Enterprise Account Executive

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

📋 Description

• Take ownership of the entire enterprise sales cycle from inception to completion.

• Oversee complex enterprise sales cycles involving multiple stakeholders and SKUs, which can extend up to six months.

• Lead structured RFP processes, guiding solutions engineering and leadership resources throughout.

• Tailor sales strategies to engage CFOs, CX managers, and other key stakeholders.

• Develop and advocate quantified business cases for brands generating over $100M in annual GMV.

• Identify and implement expansion opportunities within existing deals.

• Maintain a comprehensive understanding of the competitive landscape.

• Contribute to defining the Enterprise AE role as Siena grows.

⛳️ Requirements

• Proven history of closing deals for brands with over $100M in annual GMV.

• Recognizable brands and measurable outcomes demonstrating successful closures of $100M+ GMV accounts.

• Recent quota attainment over the past 1–2 years that can be detailed.

• Executive presence when interacting with CFOs, CX leaders, and purchasing committees.

• Experience in managing formal RFP processes.

• Capability to work independently without constant supervision or a predetermined script.

• Established track record of finding innovative solutions and consistently surpassing challenges.

• Previous experience in AI/CX is advantageous, but not mandatory.

• Background in usage-based pricing sales is a plus.

• Must be able to work from a designated location throughout the application process.

🏝️ Benefits

• Competitive salary along with equity or stock grants.

• Budget allocated for learning and development.

• Access to premium accounts for ChatGPT, Claude, Perplexity Pro, Cursor, and Lovable.

• Quarterly budget designated for acquiring new AI tools.

• Opportunities for global team events as part of a fully distributed, international team.