Charlie WestonCW

Charlie Weston

Founding mentor

Design Engineer @ Arca

New York City 15 yrs in design

About

Charlie Weston is a founding design engineer and product design leader with over a decade of experience building 0-to-1 products, design systems, and design organizations in data-dense, technically complex domains. He is currently a Founding Design Engineer at Arca, an AI-native wealth management startup in New York, where he shapes the product experience from the ground up. Charlie's defining strength is that he thinks like a systems engineer as much as a designer — less "how should this look?" and more "what structural conditions let good design survive inside an organization?" Across his career he has repeatedly entered companies with little or no design function and built the discipline itself: the backlog, the review cadence, the component library, the hiring pipeline, and a documented philosophy for how design operates alongside product and engineering. Before Arca, he was the founding designer at Traversal, a Sequoia-backed AI SRE company, where he stood up the design practice from scratch and drove UI improvements across enterprise customers including Amex, Capital One, and DigitalOcean. Earlier, at Atlassian, he was the solo designer selected for the tiger team that became Atlassian Rovo, and led growth design for Confluence. His path also runs through Instabase, Northern Trust, JLL, and agency and consulting work early on. He pairs design leadership with genuine technical fluency — prototyping, front-end, and AI-assisted workflows — and a builder's bias toward shipping. Beyond product work, Charlie writes and speaks about design's role in the AI era, has mentored designers through ADPList and Designed.org, and has appeared on panels for Cloudflare and ADP. At core, he's an organizational thinker who expresses that thinking through design — someone who sees the system, not just the screen.

How I can help

I help designers who are the first or only design hire - the ones building the discipline, not just the screens. That means standing up a design system and review rituals from zero, earning influence in a room full of engineers and PMs where you have no formal authority, and holding the quality line without torching relationships. I've done it as founding designer at a Sequoia-backed startup with 80+ engineers and no design function, and inside a company the size of Atlassian. Additionally I have experience navigating the the craft-to-strategy jump, going IC-to-lead, and pivoting from the agency to in-house. Bring a real situation; I'll help you find the structural move, not just the tactical fix.

Ask me about

Agency to in-house
IC to manager
Freelance to full-time
Pivot into design
Layoffs
A failed launch
Getting passed over
First or only designer
A reorg
Influence without authority
Negotiating comp
Building a design system
Growing into leadership
First design hires
Craft to strategy
Imposter syndrome
Stakeholder standoffs
Presenting to execs

Expertise

UX Designer
UX Researcher
Product Designer
Visual/Brand
Design Manager
Design Lead
Fintech
B2B SaaS
Agency
AI/ML
Design systems
Freelancing
Leadership
Negotiation
Interviewing