Senior Product Designer

Our mission

The trucking and logistics industry provides the backbone of the economy. But the payments infrastructure on which it runs is broken. For the hard-working men and women of this sector, the existing suite of payment tools is outdated, difficult to use, prone to fraud, and saddled with shady fee structures. The incumbent players in this space often overlook the economic and practical needs of this user base.

Our history and background

Our founding team has backgrounds in payments, working on autonomous vehicles at Cruise Automation, leading ops and growth for Uber, and building apps that were featured on the Apple app store. We have staff and senior engineers from Google, Uber, Meta, Shopify, Stripe, Chime, and other leading technology companies.

We have raised $125 million+ from investors such as General Catalyst, Elad Gil, Bloomberg Beta, Y Combinator, XYZ; founders and CEOs of companies such as Google (Eric Schmidt), Salesforce (Marc Benioff), Coinbase (Brian Armstrong), DoorDash (Tony Xu), Instacart, Gusto; strategic investors like Mastercard, Flexport and Samsara.

We were named to Forbes annual Next Billion-Dollar Startup List, and have just recently been selected to join the World Economic Forum as a Global Innovator.

You’ll be the sole product designer, working directly with the CEO, a PM, and an engineering team to bring clarity and simplicity to a complex fintech product.

You’ll take rough problem areas and drive them end-to-end: shaping the problem, exploring solutions, pressure testing assumptions, and ensuring the solution comes to life.

We ship quickly so you’ll help raise the bar without slowing the team down.

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  Take ambiguous problem areas and turn them into simplified solutions

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  Inject product thinking into fast-moving conversations

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  Proactively seek out customer perspectives to inform your decisions

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  Challenge assumptions with clear rationale

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  Design flows across payments, underwriting, capital, and fintech infrastructure

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  Use modern AI-native tools (v0, Loveable, etc.) to explore interactive ideas

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  Partner tightly with PM and engineering to make pragmatic tradeoffs

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  Empower the team to ship quickly and iterate in the wild

You won’t just make things look better - you’ll ensure they make sense.

• You can go from messy whiteboard idea → structured flow → polished solution

• You have strong communication skills

• You don’t need perfect process to do great work

• You design fast without sacrificing coherence

• You’ve been the lone designer before (or wish you had been)

• You care more about product clarity than visual flourish

• You can explain why something should exist - not just how it should look

• You have 6+ years of experience and have worked in the trucking industry, fintech, payments, or other complex systems

• Real ownership over a large product surface area

• Ability to meaningfully influence a fast-growing fintech platform

• Opportunity to shape a product used daily by thousands of trucking businesses