Director, Strategic Accounts

This is a fully remote position, open to applicants in New York.

📋 Description

• Manage a portfolio of key accounts ($100K+ ARR), focusing on retention, growth, and fostering executive relationships.

• Develop stakeholder maps to identify key players, decision-making processes, and opportunities for expansion at Siena.

• Spearhead multi-team expansion efforts extending beyond the CX buying center into areas such as Marketing, Returns, E-commerce, and Operations.

• Conduct high-level strategic discussions that influence contracts and decisions—prioritizing commercial results over mere scheduling.

• Collaborate with Account Executives on cross-team commercial growth; work with Product Managers to translate client requirements into roadmap priorities.

• Recover at-risk accounts and counter competitive challenges through value-driven discussions.

• Create the operational playbook for managing strategic accounts from foundational principles, rather than relying on previous experiences.

⛳️ Requirements

• A shark mindset: commercially focused, a first-principles thinker—not someone who merely follows an inherited playbook.

• Proven commercial success: experience with quota responsibilities or measurable revenue achievements—such as upsells, cross-sells, expansions, and renewals.

• C-level engagement: you have successfully led discussions with C-suite and VP stakeholders that resulted in contract changes, rather than just maintaining existing relationships.

• Experience with enterprise account complexity: adept at navigating multi-stakeholder organizations and long-term relationship dynamics.

• Proven track record in account recovery: you have successfully re-engaged accounts at risk and outperformed competitors in direct competition.

• AI-native, not just AI-curious: actively utilizing tools like Claude Code and able to showcase real projects—you will contribute to our internal operating system.

• A player-coach: actively participating in discussions and calls while developing the playbook based on your own experiences.

🏝️ Benefits

• Competitive base salary plus equity—compensation tailored to your experience.

• Remote-first work environment, with occasional travel to meet customers, especially for strategic accounts.

• A significant role with genuine influence over Siena's strategic direction concerning our most crucial clients.

• A dynamic team that prioritizes customer success as a fundamental growth driver, rather than a mere support function.

• True ownership of your work. You will tackle problems, not just tasks, with the freedom to address them in your own way and the trust to operate autonomously.

• Impactful work that reaches real consumer brands quickly.

• A pioneering category. The Agent of Record is a novel frontier, filled with unsolved challenges and innovative models, rather than an overcrowded market.

• A team that values your judgment. We are globally distributed, async-first, and maintain low bureaucracy. We hire responsible individuals and treat you as such.

• Attractive salary along with equity or stock grants—own a share of what you create.

• A budget for learning. Your growth contributes to ours.

• AI fluency as a standard. Few places will advance your work with production AI as quickly or extensively.