Founding Creative Director

Meet Siena Siena is the Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on. The team We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do. We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock. If you want to set the bar rather than follow one, keep reading. The Role Siena is about to launch several products in quick succession, and we're not looking for someone to execute a brief well. We're looking for the person whose taste the rest of the company gets measured against: someone who can't look at a landing page without having an opinion, who'd rather kill a launch than ship something mediocre, and who has owned creative direction before, not just contributed to it. This is a craft title, not a headcount title. You'll ship personally for the first year and set the bar for everyone who comes after, building toward a small internal agency (two to three people across design, motion, and content) that can brief, position, and launch without outside help. What You'll Do • Own narrative and positioning across every launch. Design as strategy, not decoration • Own every artifact that goes to market: landing pages, launch video, decks, social • Own the design system, from v3 onward • Set the bar, full stop. If it ships under the Siena name, you made it or you signed off on it Who You Are The Bar: If you're missing any of these, this isn't the role for you. • Taste, above everything, with specific, defended opinions about what's good and why • A track record of owning creative direction, not just contributing to it. Agency or in-house, brand refresh or full launch, you've been the person whose call was final, not the one waiting on notes • AI as a working tool, not a threat to your taste. You've already built something with AI (an app, a prototype, a mockup) and want to get technical enough to ship a landing page yourself within a year. Anti-AI is disqualifying Strong Signal: Not dealbreakers, but what separates a good hire from a great one. • Narrative thinking: you already have a point of view on how a brand like Siena should be positioned, not just how it should look • Range that travels. Your background doesn't have to be SaaS. Fashion, art, consumer brand, editorial: what matters is whether your taste holds up somewhere new • A pattern of shipping in chaos, not around it. Multiple launches in flight, feedback that moves in hours not weeks Nice to Have: Bonus, not required. • Experience building or scaling a small internal creative team • Motion or video production skills alongside visual design • Direct, founder-facing creative leadership experience at another startup Not a Fit If: • You need a creative director above you setting the vision, or a team to delegate to on day one • Your best work happens on a slow, considered, one-project-at-a-time pace • Too much scrutiny too fast doesn't sound exciting, it sounds exhausting Why Siena? Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox. Work that ships and matters. What you build reaches real consumer brands fast. A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in. A t