The Team:

Upstart's AI Experience Platform (AIXP) team is building the next generation of AI-native product experiences that transform how borrowers interact with their finances. Within this pillar, the team partners closely with Payments and Borrower Experience to design intuitive, trustworthy interactions across both traditional interfaces and emerging conversational surfaces.

As a Senior Product Designer on this team, you will lead the design of AI-powered payment experiences that directly impact borrower financial health. You will bridge platform capabilities and real user needs, shaping how borrowers make, manage, and recover payments through both UI and conversational interfaces.

How you'll make an 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

Minimum Qualifications

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

Preferred Qualifications

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

Position location This role is available in the following locations: Remote

Time zone requirements The team operates on the East/West coast time zones.

Travel requirements As a digital first company, the majority of your work can be accomplished remotely. The majority of our employees can live and work anywhere in the U.S but are encouraged to to still spend high quality time in-person collaborating via regular onsites. The in-person sessions' cadence varies depending on the team and role; most teams meet once or twice per quarter for 2-4 consecutive days at a time.

#LI-REMOTE

#LI-MidSenior

At Upstart, your base pay is one part of your total compensation package. The anticipated base salary for this position is expected to be within the below range. Your actual base pay will depend on your geographic location-with our "digital first" philosophy, Upstart uses compensation regions that vary depending on location. Individual pay is also determined by job-related skills, experience, and relevant education or training. Your recruiter can share more about the specific salary range for your preferred location during the hiring process.

In addition, Upstart provides employees with target bonuses, equity compensation, and generous benefits packages (including medical, dental, vision, and 401k).

United States | Remote - Anticipated Base Salary Range

$162,100-$224,500 USD

At Upstart, your base pay is one part of your total compensation package. The anticipated base salary for this position is expected to be within the below range. Your actual base pay will depend on your geographic location-with our "digital first" philosophy, Upstart uses compensation regions that vary depending on location. Individual pay is also determined by job-related skills, experience, and relevant education or training. Your recruiter can share more about the specific salary range for your preferred location during the hiring process.

In addition, Upstart provides employees with target bonuses, equity compensation, and generous benefits packages (including medical, dental, vision, and 401k).

Canada | Remote - Anticipated Base Salary Range

$153,000-$190,000 CAD

What you'll love

At Upstart, our benefits are designed to support your health, financial well-being, family, and personal growth. Here's what you can expect:

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!).

Upstart

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