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Winnin is building an AI-first product organization and seeks a senior designer to own usability and UX across our web and mobile platforms. You will partner with Product and Engineering to decide what gets built, not just how it looks, and you will set the bar for design excellence in a fast-paced environment.
You will craft prototypes quickly, evolve our design system, and design for dense workflows under real-time pressure with accessibility in mind.
Trucking moves the American economy. It is a $1 trillion market, and it still runs on fragmented operations, thin margins, and technology a generation behind. Billor, short for "Bill of Rights,", is the only company transforming this market end to end, combining Freight and Technology for Truck Drivers, Freight Brokers, and Small Carriers into a single ecosystem. We operate a fleet of several hundred heavy-duty trucks and run integrated business lines across freight, fintech, and technology platforms.
We are building an AI-first product organization, and that changes what design means here.We are not looking for someone to hand off screens. We want a designer who takes a messy business problem, talks to the people living it, and comes back days later with a working prototype others can click and break. Someone who builds instead of describes. You will own usability and UX across our product portfolio: dense, workflow-heavy platforms used by people under real time pressure, where every second of friction has a measurable cost. Web and mobile, internal and customer-facing. You will be the most senior design voice in the room. You set the bar, own the design system, and sit next to Product and Engineering as a partner in deciding what gets built, not just how it looks.