Product Designer

Summary

Join Thoughtful, a company building AI agents to automate healthcare workflows, as a Product Designer. You will lead the UX/UI design of their platform, focusing on user interaction with AI agents. This role involves designing core interfaces, shaping the design system, translating complex workflows into simple UI/UX, and leading design explorations. You will collaborate with engineers and stakeholders, ensuring high-quality interfaces and incorporating user feedback. The position requires significant experience in product design, particularly within fast-paced software or AI companies. Thoughtful offers competitive compensation, stock options, and comprehensive benefits.

Requirements

• 5+ years of product design experience at fast-paced software or AI companies
• A strong design portfolio that demonstrates your ability to craft interfaces that are both functional and beautiful
• Comfort working across the full product lifecycle—from zero-to-one bets to system-level iteration
• Proven ability to distill complex systems into intuitive user flows and components
• Systems thinker who loves creating shared patterns and scalable design frameworks
• Bias toward action with a love of rapid iteration, feedback loops, and continuous learning
• Excellent communicator with strong opinions, loosely held—you can present and defend your decisions with clarity and grace

Responsibilities

• Design core interfaces that allow users to deploy, monitor, and collaborate with AI agents
• Shape the design system that supports both customer-facing and internal tooling experiences
• Translate complex workflows into simple, elegant UI/UX patterns that drive adoption and trust
• Lead design explorations across low-fidelity concepts and high-fidelity prototypes with speed and polish
• Partner closely with engineers to ship high-quality, pixel-perfect interfaces
• Bring a strategic mindset to prioritization, design tradeoffs, and iterative testing
• Act as a champion of the user—identifying pain points, gathering feedback, and evolving the product experience over time
• Regularly share work with stakeholders and incorporate input to move quickly without compromising quality

Preferred Qualifications

• Experience designing for technical users (bonus: platform, B2B, or developer tools)
• Want to shape the future of human-AI collaboration—not just design another dashboard
• Sweat the details and are obsessed with polish, hierarchy, and usability
• Enjoy working directly with founders, engineers, and customers in fast feedback cycles
• Love turning ambiguity into structure and forward momentum
• Have a high bar for craft and aren’t afraid to own big problems end-to-end

Benefits

• Competitive compensation with significant performance-based incentives
• Employee stock options—we win together
• Full medical, dental, and vision coverage
• Minimum three weeks PTO—we expect you to rest, recharge, and return inspired