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Siena AI is building the intelligence layer for customer experience (CX), offering AI-powered multi-agent automation for consumer brands like Spanx, FIGS, and Brooklinen. As Founding Creative Director, you will own the creative vision and taste bar for the company as it launches multiple products in rapid succession.
This is a craft role, not a headcount role. You will personally ship creative work for the first year—landing pages, launch videos, decks, social content, and the design system—while establishing the standard that all future creative work is measured against. Over time, you'll build a small internal creative team (2-3 people across design, motion, and content) to scale without external agencies.
Key responsibilities include: narrative and positioning strategy for every launch; owning all customer-facing artifacts; building the design system v3 onward; and setting the creative bar for everything shipped under the Siena name.
You must have a proven track record of owning creative direction (not just contributing), with specific, defensible opinions about design and positioning. You should think of design as strategy, not decoration. Experience in any field—fashion, editorial, consumer brand, SaaS—is welcome; what matters is whether your taste translates. You must be comfortable with AI as a working tool, ideally with hands-on experience building prototypes or apps. You thrive shipping in chaos, managing multiple launches in flight with feedback cycles measured in hours, not weeks. You're direct, low-ego, high-standards, and default to writing over meetings.
The company is fully distributed, async-first, and founder-led. You'll work directly with founders who move fast and review work directly. Real ownership, no committee dilution, and the autonomy to solve problems your way. Compensation includes competitive salary plus equity/stock grants, learning budget, and premium access to AI tools (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus quarterly budget for new tools.
About Siena AI
Commerce / Retail Tech; AI / Data / Infrastructure — AI customer service automation for commerce brands.
