guaranteed – creating loops for human intervention without breaking the automation.
• Prototype in Code (React): You will not just hand off Figma files. You will build front-end prototypes with mock data to test complex interactions and accelerate engineering.
• Human and AI Collaboration: Users should be able to interact and communicate with their AI employee just like any other employee (e-mail, Slack, Teams, Zoom, etc).

Requirements

• 4+ Years Experience: Strong portfolio showcasing complex B2B logic, product design, and/or AI-first products.
• Technical Fluency: You are comfortable writing front-end code (React, HTML/CSS) to validate your designs.
• AI Literacy: You understand LLMs (hallucinations, latency) and how to design around them.
• The "AI Manager" Mindset: You understand we are building a platform where the user acts as a manager and can design for delegation, feedback, and performance review.

Disclaimer: This role is not for those seeking a traditional 9-to-5 job. We want people that work hard and are excited about the future. It offers a unique and rewarding challenge where you will take ownership of the product's direction and success. If you thrive in a fast-paced environment and want to use your expertise to shape a transformative, autonomous AI platform, we’d love to hear from you.