Lead UX Designer

readyon.ai•San Francisco, CA

2d•Onsite

About The Position

Managers today spend a significant part of their day overseeing highly repetitive and tedious tasks that prevent them from focusing on more crucial work. With the emergence of AI and agentic workflows, we're in a unique position to not just improve the status quo but redefine it. AI is central to ReadyOn's vision to transform how companies hire, schedule, and manage their workforce. We're looking for a Lead UX Designer to help shape the experience of our core platform and AI workflows. You'll embed within small, fast-moving pods where the goal is to ship high-quality work quickly and iteratively. This role has two equally important dimensions: reducing complexity and friction across existing platform experiences, and building and maintaining the component and design system foundation that enables the team to prototype and ship with speed. You'll work hand-in-hand with product and engineering to shape user experiences from 0 --> 1. This role is highly autonomous and hands-on, and requires someone who can hold the bar on craft, push back constructively when execution falls short, and move fast without sacrificing quality. You will report formally to our CTO/Co-Founder.

Requirements

6+ years of product design experience at a SaaS or B2B technology company; senior IC experience required
Deep UX expertise with a proven ability to work from requirements, run user research, and make principled design decisions under ambiguity
A portfolio demonstrating exceptional interaction design craft, including complex workflows, use of component systems, and polished visual execution
Willingness to work hands-on with emerging tools, including installing, configuring, and designing inside the software environment itself
Fluency in Figma, including component and design system work
Strong communication and the confidence to push back constructively when quality is at risk
A track record of owning design quality end-to-end, staying through implementation to get it right rather than handing off and moving on
Ability to work in-person with our team in downtown San Francisco

Nice To Haves

Experience designing for agentic AI or automation-heavy workflows
Familiarity with designing for data-dense and complex platforms
Experience with workforce management, scheduling, or other operationally complex B2B products

Responsibilities

Drive end-to-end design quality across ReadyOn's core operator and worker experiences, from ambiguous problem definition through to hi-fi implementation
Prototype rapidly using AI-enabled and emerging tools, designing inside the product environment where needed
Evolve ReadyOn's design system, establishing component standards and AI interaction patterns that scale across the product
Partner closely with product and engineering to set and hold the bar on interaction quality, pushing back when execution falls short of the design intent
Co-lead user research interviews, usability testing, and synthesize insights to innovative designs
Consider all dimensions of an experience, including copy, flows, edge cases, and business context, and model this thoroughness for the broader team