You will own a portfolio of high-value accounts ($100K+ ARR), leading the “forward-deployed” motion to transform single CX deployments into multi-departmental partnerships. Reporting to the CEO, you’ll act as a player-coach, driving retention and commercial expansion across Marketing, Operations, and E-commerce while building Siena’s strategic account playbook from first principles.
Director, Strategic Accounts at Siena AI
Siena AI is redefining the future of commerce with empathic AI agents that handle everything from support to social for brands like K18 and FIGS. Reporting directly to the CEO, you’ll drive cross-functional expansion across entire organizations while leveraging an AI-native toolkit to scale. If you are a commercially driven operator with a 'shark' mindset and a track record of winning in enterprise environments, this is your chance to shape a venture-backed leader in the AI space.
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Location
London), United Kingdom / Remote
Compensation
Not Disclosed
Company
Siena AI
Role overview
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
- Manage a portfolio of $100K+ ARR accounts, driving executive-level relationships and securing long-term renewals through value-led strategic conversations.
- Lead multi-team expansion initiatives, navigating complex stakeholder maps to move Siena into Marketing, Returns, and E-commerce business units.
- Partner with Product Managers to translate strategic account needs into roadmap influence and collaborate with AEs on major commercial expansions.
Who this is a fit for
- Proven commercial track record owning measurable revenue, including upsells, cross-sells, and renewals within complex enterprise multi-stakeholder account structures.
- Exceptional C-level presence with the ability to run strategic conversations that move contracts and influence direction rather than just maintaining relationships.
- An “AI-native” operator who is actively building with modern AI tools and possesses a first-principles, “shark” mindset for business development.
Why this role is remarkable
- Direct impact on the core growth engine of a fast-scaling AI company, reporting directly to the CEO/Co-Founder with significant equity stakes.
- Work with a high-caliber roster of brands like FIGS and HexClad, moving beyond support to create an intelligence layer across their entire business.
- Join an “AI-native” culture where you are expected to use cutting-edge tools like Claude Code to help build the company’s internal operating system.
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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.