Founding Principal UX/UI Designer
This is not a design job. It is the chance to define the relationship between humans and AI at the most intimate scale imaginable: a founder and their Digital Co-Founder. We are seeking a Founding Principal UX/UI Designer to join our braintrust as the architect of a product experience that has no precedent in SaaS. You will not be designing screens. You will be designing a sentient interface, one that senses a founder's anxiety at 2 AM when payroll is due, celebrates their wins when a new customer signs, and quietly handles the operational weight so they can focus on the work that only they can do. This is liminal design: the space between human intent and machine execution, made invisible.
There are 36.2 million SME founders in the US, and they share a common experience: cognitive overload. They are brilliant at their craft, whether that is building software, running a restaurant, or consulting for enterprises, but they are crushed by the operational machinery of running a company. Formation paperwork, compliance deadlines, bookkeeping, invoicing, tax filings, customer follow-ups. The tools that exist today (QuickBooks, LegalZoom, HubSpot, Gusto) each solve one slice of the problem, but together they create a fragmented, exhausting, context-switching nightmare. We are building something fundamentally different: a single Digital Co-Founder that handles all of it, that learns who the founder is, and that morphs its personality, pace, and interface to match theirs.
You will architect the entire experience layer of this product across two modalities: voice and text. On the voice side, you will design conversational flows for our AI voice agent built on LiveKit and WebRTC, where latency under 800ms is not a nice-to-have but a hard requirement, and where stacked endpointing and turn-taking must feel as natural as talking to a trusted colleague. On the visual side, you will design the Owner's Cockpit (the authenticated dashboard where founders see their entire business at a glance), the Daily Huddle (a morning briefing that adapts to what matters today), onboarding flows that feel like a conversation rather than a form, and the PLG surfaces (landing pages, widgets, teasers) that convert visitors into users. Every surface must work in English and Spanish from day one.
You will pioneer what we call calm technology applied to enterprise-grade complexity. The product must feel simple even when it is orchestrating formation filings, double-entry bookkeeping, compliance calendars, and AI-powered customer acquisition behind the scenes. You will study founder psychology deeply: when to surface information proactively, when to stay silent, when to ask for confirmation (Human-in-the-Loop for high-risk actions like money movement and legal filings), and when to simply execute. You will build a design system that scales from a founding team to dozens of designers, establishing the component library, interaction patterns, accessibility standards, and motion language that define the CR3SCENDO AI brand.
You will work alongside the CEO, the Distinguished Engineer, and the Principal Front-End Engineer as a founding braintrust of four. Your voice carries equal weight in product decisions. You will mentor the designers who join after you, setting the creative bar and building a design culture rooted in empathy, rigor, and relentless user advocacy. This is not a role where someone else defines what you build. You define it.
This is a once-in-a-career opportunity to shape how millions of founders experience AI. Not as a chatbot. Not as a dashboard. As a co-founder who understands them. The design decisions you make here will define an entire product category. Founding team equity. Full creative authority. A seat at the table from the very first day. If you believe that design is not how it looks but how it works, and if you have spent your career waiting for a canvas worthy of your ambition, this is it.
Your Legacy
- This is not about learning. It’s about building your legacy
- Define the design language for the world’s first Digital Co-Founder
- Pioneer liminal design principles for AI-native products
- Architect dual-modality (voice + text) experience design at production scale
- Shape the product vision alongside the CEO as a design co-founder
What We Offer
The Innovation Dividend
Seat at the table as founding design braintrust with the CEO
Full creative authority over a product serving 36M+ potential users
Meaningful equity in a category-defining company
Define the design culture and mentor the next generation of AI-native designers
Prerequisites
- *Deep passion for liminal design and AI-native product experience
- *Relentless curiosity
- *Voracious appetite and willingness to learn
Desirable
- +Apple Human Interface Design, Google Material Design, or equivalent design systems background
- +Published work on liminal design, calm technology, or emotional design
- +Experience as a founding or early designer at a high-growth startup
- +Understanding of voice agent architecture (WebRTC, LiveKit, VAD, turn-taking)
How did your leadership style change from your first startup to where you are now?
From a fireside chat at the University of Washington, INFO 498 (May 2025).
Interested in this role?
No cover letter. No 45-minute application form. Tell us who you are, what excites you, and link your best work. Under 5 minutes.
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