Account Executive - London

Meet Siena. Siena is the Agent of Record for consumer brands, managing the entire customer journey on a shared intelligence layer that no point tool can replicate. Consumer brands typically run ten or more disconnected tools to manage their customers, but we collapse that stack into a single agent. It started with support, the hardest surface a brand has, and it expands from there: Shopping Agent, Social Agent, with Siena working alongside a brand's own operators. Hundreds of brands already run real customer volume on Siena in production. This is built, working, and growing, and we are racing to build what comes next.

The team is a small, fully distributed, global group that has built leverage into how we work, allowing us to move at speed. We hire athletes who own real outcomes, default to writing over meetings, communicate directly, and act promptly when they see something worth acting on. Low ego, high standards, fast clock.

If you want to own real problems rather than close tickets, keep reading.

As an Account Executive, you’ll be on the front lines of Siena’s growth, closing high-value enterprise deals and bringing AI-driven automation to the world’s top brands. This role is built for a hunter, someone who thrives in prospecting, navigating complex sales cycles, and turning cold leads into long-term partnerships. If you have experience selling into enterprise CX or AI-driven automation, this is an opportunity to shape the future with Siena.

What You’ll Do:

• Own the full sales cycle from prospecting to close, targeting enterprise accounts.
• Build and maintain strong relationships with senior decision-makers in CX, digital transformation, and operations.
• Develop strategic outbound motions to break into top accounts and expand Siena’s footprint.
• Manage complex, multi-stakeholder sales cycles with a consultative and value-driven approach.
• Work closely with marketing, sales development, and solutions engineering to refine our go-to-market strategy.
• Drive adoption of Siena’s AI solutions by aligning our capabilities with customer pain points and business outcomes.
• Consistently exceed quota and revenue targets, contributing to Siena’s high-growth trajectory.
• Leverage AI tools to scale prospecting, research, and deal preparation.
• Build and maintain custom AI workflows for account intelligence, objection handling, and competitive analysis.

Who You Are:

• 5+ years of experience in enterprise SaaS sales, ideally in AI, CX, automation technology.
• Proven success in hunting new business and closing six- and seven-figure deals.
• Skilled in multi-threading enterprise sales cycles and navigating complex organizations.
• Deep understanding of enterprise customer experience, digital transformation, and automation trends.
• Highly strategic and data-driven, leveraging insights to optimize deal execution.
• Comfortable working in a fast-moving startup environment where adaptability and ownership are key.
• Power-user of AI tools with proven ability to build custom agents/prompts that enhance sales productivity.
• Comfort with rapidly evolving AI landscape by staying current on AI capabilities and applying them to sales motion.

Bonus Points:

• Experience selling AI, automation, or workflow intelligence products.
• Established relationships within executives, CX, eCommerce, or BPOs.
• Experience selling enterprise and multi-product software.

Why Siena?

• Real ownership. You will own problems, not tasks, with the autonomy to solve them your way.
• 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.
• A team that respects your judgment. Globally distributed, async-first, low bureaucracy.
• Great salary plus equity or stock grants. Own a piece of what you build.
• Learning budget. If you are growing, so are we.
• AI-fluency by default. Few places will push your work with production AI further or faster.

Our values: The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback because they care more about getting things right than being polite. They maintain high standards while moving at startup speed and build real relationships with teammates.

Our approach to AI: The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents for various tasks. Everyone gets premium accounts for AI tools and a quarterly budget for new tools. Knowledge sharing is key, with demo days and discussions about best practices.

At Siena, we’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.

Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, colour, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.