Product Experience Lead

AI can make a polished screen in seconds. Getting someone to trust an AI agent with their real work is much harder. That's the problem we're hiring for.
At Tipstat, we build AI systems that run whole business workflows. Our two products are Ozyn.AI, a productivity assistant that works across Gmail, CRM, Calendar, Sheets and 50+ other integrations, and Alvoff, an AI-native B2B procurement platform. Our customers are mid-market companies, many in regulated industries.
You'll be our first dedicated product experience hire. You'll own how both products feel, from the first click to the hundredth workflow.
What you'll do
Talk to users every week, watch session recordings and dig into data to find the gap between what people say and what they actually do
Design trust between people and AI agents: when an agent acts on its own and when it asks first, how it shows its work, and how users take back control
Shape behavior, not just screens, using motivation, habit, cognitive load and deliberate friction
Own the whole journey: onboarding, empty states, errors, notifications, emails and pricing
Give our products a distinct feel instead of the generic SaaS look, and back your choices with evidence
Tie design to activation, adoption of agent workflows and retention, and run experiments to learn what works and why
Use Claude Design, Figma and code prototypes to explore quickly, then spend your time choosing and refining
Work with founders and engineering to shape the roadmap
Build our experience principles, design system and research practice
What we're looking for
6+ years in product design or UX, ideally in B2B SaaS or complex workflow tools
Deep working knowledge of user psychology and behavioral design. You can explain why a design works, not just that it looks good
Research skills you actually use: interviews, usability testing and product analytics
Strong craft in interaction design, information architecture and visual design
Clear writing. You treat microcopy as part of the design
Comfort with ambiguity and with being the only designer in the room
Hands-on experience with AI design and prototyping tools
Bonus points if you've designed AI or agent products, worked in a regulated industry, or can prototype in code.
This role probably isn't for you if your best work is Dribbble shots rather than outcomes, or if you'd rather hand off mockups and move on.

Work arrangement
No