Founding Creative Director at Siena AI
- Location
- Remote (United States)
- Compensation
- £120k-£150k + Equity
Siena AI is searching for a Founding Creative Director to define the visual identity of the world's first 'Agent of Record' for CX. This is a craft-first role where you will personally ship high-fidelity launch videos, landing pages, and design systems before scaling a small internal agency.
If you have elite taste, treat AI as a core working tool, and want to own the creative narrative for a category-defining startup, this remote-first role offers £120k-£150k plus meaningful equity.
What's the next step?
Siena AI are hiring from Jack's network. Talk to Jack for free and get a direct introduction to the team, if a good fit.
Role overview
As the Founding Creative Director at Siena AI, you will own the brand’s visual narrative and craft. You’ll personally ship high-impact artifacts—from landing pages to launch videos—while building a small internal agency. Reporting to the co-founders, you’ll set the bar for taste and lead the design system’s evolution.
About Siena AI
Siena AI (using the domain siena.cx) is an autonomous, empathic AI customer service and customer experience platform designed for commerce brands. It provides AI agents that automate customer interactions across email, chat, SMS, social media, and other channels, handling use cases such as product information, order tracking, address changes, returns and exchanges, subscription and retention management, and social media conversations. The platform embeds into existing help desks like Zendesk, Gorgias, Kustomer, Gladly, and Dixa, consolidating the CX stack and enabling brands to resolve most customer inquiries end-to-end using generative AI while maintaining each brand’s unique voice through AI personas. Siena’s mission is to humanize the internet by turning customer interactions into meaningful relationships, combining human-like empathy with advanced LLM-powered automation to improve efficiency, increase loyalty, and optimize support operations for direct-to-consumer and other commerce-focused businesses.
What you will do
- Collaborate with the Product Marketing Lead to translate high-level narrative and positioning into world-class visual and motion craft across every product launch.
- Personally design and produce high-fidelity artifacts including launch videos, pitch decks, social content, and the design system from v3 onwards.
- Recruit and lead a boutique internal creative agency of specialists across motion, design, and content to scale Siena’s output without outside help.
Who this is a fit for
- Unrivaled visual taste with a track record of owning creative direction for full launches or brand refreshes in agency or in-house environments.
- Advanced AI fluency, utilizing tools like ChatGPT, Claude, or Cursor to accelerate workflows and aiming to ship technical landing pages independently within a year.
- A pattern of thriving in high-velocity startup environments where feedback cycles move in hours and multiple product launches are handled simultaneously.
Why this role is remarkable
- Absolute Creative Autonomy: You are the final arbiter of taste, overseeing every artifact from landing pages to major product launch videos with no manager in your inbox.
- Category-Defining Mission: Join a $29.7M Series A team creating a new market—the Agent of Record—for global consumer giants like Spanx and Brooklinen.
- Athlete-First Culture: Work in a high-leverage, async-first environment that defaults to writing over meetings and rewards individuals who act the moment they see an opportunity.
How Jack & Jill work together
What happens next?
Jack’s an AI agent for job searching and career coaching. He works for you.
Jill is the AI agent for hiring, working for the company. She recruits from Jack’s network.
If your profile’s a match and Siena AI wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.