Head of Strategic Accounts

About Siena AI

Siena AI acts as the unified Agent of Record for consumer brands, consolidating multiple disconnected customer management tools into a single intelligent platform. This platform integrates support, shopping assistance, social engagement, and brand operator collaboration using shared memory and context for a seamless customer experience. Hundreds of brands already employ Siena's solution at scale, and the company is continuously evolving its technology.

Role Overview

As Head of Strategic Accounts, you will manage Siena's highest-value client relationships, each generating over $100K in annual recurring revenue. This senior leadership position, reporting directly to the CEO/Co-Founder, focuses on fostering deep, long-term partnerships with multi-year growth potential. You will lead executive-level communications, coordinate cross-functional expansion beyond customer experience to areas like marketing and operations, and contribute to product roadmap discussions.

Key Responsibilities

• Own and expand a strategic portfolio of accounts valued at $100K+ ARR, ensuring retention and growth.
• Develop comprehensive stakeholder maps to identify decision-makers and expansion opportunities.
• Drive multi-departmental growth by engaging teams in marketing, returns, e-commerce, and operations beyond the customer experience buyer.
• Facilitate executive-level strategic discussions centered on commercial results rather than routine check-ins.
• Collaborate closely with Account Executives for commercial growth and Product Managers for translating client feedback into product enhancements.
• Secure at-risk accounts through value-driven dialogues and outcompete rivals.
• Create and refine Siena's strategic account management playbook based on first-principle thinking.

Candidate Profile

• Commercially focused with a shark mindset, capable of original problem-solving rather than relying on inherited strategies.
• Demonstrated success owning quota and driving measurable revenue through upselling, cross-selling, expansions, and renewals.
• Proven ability to engage and influence C-suite and VP-level stakeholders to secure contract advancements.
• Experience managing complex enterprise accounts featuring multifaceted, long-term relationships.
• Track record of winning back accounts from competitors and preventing churn.
• Deep familiarity and active use of AI tools such as Claude Code, with hands-on projects indicating AI fluency.
• Hands-on player-coach approach, participating actively in client interactions and developing operational frameworks.

What Siena Offers

• Competitive base salary complemented by equity offerings, scaled to experience.
• Remote work model with occasional travel to key clients.
• Influential role with direct input on Siena's strategic direction and customer engagements.
• A dynamic, fast-moving team that prioritizes customer success as a growth driver.
• Ownership over meaningful challenges with autonomy and minimal managerial oversight.
• Impactful work that rapidly reaches market-leading consumer brands.
• Opportunity to innovate within a newly emerging category of Agent of Record solutions.
• A respectful, low-bureaucracy, asynchronous global team environment.
• Access to a learning budget to support ongoing personal and professional development.
• Advanced AI integration in daily work and access to premier AI tools with knowledge sharing across the organization.

Company Values and Culture

Siena values curiosity, customer obsession, and proactive ownership. The team embraces direct feedback, pursues high standards at startup speed, and builds strong internal relationships to facilitate successful outcomes. Resilience and adaptability are crucial to overcoming challenges and driving progress.

Commitment to Diversity and Inclusion

Siena is an equal opportunity employer that fosters diversity and inclusivity regardless of race, religion, gender, age, disability, or any other characteristic. The company promotes a welcoming and supportive workplace for individuals from all backgrounds.

Hiring Process Notice

AI-assisted resume screening is employed during hiring; however, all final decisions are human-made. Candidates may request human-only review by contacting talent@siena.cx.