Hybrid Account Executive

at Siena AI

• Job title: Account Executive
• Job type: Full Time
• Experience level: Mid level, Senior
• Salary: Not specified
• Degree requirement: Bachelor's Degree
• Location requirements: Hybrid, New York City, United States

About the role

• Account Executive driving enterprise deals in AI-driven automation for customer experience. Targeting high-value accounts and managing complex sales cycles in a fast-paced startup.

Responsibilities

• 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.

Requirements

• 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.

Benefits

• Meaningful impact. Your work directly shapes our product and company.
• Globally distributed team working at the bleeding edge of CX and AI.
• Great salary plus the opportunity for equity or stock grants.
• Learning budget. If you're growing, so are we.
• The thrill of building something new. Join us at a stage where your contributions matter most.
• AI-fluency. Make AI your second nature.
• Tackle unsolved problems. We’re redefining how customer experience will look like in the next decades.