Jobs at Dealerware (Now Hiring) — 2 open

About the Role

Digital experience is the connective tissue of Dealerware’s platform. Thousands of dealership employees run their day on our platform, handling rental, loaner, test-drive, and pickup-and-delivery contracting in one place. Every high-stakes moment lives in that experience: scanning a DL or CC, validating insurance, contactless contracting, or capturing vehicle damage. Our job is to make each one intuitive, secure, modern, and compliant, whether it happens at the service drive or in a customer's driveway.

As our Sr. Product Designer, you own that experience. You turn dense automotive workflows into clean, human-centered design that drives revenue, lifts utilization, strengthens compliance, and earns customer trust. This is a high-autonomy individual contributor role with visibility across the company. You shape platform direction, set our design standards, and define the long-term vision for how Dealerware looks and feels.

You are the design team, supporting our team of product managers across mobile, tablet, and web, and your mandate is to raise both the velocity and the quality of our design. You do more than ship screens. You establish how we work: championing AI-first tools, building a rapid prototyping engine, and maintaining a strong design system so PMs can explore ideas and validate them with customers before engineers write a line of production code. This role reports directly to the Sr. Director, Product Management.

As a Sr. Product Designer, you will:

Rapid Prototyping and AI-First Delivery

• Turn high-level product briefs into interactive prototypes in hours, not weeks, using AI-first tools like Claude, Cursor, and Figma AI.
• Generate near-production component variants with AI coding assistants, then hand off specs engineers can build from immediately.
• Track emerging AI tools for research, prototyping, and design, and bring what works back to the team.

Design System Ownership

• Own and evolve the Dealerware design system as the product grows.
• Maintain, scale, and automate the Figma component library, with clean translation from UI variables to production tokens.
• Keep every surface consistent across mobile, tablet, and web, using AI to speed up component creation and documentation.

Mobile-First Product Design

• Lead end-to-end UX and UI for service lane and dealership guest workflows: vehicle check-in and check-out, mobile check-in, insurance verification, digital contracts, and fleet tracking.
• Design for the reality of the service drive: fast pace, spotty connectivity, and busy dealership floors.
• Turn complex automotive data such as fleet telemetry, tolls, insurance, messaging, and DMS records into workflows that feel simple.
• Bring craft to every surface: precision and visual polish matter, even at speed.

Discovery, Research, and Metrics

• Co-define success metrics with product managers for every feature before you design it.
• Run fast discovery: user interviews, usability tests, and prototype feedback loops, always with a bias toward velocity.
• Use AI to synthesize insights from support tickets, NPS surveys, dealer feedback, and session data.
• Validate design decisions with analytics and product data, and use them to surface new opportunities.

Culture and Collaboration

• Act as our internal AI design evangelist. Share prompts, run informal workshops, and show the company how AI-augmented workflows produce better software, faster.
• Empower PMs to prototype and explore independently with the tools and systems you establish with no ego.
• Work in lockstep with engineering. Speak their language, know the component library, and produce output that matches the tech stack.

Required qualifications:

• 5+ years in product, interaction, or UX design, with at least 3 years on complex B2B SaaS, logistics, or enterprise software.
• A portfolio that shows rapid iteration: multiple directions explored quickly, and the work between the final screens.
• A proven AI-first workflow: you use Claude, Cursor, or equivalent tools as a daily design instrument, from research to edge cases to UX copy.
• Strong visual and interaction fundamentals, grounded in user research and design thinking, with a track record of making mobile-first, data-dense interfaces feel intuitive.
• Experience owning or significantly shaping a design system.
• A data mindset: you set metrics, track outcomes, and use analytics to validate design decisions.
• Working knowledge of HTML, CSS, and component frameworks like React or Tailwind, plus a real appetite for editing UI code in tools like Cursor.
• A record of turning messy, high-density data into simple, single-click workflows.

Even better if you have:

• Experience designing for automotive, fleet, or logistics workflows.
• Experience at a startup.
• The ability to write or generate light front-end code (React, HTML, CSS) with AI assistants and ship functional prototypes.
• Familiarity with AI-driven qualitative research synthesis.

Dealerware offers you:

• Competitive base salary with bonus incentive eligibility
• Full benefits (medical, dental, vision, disability)
• 401(k) with company match
• On-demand educational courses via LinkedIn Learning
• Tuition reimbursement and continuing education
• Unlimited paid vacation policy
• Flexible work
• Generous Paid Parental Leave program
• Modern office and a dynamic team in downtown Austin with free parking
• Friendly, small company environment with a progressive culture