Senior Product Designer

Upstart

Senior Product Designer at Upstart designing AI-powered payment experiences for borrowers. Enabling intuitive interactions across web and conversational interfaces in a digital-first environment.

Posted 4/28/2026full-timeRemote • 🇺🇸 United StatesSenior💰 $162,100 - $224,500 per yearWebsite

About the role

Key responsibilities & impact

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

What you’ll need

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 (preferred)
Experience designing transactional or financial workflows such as payments, checkout, or lending (preferred)
Familiarity with fintech or regulated consumer products (preferred)
Ability to define new interaction patterns in emerging product spaces (preferred)
Experience working with design systems and contributing reusable components or frameworks (preferred)

Benefits

Comp & perks

Competitive compensation, including base pay, bonus opportunities, and annual equity grants that vest quarterly
Generous 401(k) plan with Upstart matching $2 for every $1 contributed, up to $15,000 per year
Employee Stock Purchase Plan (ESPP) with discounted stock purchase options for eligible employees
Affordable medical, dental, and vision coverage, with multiple plan options - Upstart covers 90% to 100% of the cost depending on the plans you choose
Health Savings Account contributions from Upstart for eligible plans
Income protection benefits, including company-paid Basic Life, AD&D, and Short- and Long-Term Disability coverage, with options to purchase supplemental coverage
Paid time off, sick and safe time, and company holidays
Paid family and parental leave to support caregiving and major life moments
Family-centered benefits through Carrot and Cleo, supporting fertility, parenthood, and caregiving
Employee Assistance Program (EAP) offering mental health support and life-centered resources
Financial wellness resources, including access to financial planning tools and a financial concierge service
Annual wellness allowance to support your physical and emotional well-being and personal development, based on what matters most to you
Annual productivity allowance to invest in relevant tools and resources you need to do your best work, no matter where you work from
Connection and community through team events and onsites, all-company updates, and employee resource groups (ERGs)
Onsite perks, including catered lunches and fully stocked micro-kitchens when working from one of our four offices, located in the Bay Area, Austin, Columbus, and New York City (opening Summer 2026!).

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

product designuser experience designconversational interfacesworkflow designerror handlingA/B testinginteraction patternsdesign systemsLLM-powered interfacestransactional workflows

Soft Skills

collaborationcommunicationproblem-solvingcreativityadaptability

Certifications

Bachelor’s degree in DesignBachelor’s degree in Human-Computer InteractionBachelor’s degree in Computer Science