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About Crossing Hurdles and the Opportunity

Crossing Hurdles collaborates with an innovative AI-driven fintech startup that is revolutionizing accounts receivable workflows for B2B distributors. This company has secured product-market fit, is on track to double its growth in 2025, and has rapidly expanded its engineering team. They are developing next-generation AI-powered financial operations software tailored for enterprise clients.

Role Overview

The company is seeking a Founding UI/UX Designer to join as an individual contributor. This role involves taking full ownership of the product design journey, from initial discovery to delivering polished, production-ready interfaces. The position is remote and open to candidates based in the United States and Canada.

Key Responsibilities

Lead end-to-end product design efforts as the sole designer, managing the entire design lifecycle.
Create user-friendly AI-native workflows that simplify intricate financial operations for non-technical stakeholders such as accounting and accounts receivable teams.
Collaborate closely with Product and Engineering teams to quickly prototype, validate, and launch new features with high ownership and minimal overhead.
Conduct user research, customer interviews, and usability testing to deeply understand pain points and translate insights into elegant design solutions.
Establish UX standards for AI-assisted workflows including autonomous agents, human-in-the-loop approvals, automation transparency, and intelligent recommendations.
Develop and sustain a lightweight, scalable design system ensuring consistency across the product.
Integrate AI-driven design tools like Figma AI, v0, Cursor, Claude, and emerging technologies into daily design processes.
Utilize analytics, user feedback, and experimentation to measure design effectiveness and iteratively enhance usability and business outcomes.

Candidate Requirements

Minimum 5 years of experience in product design with a focus on complex B2B SaaS products.
Experience as the primary or sole designer at early-stage startups, preferably with fewer than 100 employees.
A comprehensive portfolio showcasing ownership of product design, user research, interaction design, and polished visual execution.
Proficiency in Figma and modern AI-powered design and prototyping tools.
Strong analytical and problem-solving skills with the ability to simplify complex workflows.
Preferred experience in fintech, payments, accounts receivable, or other complex enterprise software domains.
Aptitude for thriving in ambiguous, fast-paced startup environments with minimal processes and high autonomy.
Excellent teamwork abilities, particularly in collaborating with Product Managers and Engineers.
Desire to remain an individual contributor rather than transition into management roles.

Why Join This Company?

Opportunity to be the founding designer at a high-growth company that has already achieved product-market fit.
Complete control over the end-to-end product experience without legacy design limitations.
Engage with cutting-edge AI-native UX challenges including autonomous agents and workflow automation.
Direct interaction with founders, engineers, and customers, enabling a clear link between design work and business impact.
Receive attractive early-stage equity and join a well-funded, rapidly scaling startup.
Work within a remote-first, low-hierarchy, and fast-moving team where ideas quickly evolve into products.
Leverage the latest AI-driven design tools daily and influence the future direction of AI-powered enterprise software.

Product Designer