Upstart is an AI lending marketplace focused on reducing the cost and complexity of borrowing for Americans. The Senior Product Designer will lead the design of AI-powered payment experiences, ensuring intuitive user interactions and collaborating with product managers and engineers to enhance borrower financial health.
Responsibilities:
- Design end-to-end payment experiences across web interfaces and conversational AI agents, ensuring consistency and clarity across interaction modes
- Translate complex payment workflows (e.g., ACH, debit, failed payments) into intuitive user experiences that handle edge cases and error states effectively
- Define and evolve interaction patterns for conversational interfaces, including dialogue flows, fallback behaviors, and multi-step task completion
- Partner closely with product managers and engineers to shape product direction, scope solutions, and deliver high-impact user outcomes
- Use data and experimentation (e.g., A/B testing, user behavior insights) to iterate on designs and improve key metrics such as payment success and engagement
- Contribute to and extend design systems by establishing reusable patterns for AI-native and conversational experiences
Requirements:
- Bachelor's degree in Design, Human-Computer Interaction, Computer Science, or a related field (or equivalent practical experience)
- 5+ years of product design experience delivering end-to-end user experiences for digital products
- Experience designing conversational, chat-based, or AI-assisted user interfaces
- Experience designing complex workflows with branching logic, edge cases, and error handling
- Proficiency with Figma and prototyping tools for interactive or conversational flows
- Experience designing LLM-powered interfaces such as chatbots, AI agents, or copilots
- Experience designing transactional or financial workflows such as payments, checkout, or lending
- Familiarity with fintech or regulated consumer products
- Ability to define new interaction patterns in emerging product spaces
- Experience working with design systems and contributing reusable components or frameworks